WO2024138548A1 - Adhesive, laminate, and packaging material - Google Patents
Adhesive, laminate, and packaging material Download PDFInfo
- Publication number
- WO2024138548A1 WO2024138548A1 PCT/CN2022/143492 CN2022143492W WO2024138548A1 WO 2024138548 A1 WO2024138548 A1 WO 2024138548A1 CN 2022143492 W CN2022143492 W CN 2022143492W WO 2024138548 A1 WO2024138548 A1 WO 2024138548A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- acid
- adhesive
- composition
- group
- reaction product
- Prior art date
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 78
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 78
- 239000005022 packaging material Substances 0.000 title claims abstract description 18
- 239000002648 laminated material Substances 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims abstract description 98
- 239000002253 acid Substances 0.000 claims abstract description 55
- 229920005862 polyol Polymers 0.000 claims abstract description 55
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 54
- 150000003077 polyols Chemical class 0.000 claims abstract description 51
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 42
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 42
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 25
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 17
- 125000005370 alkoxysilyl group Chemical group 0.000 claims abstract description 11
- 125000000524 functional group Chemical group 0.000 claims abstract description 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims description 44
- 239000000758 substrate Substances 0.000 claims description 27
- 239000012790 adhesive layer Substances 0.000 claims description 25
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 3
- 238000009835 boiling Methods 0.000 abstract description 15
- 238000010438 heat treatment Methods 0.000 abstract description 11
- 230000032798 delamination Effects 0.000 abstract description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 70
- 239000010408 film Substances 0.000 description 70
- -1 polyethylene Polymers 0.000 description 61
- 239000004014 plasticizer Substances 0.000 description 36
- 238000006243 chemical reaction Methods 0.000 description 35
- 239000002028 Biomass Substances 0.000 description 32
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
- 239000000049 pigment Substances 0.000 description 30
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 29
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- 239000003054 catalyst Substances 0.000 description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- 238000000034 method Methods 0.000 description 21
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 20
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 19
- 239000012948 isocyanate Substances 0.000 description 18
- 229910001873 dinitrogen Inorganic materials 0.000 description 17
- 229910052751 metal Inorganic materials 0.000 description 17
- 239000002184 metal Substances 0.000 description 17
- 229920005989 resin Polymers 0.000 description 17
- 239000011347 resin Substances 0.000 description 17
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 16
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 14
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 14
- 229910052757 nitrogen Inorganic materials 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- 229920002799 BoPET Polymers 0.000 description 12
- 230000003247 decreasing effect Effects 0.000 description 12
- 239000010410 layer Substances 0.000 description 12
- 229920000728 polyester Polymers 0.000 description 11
- 229920005906 polyester polyol Polymers 0.000 description 11
- 239000007787 solid Substances 0.000 description 11
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 10
- 239000001361 adipic acid Chemical class 0.000 description 10
- 235000011037 adipic acid Nutrition 0.000 description 10
- 238000006297 dehydration reaction Methods 0.000 description 10
- 229920000092 linear low density polyethylene Polymers 0.000 description 10
- 239000004707 linear low-density polyethylene Substances 0.000 description 10
- 239000000123 paper Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 239000008096 xylene Substances 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- 239000006087 Silane Coupling Agent Substances 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 150000007513 acids Chemical class 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 9
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- 239000004721 Polyphenylene oxide Substances 0.000 description 8
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
- 229910052782 aluminium Inorganic materials 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 8
- 238000003475 lamination Methods 0.000 description 8
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 8
- 229920000570 polyether Polymers 0.000 description 8
- 239000002685 polymerization catalyst Substances 0.000 description 8
- 239000000565 sealant Substances 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 7
- 239000005977 Ethylene Substances 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
- 150000002513 isocyanates Chemical class 0.000 description 7
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 7
- 235000021317 phosphate Nutrition 0.000 description 7
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 7
- 238000006068 polycondensation reaction Methods 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 7
- 239000005058 Isophorone diisocyanate Substances 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 230000032683 aging Effects 0.000 description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 125000005442 diisocyanate group Chemical group 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 6
- 229920003023 plastic Polymers 0.000 description 6
- 239000004033 plastic Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 239000010936 titanium Substances 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 229920001131 Pulp (paper) Polymers 0.000 description 5
- 150000008065 acid anhydrides Chemical class 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- 239000004359 castor oil Substances 0.000 description 5
- 235000019438 castor oil Nutrition 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 5
- 150000002334 glycols Chemical class 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229910052719 titanium Inorganic materials 0.000 description 5
- 239000004711 α-olefin Substances 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical class OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 150000002596 lactones Chemical class 0.000 description 4
- 150000002739 metals Chemical class 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Chemical class OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 4
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 3
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 3
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 3
- CWNOEVURTVLUNV-UHFFFAOYSA-N 2-(propoxymethyl)oxirane Chemical compound CCCOCC1CO1 CWNOEVURTVLUNV-UHFFFAOYSA-N 0.000 description 3
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229930185605 Bisphenol Natural products 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- 230000001588 bifunctional effect Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 238000010411 cooking Methods 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 description 3
- 238000009820 dry lamination Methods 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000011888 foil Substances 0.000 description 3
- 239000002803 fossil fuel Substances 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 229920001684 low density polyethylene Polymers 0.000 description 3
- 239000004702 low-density polyethylene Substances 0.000 description 3
- 239000011572 manganese Substances 0.000 description 3
- 229910044991 metal oxide Inorganic materials 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- 239000011104 metalized film Substances 0.000 description 3
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical class OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 229920013716 polyethylene resin Polymers 0.000 description 3
- 229920000098 polyolefin Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 3
- ADXGNEYLLLSOAR-UHFFFAOYSA-N tasosartan Chemical compound C12=NC(C)=NC(C)=C2CCC(=O)N1CC(C=C1)=CC=C1C1=CC=CC=C1C=1N=NNN=1 ADXGNEYLLLSOAR-UHFFFAOYSA-N 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- 229910052726 zirconium Inorganic materials 0.000 description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
- KNDQHSIWLOJIGP-UMRXKNAASA-N (3ar,4s,7r,7as)-rel-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione Chemical compound O=C1OC(=O)[C@@H]2[C@H]1[C@]1([H])C=C[C@@]2([H])C1 KNDQHSIWLOJIGP-UMRXKNAASA-N 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical class C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 2
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 description 2
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 description 2
- NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical class FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- LVAGMBHLXLZJKZ-UHFFFAOYSA-N 2-o-decyl 1-o-octyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC LVAGMBHLXLZJKZ-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- IEPRKVQEAMIZSS-UHFFFAOYSA-N Di-Et ester-Fumaric acid Natural products CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 description 2
- KCXZNSGUUQJJTR-UHFFFAOYSA-N Di-n-hexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC KCXZNSGUUQJJTR-UHFFFAOYSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 229920000219 Ethylene vinyl alcohol Polymers 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 229910052776 Thorium Inorganic materials 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 description 2
- UYXTWWCETRIEDR-UHFFFAOYSA-N Tributyrin Chemical compound CCCC(=O)OCC(OC(=O)CCC)COC(=O)CCC UYXTWWCETRIEDR-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 150000004696 coordination complex Chemical class 0.000 description 2
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 125000001142 dicarboxylic acid group Chemical group 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- 239000000539 dimer Chemical class 0.000 description 2
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000001530 fumaric acid Chemical class 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- FLBJFXNAEMSXGL-UHFFFAOYSA-N het anhydride Chemical compound O=C1OC(=O)C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl FLBJFXNAEMSXGL-UHFFFAOYSA-N 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 2
- 239000001095 magnesium carbonate Substances 0.000 description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 2
- 235000014380 magnesium carbonate Nutrition 0.000 description 2
- 229960001708 magnesium carbonate Drugs 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical class OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Chemical class 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- 125000002524 organometallic group Chemical group 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical class OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 229940090181 propyl acetate Drugs 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 235000015067 sauces Nutrition 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical class OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 229910052718 tin Inorganic materials 0.000 description 2
- 239000011135 tin Substances 0.000 description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 2
- 150000003609 titanium compounds Chemical class 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 2
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- LTVUCOSIZFEASK-MPXCPUAZSA-N (3ar,4s,7r,7as)-3a-methyl-3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1,3-dione Chemical compound C([C@H]1C=C2)[C@H]2[C@H]2[C@]1(C)C(=O)OC2=O LTVUCOSIZFEASK-MPXCPUAZSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- HYZQBNDRDQEWAN-LNTINUHCSA-N (z)-4-hydroxypent-3-en-2-one;manganese(3+) Chemical compound [Mn+3].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O HYZQBNDRDQEWAN-LNTINUHCSA-N 0.000 description 1
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 1
- GFNDFCFPJQPVQL-UHFFFAOYSA-N 1,12-diisocyanatododecane Chemical compound O=C=NCCCCCCCCCCCCN=C=O GFNDFCFPJQPVQL-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- YAOMHRRYSRRRKP-UHFFFAOYSA-N 1,2-dichloropropyl 2,3-dichloropropyl 3,3-dichloropropyl phosphate Chemical compound ClC(Cl)CCOP(=O)(OC(Cl)C(Cl)C)OCC(Cl)CCl YAOMHRRYSRRRKP-UHFFFAOYSA-N 0.000 description 1
- ZGDSDWSIFQBAJS-UHFFFAOYSA-N 1,2-diisocyanatopropane Chemical compound O=C=NC(C)CN=C=O ZGDSDWSIFQBAJS-UHFFFAOYSA-N 0.000 description 1
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- AZYRZNIYJDKRHO-UHFFFAOYSA-N 1,3-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC(C(C)(C)N=C=O)=C1 AZYRZNIYJDKRHO-UHFFFAOYSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
- UFXYYTWJETZVHG-UHFFFAOYSA-N 1,3-diisocyanatobutane Chemical compound O=C=NC(C)CCN=C=O UFXYYTWJETZVHG-UHFFFAOYSA-N 0.000 description 1
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
- FWHUTKPMCKSUCV-UHFFFAOYSA-N 1,3-dioxo-3a,4,5,6,7,7a-hexahydro-2-benzofuran-5-carboxylic acid Chemical compound C1C(C(=O)O)CCC2C(=O)OC(=O)C12 FWHUTKPMCKSUCV-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OHLKMGYGBHFODF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=C(CN=C=O)C=C1 OHLKMGYGBHFODF-UHFFFAOYSA-N 0.000 description 1
- ROHUXHMNZLHBSF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCC(CN=C=O)CC1 ROHUXHMNZLHBSF-UHFFFAOYSA-N 0.000 description 1
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
- 229940043375 1,5-pentanediol Drugs 0.000 description 1
- QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 description 1
- RLPSARLYTKXVSE-UHFFFAOYSA-N 1-(1,3-thiazol-5-yl)ethanamine Chemical compound CC(N)C1=CN=CS1 RLPSARLYTKXVSE-UHFFFAOYSA-N 0.000 description 1
- FGHKSYPMIAQSDG-UHFFFAOYSA-N 1-(1h-imidazol-2-yl)-n,n-dimethylpropan-1-amine Chemical compound CCC(N(C)C)C1=NC=CN1 FGHKSYPMIAQSDG-UHFFFAOYSA-N 0.000 description 1
- VUFBCWUJICCKDU-UHFFFAOYSA-N 1-(2-methylimidazol-1-yl)propan-2-ol Chemical compound CC(O)CN1C=CN=C1C VUFBCWUJICCKDU-UHFFFAOYSA-N 0.000 description 1
- NCXUNZWLEYGQAH-UHFFFAOYSA-N 1-(dimethylamino)propan-2-ol Chemical compound CC(O)CN(C)C NCXUNZWLEYGQAH-UHFFFAOYSA-N 0.000 description 1
- OSNILPMOSNGHLC-UHFFFAOYSA-N 1-[4-methoxy-3-(piperidin-1-ylmethyl)phenyl]ethanone Chemical compound COC1=CC=C(C(C)=O)C=C1CN1CCCCC1 OSNILPMOSNGHLC-UHFFFAOYSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 1
- WCDFMPVITAWTGR-UHFFFAOYSA-N 1-imidazol-1-ylpropan-2-ol Chemical compound CC(O)CN1C=CN=C1 WCDFMPVITAWTGR-UHFFFAOYSA-N 0.000 description 1
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 1
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical class CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- JUXXCHAGQCBNTI-UHFFFAOYSA-N 1-n,1-n,2-n,2-n-tetramethylpropane-1,2-diamine Chemical compound CN(C)C(C)CN(C)C JUXXCHAGQCBNTI-UHFFFAOYSA-N 0.000 description 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- QXKKYNIWAYERHT-UHFFFAOYSA-N 2,2-dimethylbutane-1,3-diol Chemical compound CC(O)C(C)(C)CO QXKKYNIWAYERHT-UHFFFAOYSA-N 0.000 description 1
- GOHPTLYPQCTZSE-UHFFFAOYSA-N 2,2-dimethylsuccinic acid Chemical compound OC(=O)C(C)(C)CC(O)=O GOHPTLYPQCTZSE-UHFFFAOYSA-N 0.000 description 1
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 1
- 239000000263 2,3-dihydroxypropyl (Z)-octadec-9-enoate Substances 0.000 description 1
- HDIFHQMREAYYJW-FMIVXFBMSA-N 2,3-dihydroxypropyl (e)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCC(O)C\C=C\CCCCCCCC(=O)OCC(O)CO HDIFHQMREAYYJW-FMIVXFBMSA-N 0.000 description 1
- LHNAURKRXGPVDW-UHFFFAOYSA-N 2,3-diisocyanatobutane Chemical compound O=C=NC(C)C(C)N=C=O LHNAURKRXGPVDW-UHFFFAOYSA-N 0.000 description 1
- JPSKCQCQZUGWNM-UHFFFAOYSA-N 2,7-Oxepanedione Chemical compound O=C1CCCCC(=O)O1 JPSKCQCQZUGWNM-UHFFFAOYSA-N 0.000 description 1
- QUYITUXSUUKIRL-ZDKIGPTLSA-N 2-(2-hydroxyethoxy)ethyl (z,12r)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OCCOCCO QUYITUXSUUKIRL-ZDKIGPTLSA-N 0.000 description 1
- WGIMXKDCVCTHGW-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCOCCO WGIMXKDCVCTHGW-UHFFFAOYSA-N 0.000 description 1
- JJWKKSUCSNDHNJ-UHFFFAOYSA-N 2-(2-methylimidazol-1-yl)ethanol Chemical compound CC1=NC=CN1CCO JJWKKSUCSNDHNJ-UHFFFAOYSA-N 0.000 description 1
- RTGQGAXEHFZMBG-UHFFFAOYSA-N 2-(2-nonanoyloxyethoxy)ethyl nonanoate Chemical compound CCCCCCCCC(=O)OCCOCCOC(=O)CCCCCCCC RTGQGAXEHFZMBG-UHFFFAOYSA-N 0.000 description 1
- QHTUMQYGZQYEOZ-UHFFFAOYSA-N 2-(4-methylpiperazin-1-yl)ethanol Chemical compound CN1CCN(CCO)CC1 QHTUMQYGZQYEOZ-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- ZGHZSTWONPNWHV-UHFFFAOYSA-N 2-(oxiran-2-yl)ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCC1CO1 ZGHZSTWONPNWHV-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- FWLHAQYOFMQTHQ-UHFFFAOYSA-N 2-N-[8-[[8-(4-aminoanilino)-10-phenylphenazin-10-ium-2-yl]amino]-10-phenylphenazin-10-ium-2-yl]-8-N,10-diphenylphenazin-10-ium-2,8-diamine hydroxy-oxido-dioxochromium Chemical compound O[Cr]([O-])(=O)=O.O[Cr]([O-])(=O)=O.O[Cr]([O-])(=O)=O.Nc1ccc(Nc2ccc3nc4ccc(Nc5ccc6nc7ccc(Nc8ccc9nc%10ccc(Nc%11ccccc%11)cc%10[n+](-c%10ccccc%10)c9c8)cc7[n+](-c7ccccc7)c6c5)cc4[n+](-c4ccccc4)c3c2)cc1 FWLHAQYOFMQTHQ-UHFFFAOYSA-N 0.000 description 1
- MFYSUUPKMDJYPF-UHFFFAOYSA-N 2-[(4-methyl-2-nitrophenyl)diazenyl]-3-oxo-n-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC1=CC=C(C)C=C1[N+]([O-])=O MFYSUUPKMDJYPF-UHFFFAOYSA-N 0.000 description 1
- JOQTZLQJUWLPPZ-UHFFFAOYSA-N 2-[1-(dimethylamino)propylamino]ethanol Chemical compound CCC(N(C)C)NCCO JOQTZLQJUWLPPZ-UHFFFAOYSA-N 0.000 description 1
- AHSGHEXYEABOKT-UHFFFAOYSA-N 2-[2-(2-benzoyloxyethoxy)ethoxy]ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOCCOC(=O)C1=CC=CC=C1 AHSGHEXYEABOKT-UHFFFAOYSA-N 0.000 description 1
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 1
- YSAANLSYLSUVHB-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]ethanol Chemical compound CN(C)CCOCCO YSAANLSYLSUVHB-UHFFFAOYSA-N 0.000 description 1
- OOOOBVFKGSBICZ-UHFFFAOYSA-N 2-[2-(dimethylamino)ethylamino]ethanol Chemical compound CN(C)CCNCCO OOOOBVFKGSBICZ-UHFFFAOYSA-N 0.000 description 1
- JEYLQCXBYFQJRO-UHFFFAOYSA-N 2-[2-[2-(2-ethylbutanoyloxy)ethoxy]ethoxy]ethyl 2-ethylbutanoate Chemical compound CCC(CC)C(=O)OCCOCCOCCOC(=O)C(CC)CC JEYLQCXBYFQJRO-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
- LJKDOMVGKKPJBH-UHFFFAOYSA-N 2-ethylhexyl dihydrogen phosphate Chemical compound CCCCC(CC)COP(O)(O)=O LJKDOMVGKKPJBH-UHFFFAOYSA-N 0.000 description 1
- MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 description 1
- AMSDWLOANMAILF-UHFFFAOYSA-N 2-imidazol-1-ylethanol Chemical compound OCCN1C=CN=C1 AMSDWLOANMAILF-UHFFFAOYSA-N 0.000 description 1
- SVNWKKJQEFIURY-UHFFFAOYSA-N 2-methyl-1-(2-methylpropyl)imidazole Chemical compound CC(C)CN1C=CN=C1C SVNWKKJQEFIURY-UHFFFAOYSA-N 0.000 description 1
- VDWODSPSMJMZQI-UHFFFAOYSA-N 2-methyl-1-azabicyclo[2.2.2]octane Chemical compound C1CN2C(C)CC1CC2 VDWODSPSMJMZQI-UHFFFAOYSA-N 0.000 description 1
- SEILKFZTLVMHRR-UHFFFAOYSA-N 2-phosphonooxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOP(O)(O)=O SEILKFZTLVMHRR-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 description 1
- QZWKEPYTBWZJJA-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine-4,4'-diisocyanate Chemical compound C1=C(N=C=O)C(OC)=CC(C=2C=C(OC)C(N=C=O)=CC=2)=C1 QZWKEPYTBWZJJA-UHFFFAOYSA-N 0.000 description 1
- ALKCLFLTXBBMMP-UHFFFAOYSA-N 3,7-dimethylocta-1,6-dien-3-yl hexanoate Chemical compound CCCCCC(=O)OC(C)(C=C)CCC=C(C)C ALKCLFLTXBBMMP-UHFFFAOYSA-N 0.000 description 1
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 description 1
- FZQMJOOSLXFQSU-UHFFFAOYSA-N 3-[3,5-bis[3-(dimethylamino)propyl]-1,3,5-triazinan-1-yl]-n,n-dimethylpropan-1-amine Chemical compound CN(C)CCCN1CN(CCCN(C)C)CN(CCCN(C)C)C1 FZQMJOOSLXFQSU-UHFFFAOYSA-N 0.000 description 1
- NUCFNMOPTGEHQA-UHFFFAOYSA-N 3-bromo-2h-pyrazolo[4,3-c]pyridine Chemical compound C1=NC=C2C(Br)=NNC2=C1 NUCFNMOPTGEHQA-UHFFFAOYSA-N 0.000 description 1
- BLBSJBOFNFNGLV-UHFFFAOYSA-N 3-ethyl-oxacyclononadecane-2,19-dione Chemical compound CCC1CCCCCCCCCCCCCCCC(=O)OC1=O BLBSJBOFNFNGLV-UHFFFAOYSA-N 0.000 description 1
- XPFCZYUVICHKDS-UHFFFAOYSA-N 3-methylbutane-1,3-diol Chemical compound CC(C)(O)CCO XPFCZYUVICHKDS-UHFFFAOYSA-N 0.000 description 1
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-GDCKJWNLSA-N 3-oleoyl-sn-glycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-GDCKJWNLSA-N 0.000 description 1
- XTBGPYSCCALXIA-UHFFFAOYSA-N 3-phenyl-oxacycloheptadecane-2,17-dione Chemical compound O=C1OC(=O)CCCCCCCCCCCCCC1C1=CC=CC=C1 XTBGPYSCCALXIA-UHFFFAOYSA-N 0.000 description 1
- HSSYVKMJJLDTKZ-UHFFFAOYSA-N 3-phenylphthalic acid Chemical compound OC(=O)C1=CC=CC(C=2C=CC=CC=2)=C1C(O)=O HSSYVKMJJLDTKZ-UHFFFAOYSA-N 0.000 description 1
- IVLICPVPXWEGCA-UHFFFAOYSA-N 3-quinuclidinol Chemical compound C1C[C@@H]2C(O)C[N@]1CC2 IVLICPVPXWEGCA-UHFFFAOYSA-N 0.000 description 1
- UITKHKNFVCYWNG-UHFFFAOYSA-N 4-(3,4-dicarboxybenzoyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 UITKHKNFVCYWNG-UHFFFAOYSA-N 0.000 description 1
- LEUWBMAQQQENOO-UHFFFAOYSA-N 4-(4-chlorophenyl)-6-methyl-2-oxo-3,4-dihydro-1h-pyridine-5-carboxylic acid Chemical compound C1C(=O)NC(C)=C(C(O)=O)C1C1=CC=C(Cl)C=C1 LEUWBMAQQQENOO-UHFFFAOYSA-N 0.000 description 1
- DWDURZSYQTXVIN-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-methyliminocyclohexa-2,5-dien-1-ylidene)methyl]aniline Chemical compound C1=CC(=NC)C=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 DWDURZSYQTXVIN-UHFFFAOYSA-N 0.000 description 1
- VVAAYFMMXYRORI-UHFFFAOYSA-N 4-butoxy-2-methylidene-4-oxobutanoic acid Chemical compound CCCCOC(=O)CC(=C)C(O)=O VVAAYFMMXYRORI-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- OIYTYGOUZOARSH-UHFFFAOYSA-N 4-methoxy-2-methylidene-4-oxobutanoic acid Chemical compound COC(=O)CC(=C)C(O)=O OIYTYGOUZOARSH-UHFFFAOYSA-N 0.000 description 1
- PRKPGWQEKNEVEU-UHFFFAOYSA-N 4-methyl-n-(3-triethoxysilylpropyl)pentan-2-imine Chemical compound CCO[Si](OCC)(OCC)CCCN=C(C)CC(C)C PRKPGWQEKNEVEU-UHFFFAOYSA-N 0.000 description 1
- FKBMTBAXDISZGN-UHFFFAOYSA-N 5-methyl-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1C(C)CCC2C(=O)OC(=O)C12 FKBMTBAXDISZGN-UHFFFAOYSA-N 0.000 description 1
- GPZYYYGYCRFPBU-UHFFFAOYSA-N 6-Hydroxyflavone Chemical compound C=1C(=O)C2=CC(O)=CC=C2OC=1C1=CC=CC=C1 GPZYYYGYCRFPBU-UHFFFAOYSA-N 0.000 description 1
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 description 1
- CSHJJWDAZSZQBT-UHFFFAOYSA-N 7a-methyl-4,5-dihydro-3ah-2-benzofuran-1,3-dione Chemical compound C1=CCCC2C(=O)OC(=O)C21C CSHJJWDAZSZQBT-UHFFFAOYSA-N 0.000 description 1
- CGLVZFOCZLHKOH-UHFFFAOYSA-N 8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo(3,2-b:3',2'-m)triphenodioxazine Chemical compound CCN1C2=CC=CC=C2C2=C1C=C1OC3=C(Cl)C4=NC(C=C5C6=CC=CC=C6N(C5=C5)CC)=C5OC4=C(Cl)C3=NC1=C2 CGLVZFOCZLHKOH-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- 244000198134 Agave sisalana Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- LVRCEUVOXCJYSV-UHFFFAOYSA-N CN(C)S(=O)=O Chemical compound CN(C)S(=O)=O LVRCEUVOXCJYSV-UHFFFAOYSA-N 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 description 1
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
- VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical compound C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 description 1
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 1
- UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 241000276489 Merlangius merlangus Species 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- 240000000907 Musa textilis Species 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 239000004823 Reactive adhesive Substances 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- QHWKHLYUUZGSCW-UHFFFAOYSA-N Tetrabromophthalic anhydride Chemical compound BrC1=C(Br)C(Br)=C2C(=O)OC(=O)C2=C1Br QHWKHLYUUZGSCW-UHFFFAOYSA-N 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- WOURXYYHORRGQO-UHFFFAOYSA-N Tri(3-chloropropyl) phosphate Chemical compound ClCCCOP(=O)(OCCCCl)OCCCCl WOURXYYHORRGQO-UHFFFAOYSA-N 0.000 description 1
- KRADHMIOFJQKEZ-UHFFFAOYSA-N Tri-2-ethylhexyl trimellitate Chemical compound CCCCC(CC)COC(=O)C1=CC=C(C(=O)OCC(CC)CCCC)C(C(=O)OCC(CC)CCCC)=C1 KRADHMIOFJQKEZ-UHFFFAOYSA-N 0.000 description 1
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 1
- FRQDZJMEHSJOPU-UHFFFAOYSA-N Triethylene glycol bis(2-ethylhexanoate) Chemical compound CCCCC(CC)C(=O)OCCOCCOCCOC(=O)C(CC)CCCC FRQDZJMEHSJOPU-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- GTVWRXDRKAHEAD-UHFFFAOYSA-N Tris(2-ethylhexyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC GTVWRXDRKAHEAD-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- AUNAPVYQLLNFOI-UHFFFAOYSA-L [Pb++].[Pb++].[Pb++].[O-]S([O-])(=O)=O.[O-][Cr]([O-])(=O)=O.[O-][Mo]([O-])(=O)=O Chemical compound [Pb++].[Pb++].[Pb++].[O-]S([O-])(=O)=O.[O-][Cr]([O-])(=O)=O.[O-][Mo]([O-])(=O)=O AUNAPVYQLLNFOI-UHFFFAOYSA-L 0.000 description 1
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Chemical class OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- UHHXUPJJDHEMGX-UHFFFAOYSA-K azanium;manganese(3+);phosphonato phosphate Chemical compound [NH4+].[Mn+3].[O-]P([O-])(=O)OP([O-])([O-])=O UHHXUPJJDHEMGX-UHFFFAOYSA-K 0.000 description 1
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical compound O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 description 1
- CJYXCQLOZNIMFP-UHFFFAOYSA-N azocan-2-one Chemical compound O=C1CCCCCCN1 CJYXCQLOZNIMFP-UHFFFAOYSA-N 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- POJOORKDYOPQLS-UHFFFAOYSA-L barium(2+) 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonate Chemical compound [Ba+2].C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O.C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O POJOORKDYOPQLS-UHFFFAOYSA-L 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- IZJDCINIYIMFGX-UHFFFAOYSA-N benzo[f][2]benzofuran-1,3-dione Chemical compound C1=CC=C2C=C3C(=O)OC(=O)C3=CC2=C1 IZJDCINIYIMFGX-UHFFFAOYSA-N 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- ROPXFXOUUANXRR-BUHFOSPRSA-N bis(2-ethylhexyl) (e)-but-2-enedioate Chemical compound CCCCC(CC)COC(=O)\C=C\C(=O)OCC(CC)CCCC ROPXFXOUUANXRR-BUHFOSPRSA-N 0.000 description 1
- ROPXFXOUUANXRR-YPKPFQOOSA-N bis(2-ethylhexyl) (z)-but-2-enedioate Chemical compound CCCCC(CC)COC(=O)\C=C/C(=O)OCC(CC)CCCC ROPXFXOUUANXRR-YPKPFQOOSA-N 0.000 description 1
- CGNRQCGWXXLTIA-UHFFFAOYSA-N bis(2-ethylhexyl) 2-methylidenebutanedioate Chemical compound CCCCC(CC)COC(=O)CC(=C)C(=O)OCC(CC)CCCC CGNRQCGWXXLTIA-UHFFFAOYSA-N 0.000 description 1
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 1
- WXZOXVVKILCOPG-UHFFFAOYSA-N bis(2-ethylhexyl) benzene-1,3-dicarboxylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC(C(=O)OCC(CC)CCCC)=C1 WXZOXVVKILCOPG-UHFFFAOYSA-N 0.000 description 1
- ZVPBHZIVOWGPMT-UHFFFAOYSA-N bis(2-ethylhexyl) cyclohexene-1,2-dicarboxylate Chemical compound CCCCC(CC)COC(=O)C1=C(C(=O)OCC(CC)CCCC)CCCC1 ZVPBHZIVOWGPMT-UHFFFAOYSA-N 0.000 description 1
- ZDWGXBPVPXVXMQ-UHFFFAOYSA-N bis(2-ethylhexyl) nonanedioate Chemical compound CCCCC(CC)COC(=O)CCCCCCCC(=O)OCC(CC)CCCC ZDWGXBPVPXVXMQ-UHFFFAOYSA-N 0.000 description 1
- IMIOEHJVRZOQBJ-UHFFFAOYSA-N bis(6-methylheptyl) benzene-1,3-dicarboxylate Chemical compound CC(C)CCCCCOC(=O)C1=CC=CC(C(=O)OCCCCCC(C)C)=C1 IMIOEHJVRZOQBJ-UHFFFAOYSA-N 0.000 description 1
- QUCSUPGVEFBICW-UHFFFAOYSA-N bis(8-methylnonyl) 7-oxabicyclo[4.1.0]heptane-3,4-dicarboxylate Chemical compound C1C(C(=O)OCCCCCCCC(C)C)C(C(=O)OCCCCCCCC(C)C)CC2OC21 QUCSUPGVEFBICW-UHFFFAOYSA-N 0.000 description 1
- XRFYGUOAWVKOCQ-UHFFFAOYSA-N bis(8-methylnonyl) cyclohex-4-ene-1,2-dicarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1CC=CCC1C(=O)OCCCCCCCC(C)C XRFYGUOAWVKOCQ-UHFFFAOYSA-N 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- NSPSPMKCKIPQBH-UHFFFAOYSA-K bismuth;7,7-dimethyloctanoate Chemical compound [Bi+3].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O NSPSPMKCKIPQBH-UHFFFAOYSA-K 0.000 description 1
- ZZUFUNZTPNRBID-UHFFFAOYSA-K bismuth;octanoate Chemical compound [Bi+3].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O ZZUFUNZTPNRBID-UHFFFAOYSA-K 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- 239000001058 brown pigment Substances 0.000 description 1
- FJTUUPVRIANHEX-UHFFFAOYSA-N butan-1-ol;phosphoric acid Chemical compound CCCCO.OP(O)(O)=O FJTUUPVRIANHEX-UHFFFAOYSA-N 0.000 description 1
- DEFMLLQRTVNBOF-UHFFFAOYSA-K butan-1-olate;trichlorotitanium(1+) Chemical compound [Cl-].[Cl-].[Cl-].CCCCO[Ti+3] DEFMLLQRTVNBOF-UHFFFAOYSA-K 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 125000006226 butoxyethyl group Chemical group 0.000 description 1
- BEWFIPLBFJGWSR-UHFFFAOYSA-N butyl 12-acetyloxyoctadec-9-enoate Chemical compound CCCCCCC(OC(C)=O)CC=CCCCCCCCC(=O)OCCCC BEWFIPLBFJGWSR-UHFFFAOYSA-N 0.000 description 1
- ULBTUVJTXULMLP-UHFFFAOYSA-N butyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCC ULBTUVJTXULMLP-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- CJOBVZJTOIVNNF-UHFFFAOYSA-N cadmium sulfide Chemical compound [Cd]=S CJOBVZJTOIVNNF-UHFFFAOYSA-N 0.000 description 1
- NKWPZUCBCARRDP-UHFFFAOYSA-L calcium bicarbonate Chemical compound [Ca+2].OC([O-])=O.OC([O-])=O NKWPZUCBCARRDP-UHFFFAOYSA-L 0.000 description 1
- 229910000020 calcium bicarbonate Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 239000011111 cardboard Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- ZLFVRXUOSPRRKQ-UHFFFAOYSA-N chembl2138372 Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 ZLFVRXUOSPRRKQ-UHFFFAOYSA-N 0.000 description 1
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical class [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 229910000152 cobalt phosphate Inorganic materials 0.000 description 1
- HWVKIRQMNIWOLT-UHFFFAOYSA-L cobalt(2+);octanoate Chemical compound [Co+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O HWVKIRQMNIWOLT-UHFFFAOYSA-L 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- ZKXWKVVCCTZOLD-UHFFFAOYSA-N copper;4-hydroxypent-3-en-2-one Chemical compound [Cu].CC(O)=CC(C)=O.CC(O)=CC(C)=O ZKXWKVVCCTZOLD-UHFFFAOYSA-N 0.000 description 1
- 238000003851 corona treatment Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000009193 crawling Effects 0.000 description 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
- XBZSBBLNHFMTEB-UHFFFAOYSA-N cyclohexane-1,3-dicarboxylic acid Chemical compound OC(=O)C1CCCC(C(O)=O)C1 XBZSBBLNHFMTEB-UHFFFAOYSA-N 0.000 description 1
- YZFOGXKZTWZVFN-UHFFFAOYSA-N cyclopentane-1,1-dicarboxylic acid Chemical compound OC(=O)C1(C(O)=O)CCCC1 YZFOGXKZTWZVFN-UHFFFAOYSA-N 0.000 description 1
- ASJCSAKCMTWGAH-UHFFFAOYSA-N cyclopentane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCC1C(O)=O ASJCSAKCMTWGAH-UHFFFAOYSA-N 0.000 description 1
- LNGJOYPCXLOTKL-UHFFFAOYSA-N cyclopentane-1,3-dicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)C1 LNGJOYPCXLOTKL-UHFFFAOYSA-N 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 description 1
- UCVPKAZCQPRWAY-UHFFFAOYSA-N dibenzyl benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC=2C=CC=CC=2)C=1C(=O)OCC1=CC=CC=C1 UCVPKAZCQPRWAY-UHFFFAOYSA-N 0.000 description 1
- JBSLOWBPDRZSMB-BQYQJAHWSA-N dibutyl (e)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C\C(=O)OCCCC JBSLOWBPDRZSMB-BQYQJAHWSA-N 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- OGVXYCDTRMDYOG-UHFFFAOYSA-N dibutyl 2-methylidenebutanedioate Chemical compound CCCCOC(=O)CC(=C)C(=O)OCCCC OGVXYCDTRMDYOG-UHFFFAOYSA-N 0.000 description 1
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- PUFGCEQWYLJYNJ-UHFFFAOYSA-N didodecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCC PUFGCEQWYLJYNJ-UHFFFAOYSA-N 0.000 description 1
- OTARVPUIYXHRRB-UHFFFAOYSA-N diethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](C)(OCC)CCCOCC1CO1 OTARVPUIYXHRRB-UHFFFAOYSA-N 0.000 description 1
- ZEFVHSWKYCYFFL-UHFFFAOYSA-N diethyl 2-methylidenebutanedioate Chemical compound CCOC(=O)CC(=C)C(=O)OCC ZEFVHSWKYCYFFL-UHFFFAOYSA-N 0.000 description 1
- IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 description 1
- LKKOGZVQGQUVHF-UHFFFAOYSA-N diethyl heptanedioate Chemical compound CCOC(=O)CCCCCC(=O)OCC LKKOGZVQGQUVHF-UHFFFAOYSA-N 0.000 description 1
- YKDMBTQVKVEMSA-UHFFFAOYSA-N diethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOCCOC(=O)CCCCCCCCCCCCCCCCC YKDMBTQVKVEMSA-UHFFFAOYSA-N 0.000 description 1
- 229940111071 diethylene glycol distearate Drugs 0.000 description 1
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- WHGNXNCOTZPEEK-UHFFFAOYSA-N dimethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CCCOCC1CO1 WHGNXNCOTZPEEK-UHFFFAOYSA-N 0.000 description 1
- ZWWQRMFIZFPUAA-UHFFFAOYSA-N dimethyl 2-methylidenebutanedioate Chemical compound COC(=O)CC(=C)C(=O)OC ZWWQRMFIZFPUAA-UHFFFAOYSA-N 0.000 description 1
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 1
- LDCRTTXIJACKKU-ONEGZZNKSA-N dimethyl fumarate Chemical compound COC(=O)\C=C\C(=O)OC LDCRTTXIJACKKU-ONEGZZNKSA-N 0.000 description 1
- 229960004419 dimethyl fumarate Drugs 0.000 description 1
- BEPAFCGSDWSTEL-UHFFFAOYSA-N dimethyl malonate Chemical compound COC(=O)CC(=O)OC BEPAFCGSDWSTEL-UHFFFAOYSA-N 0.000 description 1
- GYUVMLBYMPKZAZ-UHFFFAOYSA-N dimethyl naphthalene-2,6-dicarboxylate Chemical compound C1=C(C(=O)OC)C=CC2=CC(C(=O)OC)=CC=C21 GYUVMLBYMPKZAZ-UHFFFAOYSA-N 0.000 description 1
- XTDYIOOONNVFMA-UHFFFAOYSA-N dimethyl pentanedioate Chemical compound COC(=O)CCCC(=O)OC XTDYIOOONNVFMA-UHFFFAOYSA-N 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- OREAFAJWWJHCOT-UHFFFAOYSA-N dimethylmalonic acid Chemical compound OC(=O)C(C)(C)C(O)=O OREAFAJWWJHCOT-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- DROMNWUQASBTFM-UHFFFAOYSA-N dinonyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCC DROMNWUQASBTFM-UHFFFAOYSA-N 0.000 description 1
- MQKMBXOZOISLIV-UHFFFAOYSA-N dioctadecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCCCCCCC MQKMBXOZOISLIV-UHFFFAOYSA-N 0.000 description 1
- UCEHPOGKWWZMHC-UHFFFAOYSA-N dioctyl cyclohex-3-ene-1,2-dicarboxylate Chemical compound CCCCCCCCOC(=O)C1CCC=CC1C(=O)OCCCCCCCC UCEHPOGKWWZMHC-UHFFFAOYSA-N 0.000 description 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- DWNAQMUDCDVSLT-UHFFFAOYSA-N diphenyl phthalate Chemical compound C=1C=CC=C(C(=O)OC=2C=CC=CC=2)C=1C(=O)OC1=CC=CC=C1 DWNAQMUDCDVSLT-UHFFFAOYSA-N 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 1
- YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 1
- QQVHEQUEHCEAKS-UHFFFAOYSA-N diundecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCC QQVHEQUEHCEAKS-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- UKFXDFUAPNAMPJ-UHFFFAOYSA-N ethylmalonic acid Chemical compound CCC(C(O)=O)C(O)=O UKFXDFUAPNAMPJ-UHFFFAOYSA-N 0.000 description 1
- 238000009459 flexible packaging Methods 0.000 description 1
- 239000005003 food packaging material Substances 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229940052308 general anesthetics halogenated hydrocarbons Drugs 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- YBMRDBCBODYGJE-UHFFFAOYSA-N germanium oxide Inorganic materials O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000001056 green pigment Substances 0.000 description 1
- PDPJQWYGJJBYLF-UHFFFAOYSA-J hafnium tetrachloride Chemical compound Cl[Hf](Cl)(Cl)Cl PDPJQWYGJJBYLF-UHFFFAOYSA-J 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000011121 hardwood Substances 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 229920006262 high density polyethylene film Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000001034 iron oxide pigment Substances 0.000 description 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
- LDHBWEYLDHLIBQ-UHFFFAOYSA-M iron(3+);oxygen(2-);hydroxide;hydrate Chemical compound O.[OH-].[O-2].[Fe+3] LDHBWEYLDHLIBQ-UHFFFAOYSA-M 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- LZKLAOYSENRNKR-LNTINUHCSA-N iron;(z)-4-oxoniumylidenepent-2-en-2-olate Chemical compound [Fe].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O LZKLAOYSENRNKR-LNTINUHCSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229940102253 isopropanolamine Drugs 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- PIJPYDMVFNTHIP-UHFFFAOYSA-L lead sulfate Chemical compound [PbH4+2].[O-]S([O-])(=O)=O PIJPYDMVFNTHIP-UHFFFAOYSA-L 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 125000002463 lignoceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 235000010187 litholrubine BK Nutrition 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 229920001179 medium density polyethylene Polymers 0.000 description 1
- 239000004701 medium-density polyethylene Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000000983 mordant dye Substances 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- TXXWBTOATXBWDR-UHFFFAOYSA-N n,n,n',n'-tetramethylhexane-1,6-diamine Chemical compound CN(C)CCCCCCN(C)C TXXWBTOATXBWDR-UHFFFAOYSA-N 0.000 description 1
- XFLSMWXCZBIXLV-UHFFFAOYSA-N n,n-dimethyl-2-(4-methylpiperazin-1-yl)ethanamine Chemical compound CN(C)CCN1CCN(C)CC1 XFLSMWXCZBIXLV-UHFFFAOYSA-N 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- BXYVQNNEFZOBOZ-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-n',n'-dimethylpropane-1,3-diamine Chemical compound CN(C)CCCNCCCN(C)C BXYVQNNEFZOBOZ-UHFFFAOYSA-N 0.000 description 1
- HMDRAGZZZBGZJC-UHFFFAOYSA-N n-[3-[3-aminopropoxy(dimethoxy)silyl]propyl]-1-phenylprop-2-en-1-amine Chemical compound NCCCO[Si](OC)(OC)CCCNC(C=C)C1=CC=CC=C1 HMDRAGZZZBGZJC-UHFFFAOYSA-N 0.000 description 1
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 description 1
- ABMFBCRYHDZLRD-UHFFFAOYSA-N naphthalene-1,4-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1 ABMFBCRYHDZLRD-UHFFFAOYSA-N 0.000 description 1
- VAWFFNJAPKXVPH-UHFFFAOYSA-N naphthalene-1,6-dicarboxylic acid Chemical compound OC(=O)C1=CC=CC2=CC(C(=O)O)=CC=C21 VAWFFNJAPKXVPH-UHFFFAOYSA-N 0.000 description 1
- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- UIEKYBOPAVTZKW-UHFFFAOYSA-L naphthalene-2-carboxylate;nickel(2+) Chemical compound [Ni+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 UIEKYBOPAVTZKW-UHFFFAOYSA-L 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- DVTHIMLUHWEZOM-UHFFFAOYSA-L nickel(2+);octanoate Chemical compound [Ni+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O DVTHIMLUHWEZOM-UHFFFAOYSA-L 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- KSCKTBJJRVPGKM-UHFFFAOYSA-N octan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-] KSCKTBJJRVPGKM-UHFFFAOYSA-N 0.000 description 1
- QTDSLDJPJJBBLE-PFONDFGASA-N octyl (z)-octadec-9-enoate Chemical compound CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC QTDSLDJPJJBBLE-PFONDFGASA-N 0.000 description 1
- YAFOVCNAQTZDQB-UHFFFAOYSA-N octyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCC)OC1=CC=CC=C1 YAFOVCNAQTZDQB-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- YOURXVGYNVXQKT-UHFFFAOYSA-N oxacycloundecane-2,11-dione Chemical compound O=C1CCCCCCCCC(=O)O1 YOURXVGYNVXQKT-UHFFFAOYSA-N 0.000 description 1
- LJAGLQVRUZWQGK-UHFFFAOYSA-N oxecane-2,10-dione Chemical compound O=C1CCCCCCCC(=O)O1 LJAGLQVRUZWQGK-UHFFFAOYSA-N 0.000 description 1
- PVADDRMAFCOOPC-UHFFFAOYSA-N oxogermanium Chemical compound [Ge]=O PVADDRMAFCOOPC-UHFFFAOYSA-N 0.000 description 1
- FQXBMHDSOQFCSX-UHFFFAOYSA-J oxolane;tetrachlorohafnium Chemical class [Cl-].[Cl-].[Cl-].[Cl-].[Hf+4].C1CCOC1 FQXBMHDSOQFCSX-UHFFFAOYSA-J 0.000 description 1
- OJGXBHHMMHJMLS-UHFFFAOYSA-J oxolane;zirconium(4+);tetrachloride Chemical class [Cl-].[Cl-].[Cl-].[Cl-].[Zr+4].C1CCOC1 OJGXBHHMMHJMLS-UHFFFAOYSA-J 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229960004838 phosphoric acid Drugs 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229940088417 precipitated calcium carbonate Drugs 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- BPJZKLBPJBMLQG-KWRJMZDGSA-N propanoyl (z,12r)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OC(=O)CC BPJZKLBPJBMLQG-KWRJMZDGSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- 229940005657 pyrophosphoric acid Drugs 0.000 description 1
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 239000012603 secondary packaging material Substances 0.000 description 1
- 150000003346 selenoethers Chemical class 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- YXTFRJVQOWZDPP-UHFFFAOYSA-M sodium;3,5-dicarboxybenzenesulfonate Chemical compound [Na+].OC(=O)C1=CC(C(O)=O)=CC(S([O-])(=O)=O)=C1 YXTFRJVQOWZDPP-UHFFFAOYSA-M 0.000 description 1
- 239000011122 softwood Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 229940094938 stannous 2-ethylhexanoate Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- QXKXDIKCIPXUPL-UHFFFAOYSA-N sulfanylidenemercury Chemical compound [Hg]=S QXKXDIKCIPXUPL-UHFFFAOYSA-N 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- PZTAGFCBNDBBFZ-UHFFFAOYSA-N tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCCCC1CO PZTAGFCBNDBBFZ-UHFFFAOYSA-N 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
- GXMNGLIMQIPFEB-UHFFFAOYSA-N tetraethoxygermane Chemical compound CCO[Ge](OCC)(OCC)OCC GXMNGLIMQIPFEB-UHFFFAOYSA-N 0.000 description 1
- GNCDUZFXTFAOBE-UHFFFAOYSA-N tetrakis(2-ethylhexyl) benzene-1,2,4,5-tetracarboxylate Chemical compound CCCCC(CC)COC(=O)C1=CC(C(=O)OCC(CC)CCCC)=C(C(=O)OCC(CC)CCCC)C=C1C(=O)OCC(CC)CCCC GNCDUZFXTFAOBE-UHFFFAOYSA-N 0.000 description 1
- 238000009823 thermal lamination Methods 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- MXHBQKVKHGQWRB-UHFFFAOYSA-N trihexyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC)C(C(=O)OCCCCCC)=C1 MXHBQKVKHGQWRB-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Chemical class 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- JNXDCMUUZNIWPQ-UHFFFAOYSA-N trioctyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC)C(C(=O)OCCCCCCCC)=C1 JNXDCMUUZNIWPQ-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- 229940048102 triphosphoric acid Drugs 0.000 description 1
- KOWVWXQNQNCRRS-UHFFFAOYSA-N tris(2,4-dimethylphenyl) phosphate Chemical compound CC1=CC(C)=CC=C1OP(=O)(OC=1C(=CC(C)=CC=1)C)OC1=CC=C(C)C=C1C KOWVWXQNQNCRRS-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- LIPMRGQQBZJCTM-UHFFFAOYSA-N tris(2-propan-2-ylphenyl) phosphate Chemical compound CC(C)C1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C(C)C)OC1=CC=CC=C1C(C)C LIPMRGQQBZJCTM-UHFFFAOYSA-N 0.000 description 1
- WDRCVXGINNJWPH-UHFFFAOYSA-N tris(6-methylheptyl) benzene-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC(C)C)C(C(=O)OCCCCCC(C)C)=C1 WDRCVXGINNJWPH-UHFFFAOYSA-N 0.000 description 1
- YPDXSCXISVYHOB-UHFFFAOYSA-N tris(7-methyloctyl) benzene-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCC(C)C)C(C(=O)OCCCCCCC(C)C)=C1 YPDXSCXISVYHOB-UHFFFAOYSA-N 0.000 description 1
- FJFYFBRNDHRTHL-UHFFFAOYSA-N tris(8-methylnonyl) benzene-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC(C)C)C(C(=O)OCCCCCCCC(C)C)=C1 FJFYFBRNDHRTHL-UHFFFAOYSA-N 0.000 description 1
- SMYKBXMWXCZOLU-UHFFFAOYSA-N tris-decyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCCCC)C(C(=O)OCCCCCCCCCC)=C1 SMYKBXMWXCZOLU-UHFFFAOYSA-N 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- VNTDZUDTQCZFKN-UHFFFAOYSA-L zinc 2,2-dimethyloctanoate Chemical compound [Zn++].CCCCCCC(C)(C)C([O-])=O.CCCCCCC(C)(C)C([O-])=O VNTDZUDTQCZFKN-UHFFFAOYSA-L 0.000 description 1
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
- NHXVNEDMKGDNPR-UHFFFAOYSA-N zinc;pentane-2,4-dione Chemical compound [Zn+2].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O NHXVNEDMKGDNPR-UHFFFAOYSA-N 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/46—Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/06—Polyurethanes from polyesters
Definitions
- the present invention relates to an adhesive and a laminate and a packaging material each produced using the adhesive.
- Composite materials produced by laminating a metal foil, such as an aluminum foil, or a metallized film and a plastic film, such as polyethylene, polypropylene, poly (vinyl chloride) , polyester, or nylon, are used as packaging materials for foods, medical supplies, cosmetics, commodities, and the like.
- a metal foil such as an aluminum foil, or a metallized film
- a plastic film such as polyethylene, polypropylene, poly (vinyl chloride) , polyester, or nylon
- These laminates are produced by appropriately combining various plastic films, metallized films, or metal foils according to the required characteristics for each application and bonding them with various adhesives (PTL 1 to PTL 4) .
- Some packaging materials are filled with contents, such as food and drink, and are then subjected to heat treatment under high temperature and high humidity, such as boiling. This may cause delamination between an adhesive and a film or a metallized layer.
- the present invention further relates to a laminate including a first substrate, a second substrate, and an adhesive layer for bonding the first substrate and the second substrate together, wherein the adhesive layer is a cured film of the two-component curable adhesive, and to a packaging material including the laminate.
- the polycarboxylic acid (a) may be a known compound used for the synthesis of polyester polyols.
- Specific examples of the polycarboxylic acid (a) include aliphatic polycarboxylic acids, such as malonic acid, ethylmalonic acid, dimethylmalonic acid, succinic acid, 2, 2-dimethylsuccinic acid, succinic anhydride, alkenylsuccinic anhydride, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, fumaric acid, maleic acid, maleic anhydride, itaconic acid, dimer acids, and trimer acids;
- lactone polyester polyols produced by a polycondensation reaction of an aliphatic diol and a lactone, such as a lactide or ⁇ -caprolactone;
- Examples of the functional group of the compound (c) having a functional group reactive with a carboxy group or a hydroxy group and having an alkoxysilyl group include an epoxy group, an amino group, and an isocyanate group.
- the functional group reactive with a carboxy group or a hydroxy group of the compound (c) is hereinafter also referred to simply as a functional group (c′) .
- composition (A′) contains the polycarboxylic acid (a) and the polyhydric alcohol (b) such that the number of moles of hydroxy groups in the polyhydric alcohol (b) is excessively higher than the number of moles of carboxy groups in the polycarboxylic acid (a) .
- the hydroxyl value of the reaction product (A) is appropriately adjusted according to the purpose and is 1 mgKOH/g, for example.
- the hydroxyl value and the acid value of a reaction product can be measured by the methods described in JIS-K0070.
- the reaction product (A) can be produced, for example, by polycondensation (esterification) of the composition (A′) by a traditional method. More specifically, the composition (A′) is charged into a reaction vessel equipped with a stirrer and a rectifier and is heated to approximately 130°C with stirring in the pressure range of atmospheric pressure to 0.5 MPa. Water and other substances produced are then evaporated while the temperature is increased at a rate of 5°C/h to 10°C/h in the reaction temperature range of 130°C to 260°C. After the polycondensation reaction for 4 to 12 hours, the degree of vacuum is gradually increased from atmospheric pressure to 1 to 300 Torr to evaporate excess polyhydric alcohol (b) and the like and accelerate the reaction.
- the amount of the polymerization catalyst to be used is not particularly limited as long as the reaction can be controlled, and, for example, ranges from 10 to 1000 ppm, preferably 20 to 800 ppm, of the total amount of the composition (A′) .
- the amount of the polymerization catalyst to be used more preferably ranges from 30 to 500 ppm.
- extender pigments examples include precipitated barium sulfate, whiting, precipitated calcium carbonate, calcium bicarbonate, white limestone, alumina white, silica, fine hydrous silica (white carbon) , ultrafine anhydrous silica (Aerosil) , silica sand, talc, precipitated magnesiumcarbonate, bentonite, clay, kaolin, and ocher.
- plastic pigments examples include "Grandoll PP-1000" and “PP-2000S” manufactured by DIC Corporation.
- an adhesive according to the present invention has high boiling resistance, no silane coupling agent is preferably separately added. This can provide an adhesive with less concern about residual alcohol, particularly residual methanol, in the cured film.
- solvent-free adhesive refers to an adhesive form used in a non-solvent lamination method in which the polyol composition (X) and the polyisocyanate composition (Y) are substantially free of organic solvents as described above, particularly ethyl acetate or methyl ethyl ketone, and the adhesive is applied to a substrate and is then bonded to another substrate without heating in an oven or the like to volatilize the solvent.
- the films may be poly (ethylene terephthalate) (PET) films, polystyrene films, polyamide films, polyacrylonitrile films, polyolefin films, such as polyethylene films (LLDPE: low-density polyethylene films, HDPE: high-density polyethylene films, MDOPE: uniaxially stretched polyethylene films, OPE: biaxially stretched polyethylene films) and polypropylene films (CPP: unstretched polypropylene films, OPP: biaxially stretched polypropylene films) , poly (vinyl alcohol) films, and ethylene-vinyl alcohol copolymer films.
- PET poly (ethylene terephthalate)
- polystyrene films polyamide films
- polyacrylonitrile films polyolefin films
- polyethylene films LLDPE: low-density polyethylene films
- HDPE high-density polyethylene films
- MDOPE uniaxially stretched polyethylene films
- OPE biaxially stretched polyethylene films
- CPP uns
- films containingbiomass polyesters, biomass poly (ethylene terephthalate) , and the like having biomass-derived ethylene glycol as a diol unit and a fossil-fuel-derived dicarboxylic acid as a dicarboxylic acid unit.
- LLDPE linear low-density polyethylene resin
- a linear low-density polyethylene resin with a density in the range of 0.910 to 0.925 g/cm 3 is more preferred.
- plant-derived low-density polyethylene that is a biomass plastic with a biomass plastic content of 80%or more, preferably 90%or more, as specified in ISO 16620 or ASTM D 6866
- plant-derived low-density polyethylene that is a biomass plastic with a biomass plastic content of 80%or more, preferably 90%or more, as specified in ISO 16620 or ASTM D 6866
- the paper may be any known paper substrate. More specifically, the paper is produced with a known paper machine from natural fibers for paper-making, such as wood pulp, under any paper-making conditions.
- natural fibers for paper-making include wood pulp, such as softwood pulp and hardwood pulp, non-wood pulp, such as abaca pulp, sisal pulp, and flax pulp, and chemically modified pulp thereof.
- the pulp include chemical pulp produced by sulfate cooking, acidic/neutral/alkaline sulfite cooking, or soda cooking, ground pulp, chemi-ground pulp, and thermomechanical pulp.
- Various types of commercial high-quality paper, coated paper, backing paper, impregnated paper, cardboard, paperboard, and the like can also be used.
- a laminate produced using an adhesive according to the present invention has high boiling resistance. Such a laminate can therefore be suitably used, as a matter of course, in general applications and particularly in applications involving boiling.
- Specific structures include, but are not limited to, transparent vapor-deposited Ny film/adhesive layer/sealant film, transparent vapor-deposited PET film/adhesive layer/sealant film, transparent vapor-deposited PET film/adhesive layer/Ny film/adhesive layer/sealant film, OPP film/adhesive layer/transparent vapor-deposited PET film/adhesive layer/sealant film, Ny film/adhesive layer/transparent vapor-deposited PET film/adhesive layer/sealant film, PET film/adhesive layer/transparent vapor-deposited PET film/adhesive layer/sealant film, transparent vapor-deposited Ny film/adhesive layer/transparent vapor-deposited PET film/ad
- an adhesive according to the present invention is preferably used for an adhesive layer in contact with a transparent vapor-deposited layer and an aluminum metallized layer.
- a transparent vapor-deposited layer and an adhesive layer or between an aluminum metallized layer and an adhesive layer
- the use of an adhesive according to the present invention can reduce such a problem.
- the other adhesive layers may be bonded with an adhesive according to the present invention or with a general-purpose urethane adhesive as long as there is no particular problem.
- laminates for packaging materials are typically provided with a print layer described below at an appropriate position, the print layer is omitted in the above examples.
- a print layer may be provided between an adhesive layer and a substrate (usually a substrate serving as the outermost layer for the contents) .
- a print layer is formed using a printing ink, such as a gravure ink, a flexographic ink, an offset ink, a stencil ink, or an ink jet ink, by a general printing method used for printing on a film.
- a solvent-free adhesive according to the present invention is heated to approximately 40°C to 100°C in advance, is applied to one substrate using a roll, such as a coating roll, and is then immediately bonded to the other substrate to produce a laminate according to the present invention.
- the lamination is preferably followed by aging.
- the aging temperature preferably ranges from room temperature to 70°C, and the aging time preferably ranges from 6 to 240 hours.
- the amount of adhesive to be applied is adjusted as appropriate.
- the solid content of a solvent-based adhesive is adjusted to be, for example, 1 g/m 2 or more and 10 g/m 2 or less, preferably 2 g/m 2 or more and 5 g/m 2 or less.
- the amount of solvent-free adhesive to be applied is, for example, 1 g/m 2 or more and 5 g/m 2 or less, preferably 1 g/m 2 or more and 3.5 g/m 2 or less.
- a packaging material according to the present invention can be industrially used as a packaging material mainly for foods, detergents, and medicines. Specific applications include detergents and medicines, such as liquid laundry detergents, liquid kitchen detergents, liquid bath detergents, liquid bath soaps, liquid shampoos, liquid conditioners, and pharmaceutical tablets.
- a packaging material according to the present invention can also be used as a secondary packaging material for the vessels described above.
- a reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 7.2 parts of ethylene glycol, 15.8 parts of diethylene glycol, 22.5 parts of neopentyl glycol, 21.9 parts of adipic acid, 4.6 parts of sebacic acid, 28.0 parts of isophthalic acid, and 1.3 parts of KBM-403 (3-glycidoxypropyltrimethoxysilane manufactured by Shin-Etsu Chemical Co., Ltd. ) .
- the mixture was gradually heated to 250°C at atmospheric pressure in a nitrogen stream during a dehydration reaction and was allowed to react at 250°C for 2 hours.
- reaction product (A-1) was prepared.
- the reaction product (A-1) had an acid value of 0.7 mgKOH/g and a hydroxyl value of 159.0 mgKOH/g.
- a reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 7.2 parts of ethylene glycol, 15.8 parts of diethylene glycol, and 22.5 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 21.9 parts of adipic acid, 4.6 parts of sebacic acid, 28.0 parts of isophthalic acid, and 6.8 parts of KBM-403 were charged at 120°C to 130°C. The mixture was gradually heated to 240°C during a dehydration reaction under a pressure of approximately 0.5 MPa, and the pressure was reduced when the temperature reached 240°C.
- reaction product (A-2) was prepared.
- the reaction product (A-2) had an acid value of 0.6 mgKOH/g and a hydroxyl value of 154.0 mgKOH/g.
- a reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 7.2 parts of ethylene glycol, 15.8 parts of diethylene glycol, and 22.5 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 21.9 parts of adipic acid, 4.6 parts of sebacic acid, 28.0 parts of isophthalic acid, and 3.2 parts of KBE-903 (3-aminopropyltriethoxysilane manufactured by Shin-Etsu Chemical Co., Ltd. ) were charged at 120°C to 130°C.
- the mixture was gradually heated to 250°C at atmospheric pressure in a nitrogen stream during a dehydration reaction and was allowed to react at 250°C for 2 hours.
- the temperature was decreased to 230°C, and xylene was added to promote a dehydration reaction at the same temperature while the xylene was refluxed using the water separator.
- the acid value was decreased to less than 5.0 mgKOH/g
- the rectifying column was switched to a condenser, and the line was connected to a vacuum pump. While xylene was removed under a reduced pressure in the range of 30 to 60 Torr, the reaction was continued to achieve a predetermined acid value and viscosity.
- a reaction product (A-3) was prepared.
- a reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 14.0 parts of ethylene glycol and 20.9 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 24.3 parts of adipic acid, 20.4 parts of isophthalic acid, 20.4 parts of terephthalic acid, and 1.0 part of KBM-403 were charged at 120°C to 130°C. The mixture was gradually heated to 260°C during a dehydration reaction under a pressure of approximately 0.5 MPa, and the pressure was reduced when the temperature reached 260°C.
- the intermediate of the reaction product (A-4) had an acid value of 1.2 mgKOH/g and a hydroxyl value of 27.0 mgKOH/g.
- a reaction vessel equipped with an impeller blades, a temperature sensor, a nitrogen gas inlet tube, and a condenser tube was charged with 97.0 parts of the intermediate of the reaction product (A-4) , 53.8 parts of ethyl acetate, and 0.02 parts of a polymerization catalyst dibutyltin dilaurate. After the mixture was heated to 60°C at atmospheric pressure in a nitrogen stream, 3.0 parts of isophorone diisocyanate was added to the mixture. The mixture was heated to 80°C, and a urethane reaction was performed at 80°C.
- reaction product (A-4) was prepared.
- the reaction product (A-4) had an acid value of 1.1 mgKOH/g based on the solid content, a hydroxyl value of 11.9 mgKOH/g based on the solid content, and a non-volatile content of 65.0%.
- the intermediate of the reactionproduct (A-5) had an acid value of 0.8 mgKOH/g and a hydroxyl value of 26.2 mgKOH/g.
- a reaction vessel equipped with an impeller blades, a temperature sensor, a nitrogen gas inlet tube, and a condenser tube was charged with 97.0 parts of the intermediate of the reaction product (A-5) , 53.8 parts of ethyl acetate, and 0.02 parts of a polymerization catalyst dibutyltin dilaurate. After the mixture was heated to 60°C at atmospheric pressure in a nitrogen stream, 3.0 parts of isophorone diisocyanate was added to the mixture. The mixture was heated to 80°C, and a urethane reaction was performed at 80°C.
- reaction product (AH-1) was prepared.
- a reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 14.0 parts of ethylene glycol and 20.9 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 24.3 parts of adipic acid, 20.4 parts of isophthalic acid, and 20.4 parts of terephthalic acid were charged at 120°C to 130°C. The mixture was gradually heated to 260°C during a dehydration reaction under a pressure of approximately 0.5 MPa, and the pressure was reduced when the temperature reached 260°C.
- the reaction product (AH-2′) had an acid value of 1.3 mgKOH/g and a hydroxyl value of 27.0 mgKOH/g.
- a reaction vessel equipped with an impeller blades, a temperature sensor, a nitrogen gas inlet tube, and a condenser tube was charged with 97.0 parts of the reactionproduct (AH-2′) , 53.8 parts of ethyl acetate, and 0.02 parts of a polymerization catalyst dibutyltin dilaurate. After the mixture was heated to 60°C at atmospheric pressure in a nitrogen stream, 3.0 parts of isophorone diisocyanate was added to the mixture. The mixture was heated to 80°C, and a urethane reaction was performed at 80°C.
- reaction product (AH-2) was prepared.
- reaction products (A-1) to (A-5) , (AH-1) , (AH-2) , KBM-403, and KBE-903 were mixed in the amounts (solid contents) shown in Tables 1 and 2 to preparepolyol compositions (X) for examples and comparative examples.
- a commercial nurate of isophorone diisocyanate and a nurate of hexamethylene diisocyanate were mixed at a ratio of 1: 4 parts by weight to prepare a polyisocyanate composition (C-1) .
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
A two-component curable adhesive, the laminate and the packaging material thereof are provided. The adhesive comprises: a polyol composition (X) containing a reaction product (A) of a composition (A') containing a polycarboxylic acid (a), a polyhydric alcohol (b), and a compoud (c) having a functional group reactive with a carboxy group or a hydroxy group and having an alkoxysilyl group; and a polyisocyanate composition (Y); and rarely causes delamination even when subjected to high-temperature heat treatment, such as boiling.
Description
The present invention relates to an adhesive and a laminate and a packaging material each produced using the adhesive.
[Background Art]
Composite materials produced by laminating a metal foil, such as an aluminum foil, or a metallized film and a plastic film, such as polyethylene, polypropylene, poly (vinyl chloride) , polyester, or nylon, are used as packaging materials for foods, medical supplies, cosmetics, commodities, and the like. These laminates are produced by appropriately combining various plastic films, metallized films, or metal foils according to the required characteristics for each application and bonding them with various adhesives (PTL 1 to PTL 4) .
[Citation List]
[Patent Literature]
[PTL 1]
Japanese Unexamined Patent Application Publication No.
2000-263682
[PTL 2]
Japanese Unexamined Patent Application Publication No.
2000-177771
[PTL 3]
Japanese Unexamined Patent Application Publication No.
2000-154365
[PTL 4]
Japanese Unexamined Patent Application Publication No.
9-295386
[Summary of Invention]
Some packaging materials are filled with contents, such as food and drink, and are then subjected to heat treatment under high temperature and high humidity, such as boiling. This may cause delamination between an adhesive and a film or a metallized layer.
In view of such situations, it is an object of the present invention to provide a two-component curable adhesive that rarely causes delamination even when subjected to high-temperature heat treatment, such as boiling, and a laminate and a packaging material each produced using the adhesive.
[Solution to Problem]
The present invention relates to a two-component curable adhesive containing: a polyol composition (X) containing a reaction product (A) of a composition (A′) containing a polycarboxylic acid (a) , a polyhydric alcohol (b) , and a compound (c) having a functional group reactive with a carboxy group or a hydroxy group and having an alkoxysilyl group; and a polyisocyanate composition (Y) .
The present invention further relates to a laminate including a first substrate, a second substrate, and an adhesive layer for bonding the first substrate and the second substrate together, wherein the adhesive layer is a cured film of the two-component curable adhesive, and to a packaging material including the laminate.
[Advantageous Effects of Invention]
An adhesive according to the present invention can be used to provide a laminate and a packaging material that rarely cause delamination even when subjected to high-temperature heat treatment, such as boiling.
[Description of Embodiments]
[Adhesive]
An adhesive according to the present invention is a two-component curable adhesive composed of a polyol composition (X) and a polyisocyanate composition (Y) . An adhesive according to the present invention is described in detail below.
[Polyol Composition (X) ]
[Reaction Product (A) ]
The polyol composition (X) for use in an adhesive according to the present invention contains a reaction product (A) of a composition (A′) containing a polycarboxylic acid (a) , a polyhydric alcohol (b) , and a compound (c) having a functional group reactive with a carboxy group or a hydroxy group and having an alkoxysilyl group.
The polycarboxylic acid (a) may be a known compound used for the synthesis of polyester polyols. Specific examples of the polycarboxylic acid (a) include aliphatic polycarboxylic acids, such as malonic acid, ethylmalonic acid, dimethylmalonic acid, succinic acid, 2, 2-dimethylsuccinic acid, succinic anhydride, alkenylsuccinic anhydride, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, fumaric acid, maleic acid, maleic anhydride, itaconic acid, dimer acids, and trimer acids;
alkyl esters of aliphatic polycarboxylic acids, such as dimethyl malonate, diethyl malonate, dimethyl succinate, dimethyl glutarate, dimethyl adipate, diethyl pimelate, diethyl sebacate, dimethyl fumarate, diethyl fumarate, dimethyl maleate, and diethyl maleate; alicyclic polycarboxylic acids, such as 1, 1-cyclopentanedicarboxylic acid, 1, 2-cyclopentanedicarboxylic acid, 1, 3-cyclopentanedicarboxylic acid, 1, 2-cyclohexanedicarboxylic acid, 1, 3-cyclohexanedicarboxylic acid, 1, 4-cyclohexanedicarboxylic acid, tetrahydrophthalic anhydride, 4-methylhexahydrophthalic anhydride, hexahydrophthalic anhydride, cyclohexane-1, 2, 4-tricarboxylic acid-1, 2-anhydride, himic anhydride, and HET anhydride; aromatic polycarboxylic acids, such as orthophthalic acid, terephthalic acid, isophthalic acid, phthalic anhydride, 1, 4-naphthalenedicarboxylic acid, 2, 5-naphthalenedicarboxylic acid, 2, 6-naphthalenedicarboxylic acid, 2, 3-naphthalenedicarboxylic acid anhydride, naphthalic acid, trimellitic acid, trimellitic anhydride, pyromellitic acid, pyromellitic dianhydride, biphenyldicarboxylic acid, 1, 2-bis (phenoxy) ethane-p, p′-dicarboxylic acid, benzophenonetetracarboxylic acid, benzophenonetetracarboxylic dianhydride, sodium 5-sulfoisophthalate, tetrachlorophthalic anhydride, and tetrabromophthalic anhydride; and methyl esters of aromatic polycarboxylic acids, such as dimethyl terephthalate and dimethyl 2, 6-naphthalenedicarboxylate. These may be used alone or in combination.
The polyhydric alcohol (b) is also not particularly limited and may be a bifunctional, trifunctional, or higher functional alcohol. Examples of the bifunctional alcohol include aliphatic diols, such as ethylene glycol, diethylene glycol, propylene glycol, 1, 3-propanediol, 1, 2, 2-trimethyl-1, 3-propanediol, 2, 2-dimethyl-3-isopropyl-1, 3-propanediol, 1, 4-butanediol, 1, 3-butanediol, 3-methyl-1, 3-butanediol, 1, 5-pentanediol, 3-methyl 1, 5-pentanediol, neopentyl glycol, 1, 6-hexanediol, 1, 4-bis (hydroxymethyl) cyclohexane, 2, 2, 4-trimethyl-1, 3-pentanediol, and dimer diols;
ether glycols, such as polyoxyethylene glycol and polyoxypropylene glycol;
modified polyether diols produced by ring-opening polymerization of an aliphatic diol and a compound with a cyclic ether bond, such as ethylene oxide, propylene oxide, tetrahydrofuran, ethyl glycidyl ether, propyl glycidyl ether, butyl glycidyl ether, phenyl glycidyl ether, or allyl glycidyl ether;
lactone polyester polyols produced by a polycondensation reaction of an aliphatic diol and a lactone, such as a lactide or ε-caprolactone;
bisphenols, such as bisphenol A and bisphenol F; and alkylene oxide adducts of bisphenols produced by adding ethylene oxide, propylene oxide, or the like to a bisphenol, such as bisphenol A or bisphenol F.
Examples of the trifunctional or higher functional polyol include aliphatic polyols, such as trimethylolethane, trimethylolpropane, glycerin, hexanetriol, and pentaerythritol;
modified polyether polyols produced by ring-opening polymerization of an aliphatic polyol and a compound with a cyclic ether bond, such as ethylene oxide, propylene oxide, tetrahydrofuran, ethyl glycidyl ether, propyl glycidyl ether, butyl glycidyl ether, phenyl glycidyl ether, or allyl glycidyl ether; and
lactone polyester polyols produced by a polycondensation reaction of an aliphatic polyol and a lactone, such as ε-caprolactone.
Examples of the functional group of the compound (c) having a functional group reactive with a carboxy group or a hydroxy group and having an alkoxysilyl group include an epoxy group, an amino group, and an isocyanate group. For the sake of simplicity, the functional group reactive with a carboxy group or a hydroxy group of the compound (c) is hereinafter also referred to simply as a functional group (c′) .
Specific examples of the compound (c) include compounds (c1) with an amino group and an alkoxysilyl group, such as N-2- (aminoethyl) -3-aminopropylmethyldimethoxysilane, N-2- (aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N- (1, 3-dimethyl-butylidene) propylamine, N-phenyl-3-aminopropyltrimethoxysilane, and N- (vinylbenzyl) -2-aminoethyl-3-aminopropyltrimethoxysilane; compounds (c2) with an epoxy group and an alkoxysilyl group, such as 2- (3, 4-epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, and 3-glycidoxypropyltriethoxysilane; and compounds (c3) with an isocyanate group and analkoxysilyl group, such as 3-isocyanate propyltriethoxysilane and tris (trimethoxysilylpropyl) isocyanurate.
The composition (A′) contains the polycarboxylic acid (a) and the polyhydric alcohol (b) such that the number of moles of hydroxy groups in the polyhydric alcohol (b) is excessively higher than the number of moles of carboxy groups in the polycarboxylic acid (a) .
The amount of the compound (c) in the composition (A′) can be adjusted as appropriate and is preferably 0.5%or more by mass of the composition (A′) in terms of more reliable boiling resistance. On the other hand, a too large amount of the compound (c) may result in the reaction product (A) with high viscosity and make it difficult to remove the reaction product (A) from the production apparatus. In terms of production efficiency, the compound (c) content of the composition (A′) is preferably 10%or less by mass.
The hydroxyl value of the reaction product (A) is appropriately adjusted according to the purpose and is 1 mgKOH/g, for example. The hydroxyl value and the acid value of a reaction product can be measured by the methods described in JIS-K0070.
The reaction product (A) can be produced, for example, by polycondensation (esterification) of the composition (A′) by a traditional method. More specifically, the composition (A′) is charged into a reaction vessel equipped with a stirrer and a rectifier and is heated to approximately 130℃ with stirring in the pressure range of atmospheric pressure to 0.5 MPa. Water and other substances produced are then evaporated while the temperature is increased at a rate of 5℃/h to 10℃/h in the reaction temperature range of 130℃ to 260℃. After the polycondensation reaction for 4 to 12 hours, the degree of vacuum is gradually increased from atmospheric pressure to 1 to 300 Torr to evaporate excess polyhydric alcohol (b) and the like and accelerate the reaction.
For the composition (A′) , the temperature increase may be started after the polycarboxylic acid (a) , the polyhydric alcohol (b) , and the compound (c) are all charged into the reaction vessel, or the temperature increase may be started after only the polyhydric alcohol (b) is charged into the reaction vessel, and when the temperature reaches a certain temperature the polycarboxylic acid (a) and the compound (c) may be added to start the reaction.
A catalyst may be used for the polycondensation. The polymerization catalyst is preferably composed of at least one metal selected from the group consisting of Group 2, Group 4, Group 12, Group 13, Group 14, and Group 15 of the periodic table or a compound of the metal. Examples of the polymerization catalyst composed of such a metal or a metal compound thereof include metals, such as Ti, Sn, Zn, Al, Zr, Mg, Hf, and Ge, compounds of these metals, more specifically, titanium tetraisopropoxide, titanium tetrabutoxide, titanium oxyacetylacetonate, stannous octoate, stannous 2-ethylhexanoate, zinc acetylacetonate, zirconium tetrachloride, zirconium tetrachloride tetrahydrofuran complexes, hafnium tetrachloride, hafnium tetrachloride tetrahydrofuran complexes, germanium oxide, and tetraethoxy germanium.
Preferred examples of commercial polymerization catalysts include Orgatix TA series, TC series, ZA series, ZC series, and AL series manufactured byMatsumoto Fine Chemical Co., Ltd. and organotin catalysts, inorganic metal catalysts, and inorganic tin compounds manufactured by Nitto Kasei Co., Ltd.
The amount of the polymerization catalyst to be used is not particularly limited as long as the reaction can be controlled, and, for example, ranges from 10 to 1000 ppm, preferably 20 to 800 ppm, of the total amount of the composition (A′) . To reduce the coloration of the reaction product (A) , the amount of the polymerization catalyst to be used more preferably ranges from 30 to 500 ppm.
The reaction product (A) may be produced by the above polycondensation reaction and a subsequent urethane reaction. The urethane reaction proceeds by heating the polycondensate of the composition (A′) and an isocyanate compound (d) at 60℃ to 100℃ optionally in the presence of a chain elongation catalyst and a solvent.
The isocyanate compound (d) used in the urethane reaction may be, but is not limited to, an aromatic diisocyanate, an araliphatic diisocyanate, an aliphatic diisocyanate, or an alicyclic diisocyanate, or a biuret, a nurate, an adduct, an allophanate, a carbodiimide-modified product, or a uretdione-modified product thereof. These may be used alone or in combination.
Examples of the aromatic diisocyanate include, but are not limited to, 2, 2′-diphenylmethane diisocyanate, 2, 4′-diphenylmethane diisocyanate, 4, 4′-diphenylmethane diisocyanate, polymethylene polyphenyl polyisocyanate (also referred to as polymeric MDI or crude MDI) , 1, 3-phenylene diisocyanate, 4, 4′-diphenyl diisocyanate, 1, 4-phenylene diisocyanate, 2, 4-tolylene diisocyanate, 2, 6-tolylene diisocyanate, 4, 4′-toluidine diisocyanate, 2, 4, 6-triisocyanate toluene, 1, 3, 5-triisocyanate benzene, dianisidine diisocyanate, 4, 4′-diphenyl ether diisocyanate, and 4, 4′, 4"-triphenylmethane triisocyanate.
The araliphatic diisocyanate refers to an aliphatic isocyanate with one or more aromatic rings in the molecule. Examples of the araliphatic diisocyanate include, but are not limited to, m-or p-xylylene diisocyanate (also known as XDI) and α, α, α′, α′-tetramethylxylylene diisocyanate (also known as TMXDI) .
Examples of the aliphatic diisocyanate include, but are not limited to, trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate (also known as HDI) , pentamethylene diisocyanate, 1, 2-propylene diisocyanate, 2, 3-butylene diisocyanate, 1, 3-butylene diisocyanate, dodecamethylene diisocyanate, and 2, 4, 4-trimethylhexamethylene diisocyanate.
Examples of the alicyclic diisocyanate include, but are not limited to, 3-isocyanatomethyl-3, 5, 5-trimethylcyclohexyl isocyanate, isophorone diisocyanate (also known as IPDI) , 1, 3-cyclopentane diisocyanate, 1, 3-cyclohexane diisocyanate, 1, 4-cyclohexane diisocyanate, methyl-2, 4-cyclohexane diisocyanate, methyl-2, 6-cyclohexane diisocyanate, 4, 4′-methylene bis (cyclohexyl isocyanate) , and 1, 4-bis (isocyanatomethyl) cyclohexane.
A low-molecular-weight polyol used for the synthesis of an adduct of these isocyanates may be a known polyol, for example, trimethylolpropane.
The chain elongation catalyst may be a known catalyst used as a common urethane-forming catalyst, for example, an organotin compound, an organic carboxylic acid tin salt, a lead carboxylate, a bismuth carboxylate, a titanium compound, or a zirconium compound. These may be used alone or in combination. The amount of the chain elongation catalyst to be used may be such that a reaction between a polycondensate of the composition (A′) and the isocyanate compound (d) is sufficiently promoted, and is, for example, preferably 5.0%or less by mass of the total amount of a polycondensate of the composition (A′) and the isocyanate compound (d) . The amount of the chain elongation catalyst to be used is more preferably 1.0%or less by mass to reduce the hydrolysis or coloration of a resin by the catalyst.
Examples of good solvents for use in the urethane reaction include methyl acetate, ethyl acetate, propyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, propylene glycol monomethyl ether acetate, toluene, and xylene. These may be used alone or in combination.
The urethane reaction is carried out until substantially all of the isocyanate groups derived from the isocyanate compound (d) used for the reaction are consumed. The residual amount of isocyanate group may be determined by the presence or absence of an absorption peak around 2260 cm
-1, which is an absorption spectrum derived from the isocyanate group, in the measurement of an infrared absorption spectrum, or by measuring the amount of isocyanate group by titrimetry.
In addition to a polyester polyol (A1) produced by an esterification reaction of the polycarboxylic acid (a) and the polyhydric alcohol (b) , a polymerization reaction of the composition (A′) may produce various by-products, such as a compound (A2) produced by at least one of the polycarboxylic acid (a) , the polyhydric alcohol (b) , and the polyester polyol (A1) bonding to the compound (c) via the functional group (c′) , a compound (A3) in which water produced in the esterification reaction reacts with the compound (c) and hydrolyzes the alkoxysilyl group of the compound (c) into a silanol group, and a polycondensate (A4) of the compound (A3) . Thus, the reaction product (A) is a mixture of these. Unexpectedly, it has become clear from the present invention that these by-products contribute to the boiling resistance of the adhesive.
A method of adding a silane coupling agent is widely known as a means for improving boiling resistance. In this method, however, when a silane coupling agent is added to the polyol composition (X) and/or the polyisocyanate composition (Y) or when the adhesive is cured, water, isocyanate, or the like in the system reacts with an alkoxysilyl group of the silane coupling agent, and an alcohol derived from the alkoxysilyl group is produced and remains in a cured film of the adhesive, and may be transferred to the contents. In particular, methanol remains when a silane coupling agent with a methoxy group is used. Thus, the adhesive is not preferably used to produce a food packaging material. In contrast, according to the present invention, an alcohol derived from the alkoxysilyl group of the compound (c) is volatilized during the polycondensation of the composition (A′) . Thus, the adhesive is less likely to have such a concern.
[Polyol (B) ]
The polyol composition (X) may contain a polyol (B) other than the reaction product (A) . Examples of the polyol (B) include polyester polyols, polyester polyether polyols, polyester polyurethane polyols, polyether polyols, polyether polyurethane polyols, polyurethane polyols, vegetable oil polyols, and polycarbonate polyols. A substance that is the same as or similar to the polyhydric alcohol (b) as exemplified above can be used as a raw material of the reaction product (A) .
A polycarboxylic acid and a polyhydric alcohol used for the synthesis of a polyol with a polyester backbone may be the same as or similar to those exemplified for the polycarboxylic acid (a) and the polyhydric alcohol (b) .
An isocyanate compound used for the synthesis of a polyol with a polyurethane backbone may be the same as or similar to those exemplified for the isocyanate compound (d) .
Examples of the polyether polyols include polyoxyethylene glycols, polyoxypropylene glycols, and products of ring-opening polymerization of an aliphatic polyol and a compound with a cyclic ether bond, such as ethylene oxide, propylene oxide, tetrahydrofuran, ethyl glycidyl ether, propyl glycidyl ether, butyl glycidyl ether, phenyl glycidyl ether, or allyl glycidyl ether.
Examples of the vegetable oil polyols include castor oil, dehydrated castor oil, hydrogenated castor oil, which is a hydrogenated product of castor oil, and adducts of castor oil with 5 to 50 mol of alkylene oxide.
The hydroxyl value of the polyester polyol (B) is appropriately adjusted according to the purpose and is 1 mgKOH/g, for example. The hydroxyl value and the acid value of a reaction product can be measured by the methods described in JIS-K0070.
The amount of the polyol (B) can be adjusted as appropriate. For example, the reaction product (A) constitutes 10%or more by mass of the total amount of the reaction product (A) and the polyol (B) . This can more reliably provide an adhesive with high boiling resistance.
When an adhesive according to the present invention is used in the form of a solvent-free adhesive described later, the viscosity of the polyol composition (X) is adjusted to a range suitable for a non-solvent lamination method. For example, the viscosity at 40℃ to 60℃ is adjusted to be in the range of 100 to 5000 mPas, more preferably 500 to 3000 mPas. The viscosity of the polyol composition (X) can be adjusted, for example, by the backbone and the number-average molecular weight of the reaction product (A) and the polyol (B) and by a plasticizer (D4) described later.
[Polyisocyanate Composition (Y) ]
The polyisocyanate composition (Y) contains a polyisocyanate compound (C) with a plurality of isocyanate groups. The polyisocyanate compound (C) may be, but is not limited to, an aromatic diisocyanate, an araliphatic diisocyanate, an aliphatic diisocyanate, or an alicyclic diisocyanate, or a biuret, a nurate, an adduct, an allophanate, a carbodiimide-modified product, or a uretdione-modified product thereof, or a urethane prepolymer produced by reacting such a polyisocyanate with a polyol. These may be used alone or in combination.
The aromatic diisocyanate, the araliphatic diisocyanate, the aliphatic diisocyanate, and the alicyclic diisocyanate may be those exemplified for the isocyanate compound (d) .
Examples of the polyol used for the synthesis of the urethane prepolymer include those exemplified for the polyol (B) . When the urethane prepolymer is used as the polyisocyanate compound (C) , at least one of a poly (alkylene glycol) and a polyester polyol is preferably used to reduce the viscosity and increase the adhesive strength of the adhesive.
For a flexible packaging substrate, a polyisocyanate produced by reacting an aromatic polyisocyanate with a poly (alkylene glycol) having a number-average molecular weight in the range of 200 to 6000 or a polyisocyanate produced by reacting an aromatic polyisocyanate with a polyester polyol having a number-average molecular weight in the range of 200 to 3000 is preferably used to impart appropriate flexibility to a cured product. Those with an isocyanate content in the range of 5%to 20%by mass as measured bytitrimetry (usingdi-n-butylamine) are preferred in terms of an appropriate resin viscosity and good applicability.
For a hard substrate, a polyisocyanate produced by reacting an aromatic polyisocyanate with a polyester polyol having a number-average molecular weight in the range of 200 to 3000 and a polyisocyanate produced by reacting a mixture of an aromatic polyisocyanate, a polyester polyol having a number-average molecular weight in the range of 200 to 3000, andapoly (alkylene glycol) having a number-average molecular weight in the range of 200 to 6000 are preferred in terms of high adhesive strength. Those with an isocyanate content in the range of 5%to 20%by mass as measured by titrimetry (using di-n-butylamine) are also preferred in terms of an appropriate resin viscosity and good applicability.
When the polyisocyanate compound (C) is a urethane prepolymer, the equivalent ratio [NCO] / [OH] of the isocyanate group to the hydroxy group in the synthetic reaction preferably ranges from 1.5 to 5.0 in terms of an adhesive with a viscosity in an appropriate range and with high applicability.
When an adhesive according to the present invention is used in the form of a solvent-free adhesive described later, the viscosity of the polyisocyanate composition (Y) is adjusted to a range suitable for the non-solvent lamination method. For example, the viscosity at 40℃ is adjusted to be in the range of 500 to 5000 mPas, more preferably 500 to 3000 mPas. The viscosity of the polyisocyanate composition (Y) can be adjusted, for example, by the amount of the urethane prepolymer or the amount of low-molecular-weight isocyanate compound.
[Other Components (D) of Adhesive]
An adhesive according to the present invention may contain components other than the components described above. The other components (D) may be contained in either or both of the polyol composition (X) and the polyisocyanate composition (Y) or may be separately prepared and, immediately before the application of the adhesive, mixed with the polyol composition (X) and the polyisocyanate composition (Y) . Each of the components is described below.
[Catalyst (D1) ]
A metal catalyst, an amine catalyst, or an alicyclic amide compound may be used as a catalyst (D1) .
Examples of the metal catalyst include metal complex catalysts, inorganic metal catalysts, and organometallic catalysts. Examples of the metal complex catalysts include acetylacetonate salts of metals selected from the group consisting of Fe (iron) , Mn (manganese) , Cu (copper) , Zr (zirconium) , Th (thorium) , Ti (titanium) , A1 (aluminum) , and Co (cobalt) , such as iron acetylacetonate, manganese acetylacetonate, copper acetylacetonate, and zirconia acetylacetonate.
Examples of the inorganic metal catalysts include those selected from Sn, Fe, Mn, Cu, Zr, Th, Ti, Al, Co, and the like.
Examples of organometallic catalysts include organozinc compounds, such as zinc octanoate, zinc neodecanoate, and zinc naphthenate; organotin compounds, such as stannous diacetate, stannous dioctoate, stannous dioleate, stannous dilaurate, dibutyltin diacetate, dibutyltin dilaurate, dioctyltin dilaurate, dibutyltin oxide, and dibutyltin dichloride; organonickel compounds, such as nickel octanoate and nickel naphthenate; organocobalt compounds, such as cobalt octanoate and cobalt naphthenate; organobismuth compounds, such as bismuth octanoate, bismuth neodecanoate, and bismuth naphthenate; and titanium compounds, such as titanium chelate complexes having as a ligand at least one of tetraisopropyloxy titanate, dibutyltitanium dichloride, tetrabutyl titanate, butoxytitanium trichloride, aliphatic diketones, aromatic diketones, and alcohols having 2 to 10 carbon atoms.
Examples of the amine catalyst include triethylenediamine, 2-methyltriethylenediamine, quinuclidine, 2-methylquinuclidine, N, N, N′, N′-tetramethylethylenediamine, N, N, N′, N′-tetramethylpropylenediamine, N, N, N′, N", N"-pentamethyldiethylenetriamine, N, N, N′, N", N"-pentamethyl- (3-aminopropyl) ethylenediamine, N, N, N′, N", N"-pentamethyldipropylenetriamine, N, N, N′, N′-tetramethylhexamethylenediamine, bis (2-dimethylaminoethyl) ether, dimethylethanolamine, dimethylisopropanolamine, dimethylaminoethoxy ethanol, N, N-dimethyl-N′- (2-hydroxyethyl) ethylenediamine, N, N-dimethyl-N ′- (2-hydroxyethyl ) propanediamine, bis (dimethylaminopropyl) amine, bis (dimethylaminopropyl) isopropanolamine, 3-quinuclidinol, N, N, N′, N′-tetramethylguanidine, 1, 3, 5-tris (N, N-dimethylaminopropyl) hexahydro-S-triazine, 1, 8-diazabicyclo [5.4.0] undecene-7, N-methyl-N′- (2-dimethylaminoethyl) piperazine, N, N′-dimethylpiperazine, dimethylcyclohexylamine, N-methylmorpholine, N-ethylmorpholine, 1-methylimidazole, 1, 2-dimethylimidazole, 1-isobutyl-2-methylimidazole, 1-dimethylaminopropylimidazole, N, N-dimethylhexanolamine, N-methyl-N′- (2-hydroxyethyl) piperazine, 1- (2-hydroxyethyl) imidazole, 1- (2-hydroxypropyl) imidazole, 1- (2-hydroxyethyl) -2-methylimidazole, and 1- (2-hydroxypropyl) -2-methylimidazole.
Examples of the alicyclic amide compound include δ-valerolactam, ε-caprolactam, ω-enantholactam, η-capryllactam, and β-propiolactam. Among these, ε-caprolactam is more effective for hardening acceleration.
[Acid Anhydride (D2) ]
An alicyclic acid anhydride, an aromatic acid anhydride, or an unsaturated carboxylic anhydride may be used as an acid anhydride (D2) . These may be used alone or in combination. More specifically, examples include phthalic anhydride, trimellitic anhydride, pyromellitic anhydride, benzophenone tetracarboxylic anhydride, dodecenyl succinic anhydride, poly (adipic anhydride) , poly (azelaic anhydride) , poly (sebacic anhydride) , poly (ethyloctadecanedioic anhydride) , poly (phenylhexadecanedioic anhydride) , tetrahydrophthalic anhydride, methyltetrahydrophthalic anhydride, methylhexahydrophthalic anhydride, hexahydrophthalic anhydride, methyl himic anhydride, trialkyl tetrahydrophthalic anhydride, methylcyclohexene dicarboxylic anhydride, methylcyclohexene tetracarboxylic anhydride, ethylene glycol bistrimellitate dianhydride, HET anhydride, nadic anhydride, methylnadic anhydride, 5- (2, 5-dioxotetrahydro-3-furanyl) -3-methyl-3-cyclohexane-1, 2-dicarboxylic anhydride, 3, 4-dicarboxy-1, 2, 3, 4-tetrahydro-1-naphthalene succinic dianhydride, and 1-methyl-dicarboxy-1, 2, 3, 4-tetrahydro-1-naphthalene succinic dianhydride.
The acid anhydride (D2) may be a glycol-modified product of the above compound. Examples of the glycol used for the modification include alkylene glycols, such as ethylene glycol, propylene glycol, andneopentyl glycol; andpoly (ether glycol) s, such as poly (ethylene glycol) , poly (propylene glycol) , and poly (tetramethylene ether glycol) . Copolymerized polyether glycols of two or more of these glycols and/or polyether glycols may also be used.
[Pigment (D3) ]
Any pigment (D3) may be used, for example, organic pigments and inorganic pigments, such as extender pigments, white pigments, black pigments, gray pigments, red pigments, brown pigments, green pigments, blue pigments, metal powder pigments, luminous pigments, and pearl pigments, and plastic pigments, which are described in "Toryo Genryo Binran (Handbook of Raw Materials for Paints) " , 1970 (edited by the Japan Paint Manufacturers Association) .
Examples of the extender pigments include precipitated barium sulfate, whiting, precipitated calcium carbonate, calcium bicarbonate, white limestone, alumina white, silica, fine hydrous silica (white carbon) , ultrafine anhydrous silica (Aerosil) , silica sand, talc, precipitated magnesiumcarbonate, bentonite, clay, kaolin, and ocher.
Specific examples of the organic pigments include insoluble azo pigments, such as benzidine yellow, Hansa yellow, and Lake Red 4R; soluble azo pigments, such as Lake Red C, Carmine 6B, and Bordeaux 10; (copper) phthalocyanine pigments, such as phthalocyanine blue and phthalocyanine green; basic dye lakes, such as rhodamine lake and methyl violet lake; mordant dye pigments, such as quinoline lake and Fast Sky Blue; vat dye pigments, such as anthraquinone pigments, thioindigo pigments, andperinonepigments; quinacridonepigments, such as Cinquasia Red B; dioxazine pigments, such as dioxazine violet; condensed azo pigments, such as Cromophtal; and aniline black.
Examples of inorganic pigments include various chromates, such as chrome yellow, zinc chromate, and molybdate orange; various ferrocyanides, such as Prussian blue; various metal oxides, such as titanium oxide, zinc white, Mapico Yellow, iron oxide, colcothar, chromium oxide green, and zirconium oxide; various sulfides and selenides, such as cadmium yellow, cadmium red, and mercury sulfide; various sulfates, such as barium sulfate and lead sulfate; various silicates, such as calcium silicate and ultramarine blue; various carbonates, such as calcium carbonate and magnesium carbonate; various phosphates, such as cobalt violet and manganese violet; various metal powder pigments, such as aluminum powder, gold powder, silver powder, copper powder, bronze powder, and brass powder; flake pigments and mica flake pigments of these metals; metallic pigments and pearl pigments, such as mica flake pigments coated with metal oxides and micaceous iron oxide pigments; and graphite and carbon black.
Examples of the plastic pigments include "Grandoll PP-1000" and "PP-2000S" manufactured by DIC Corporation.
The pigment (D3) to be used may be appropriately selected according to the purpose. For example, in terms of high durability, weatherability, and design performance, an inorganic oxide, such as titanium oxide or zinc white, is preferably used as a white pigment, and carbon black is preferably used as a black pigment.
The amount of the pigment (D3) ranges from, for example, 1 to 400 parts by mass per 100 parts by mass of the total solid content of the polyol composition (X) and the polyisocyanate composition (Y) , more preferably 10 to 300 parts by mass to further improve adhesiveness and blocking resistance.
[Plasticizer (D4) ]
A phthalic acid plasticizer, a fatty acid plasticizer, an aromatic polycarboxylic acid plasticizer, a phosphoric acid plasticizer, a polyol plasticizer, an epoxy plasticizer, a polyester plasticizer, or a carbonate plasticizer may be used as a plasticizer.
Examples of the phthalic acid plasticizers include phthalate ester plasticizers, such as dimethyl phthalate, diethyl phthalate, dibutyl phthalate, diisobutyl phthalate, dihexyl phthalate, diheptyl phthalate, di- (2-ethylhexyl) phthalate, di-n-octyl phthalate, dinonyl phthalate, diisononyl phthalate, didecyl phthalate, diisodecyl phthalate, ditridecyl phthalate, diundecyl phthalate, dilauryl phthalate, distearyl phthalate, diphenyl phthalate, dibenzyl phthalate, butyl benzyl phthalate, dicyclohexyl phthalate, octyl decyl phthalate, dimethyl isophthalate, di- (2-ethylhexyl) isophthalate, and diisooctyl isophthalate; and tetrahydrophthalate plasticizers, such as di- (2-ethylhexyl) tetrahydrophthalate, di-n-octyl tetrahydrophthalate, and diisodecyl tetrahydrophthalate.
Examples of the fatty acid plasticizers include adipic acid plasticizers, such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, diisodecyl adipate, diisononyl adipate, di (C6-C10 alkyl) adipate, and dibutyl diglycol adipate; azelaic acidplasticizers, such as di-n-hexyl azelate, di- (2-ethylhexyl) azelate, and diisooctyl azelate; sebacic acid plasticizers, such as di-n-butyl sebacate, di- (2-ethylhexyl) sebacate, and diisononyl sebacate; maleic acid plasticizers, such as dimethyl maleate, diethyl maleate, di-n-butyl maleate, and di- (2-ethylhexyl) maleate; fumaric acid plasticizers, such as di-n-butyl fumarate and di- (2-ethylhexyl) fumarate; itaconic acid plasticizers, such as monomethyl itaconate, monobutyl itaconate, dimethyl itaconate, diethyl itaconate, dibutyl itaconate, and di- (2-ethylhexyl) itaconate; stearic acid plasticizers, such as n-butyl stearate, glycerin monostearate, and diethylene glycol distearate; oleic acid plasticizers, such as butyl oleate, glyceryl monooleate, anddiethylene glycolmonooleate; citric acidplasticizers, such as triethyl citrate, tri-n-butyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, and acetyl tri- (2-ethylhexyl) citrate; ricinoleic acid plasticizers, such as methyl acetyl ricinoleate, butyl acetyl ricinoleate, glyceryl monoricinoleate, and diethylene glycol monoricinoleate; and other fatty acid plasticizers, such as diethylene glycol monolaurate, diethylene glycol dipelargonate, and pentaerythritol fatty acid ester.
Examples of the aromatic polycarboxylic acid plasticizer include trimellitic acid plasticizers, such as tri-n-hexyl trimellitate, tri- (2-ethylhexyl) trimellitate, tri-n-octyl trimellitate, triisooctyl trimellitate, triisononyl trimellitate, tridecyl trimellitate, and triisodecyl trimellitate; and pyromellitic acid plasticizers, such as tetra- (2-ethylhexyl) pyromellitate and tetra-n-octyl pyromellitate.
Examples of the phosphoric acid plasticizer include triethyl phosphate, tributyl phosphate, tri- (2-ethylhexyl) phosphate, tributoxyethyl phosphate, triphenyl phosphate, octyl diphenyl phosphate, cresyl diphenyl phosphate, cresyl phenyl phosphate, tricresyl phosphate, trixylenyl phosphate, tris (chloroethyl) phosphate, tris (chloropropyl) phosphate, tris (dichloropropyl) phosphate, and tris (isopropylphenyl) phosphate.
Examples of thepolyolplasticizer include glycolplasticizers, such as diethylene glycol dibenzoate, dipropylene glycol dibenzoate, triethylene glycol dibenzoate, triethylene glycol di- (2-ethyl butyrate) , triethylene glycol di- (2-ethyl hexoate) , and dibutylmethylene bisthioglycolate; and glycerin plasticizers, such as glycerol monoacetate, glycerol triacetate, and glycerol tributyrate.
Examples of the epoxy plasticizer include epoxidized soybean oil, epoxy butyl stearate, di-2-ethylhexyl epoxy hexahydrophthalate, diisodecyl epoxy hexahydrophthalate, epoxy triglyceride, epoxidized octyl oleate, and epoxidized decyl oleate.
Examples of the polyester plasticizer include adipic acid polyesters, sebacic acid polyesters, and phthalic acid polyesters.
Examples of the carbonate plasticizer include propylene carbonate and ethylene carbonate.
Other examples of the plasticizer include partially hydrogenated terphenyl, adhesive plasticizers, and polymerizable plasticizers, such as diallyl phthalate and acrylic monomers andoligomers. These plasticizers may be used alone or in combination.
[Phosphoric Acid Compound (D5) ]
Phosphoric acid, pyrophosphoric acid, triphosphoric acid, methyl acid phosphate, ethyl acid phosphate, butyl acid phosphate, dibutyl phosphate, 2-ethylhexyl acid phosphate, bis (2-ethylhexyl) phosphate, isododecyl acid phosphate, butoxyethyl acid phosphate, oleyl acid phosphate, tetracosyl acid phosphate, 2-hydroxyethyl methacrylate acid phosphate, or polyoxyethylene alkyl ether phosphoric acid may be used as a phosphoric acid compound (D5) .
On the other hand, because an adhesive according to the present invention has high boiling resistance, no silane coupling agent is preferably separately added. This can provide an adhesive with less concern about residual alcohol, particularly residual methanol, in the cured film.
[Form of Adhesive]
An adhesive according to the present invention may be a solvent-based adhesive or a solvent-free adhesive. The term "solvent-based" adhesive, as used herein, refers to a form used in a dry lamination method in which the adhesive is applied to a substrate, is then heated in an oven or the like to volatilize the organic solvent in the coating film, and is then bonded to another substrate. Either or both of the polyol composition (X) and the polyisocyanate composition (Y) contain an organic solvent capable of dissolving (diluting) a constituent of the polyol composition (X) and the polyisocyanate composition (Y) used in the present invention.
Examples of such organic solvents include esters, such as methyl acetate, ethyl acetate, propyl acetate, butyl acetate, and cellosolve acetate; ketones, such as acetone, methyl ethyl ketone, isobutyl ketone, and cyclohexanone; ethers, such as tetrahydrofuran and dioxane; aromatic hydrocarbons, such as toluene andxylene; halogenatedhydrocarbons, such as methylene chloride and ethylene chloride; and dimethyl sulfoxide and dimethyl sulfonamide. In some cases, an organic solvent used as a reaction medium in the production of a constituent of the polyisocyanate composition (X) and the polyol composition (Y) may be further used as a diluent for coating.
The term "solvent-free" adhesive, as used herein, refers to an adhesive form used in a non-solvent lamination method in which the polyol composition (X) and the polyisocyanate composition (Y) are substantially free of organic solvents as described above, particularly ethyl acetate or methyl ethyl ketone, and the adhesive is applied to a substrate and is then bonded to another substrate without heating in an oven or the like to volatilize the solvent. It is considered that no organic solvent is substantially contained even if an organic solvent used as a reaction medium for the production of a constituent of the polyol composition (X) and the polyisocyanate composition (Y) or a raw material thereof is not completely removed and remains in a very small amount in the polyol composition (X) and the polyisocyanate composition (Y) . A low-molecular-weight alcohol, if present in the polyol composition (X) , reacts with thepolyisocyanate composition (Y) and becomes part of the coating film, so that it is not necessary to volatilize the low-molecular-weight alcohol after application. Thus, such a form is also considered to be a solvent-free adhesive, and the low-molecular-weight alcohol is not regarded as an organic solvent.
An adhesive according to the present invention is preferably formulated and used such that the ratio [NCO] / [OH] of the number of moles of isocyanate groups [NCO] in the polyisocyanate composition (Y) to the number of moles of hydroxy groups [OH] in the polyol composition (X) ranges from 0.5 to 6.0.
[Laminate]
A laminate according to the present invention is produced by bonding a plurality of substrates (films or papers) by a dry lamination method or a non-solvent lamination method using an adhesive according to the present invention. The films are not particularly limited and can be appropriately selected according to the application. For example, for food packaging, the films may be poly (ethylene terephthalate) (PET) films, polystyrene films, polyamide films, polyacrylonitrile films, polyolefin films, such as polyethylene films (LLDPE: low-density polyethylene films, HDPE: high-density polyethylene films, MDOPE: uniaxially stretched polyethylene films, OPE: biaxially stretched polyethylene films) and polypropylene films (CPP: unstretched polypropylene films, OPP: biaxially stretched polypropylene films) , poly (vinyl alcohol) films, and ethylene-vinyl alcohol copolymer films.
Biomass films formed of a material containing a biomass-derived component are also preferably used. Biomass films are sold by various companies and may be sheets described in a biomass certified products list of a general incorporated foundation "the Japan Organics Recycling Association" .
More specifically, well-known biomass films include films formed from biomass-derived ethylene glycol. Biomass-derived ethylene glycol is produced from ethanol produced from biomass (biomass ethanol) . For example, biomass-derived ethylene glycol can be produced by a method for producing ethylene glycol from biomass ethanol via ethylene oxide by a known method. Commercial biomass ethylene glycol may also be used. For example, biomass ethylene glycol commercially available from India Glycols Limited may be suitably used.
For example, as alternatives to conventional poly (ethylene terephthalate) films formed from petroleum raw materials, there are films containingbiomass polyesters, biomass poly (ethylene terephthalate) , and the like having biomass-derived ethylene glycol as a diol unit and a fossil-fuel-derived dicarboxylic acid as a dicarboxylic acid unit.
The dicarboxylic acid units of the biomass polyesters are fossil-fuel-derived dicarboxylic acids. The dicarboxylic acids may be any aromatic dicarboxylic acids, aliphatic dicarboxylic acids, and derivatives thereof.
There also may be copolyesters produced from, in addition to the diol components and dicarboxylic acid components, a copolymerization component as a third component, such as a bifunctional oxycarboxylic acid or, to form a cross-linked structure, at least one polyfunctional compound selected from the group consisting of trifunctional or higher functional polyhydric alcohols, trifunctional or higher functional polycarboxylic acids and/or anhydrides thereof, and trifunctional or higher functional oxycarboxylic acids.
In addition, for example, as alternatives to conventional polyolefin films formed from petroleum raw materials, there are biomass polyolefin films, such as biomass polyethylene films and biomass polyethylene-polypropylene films containing a polyethylene resin made of biomass-derived ethylene glycol.
The polyethylene resin is not particularly limited, provided that the biomass-derived ethylene glycol is used as a raw material, and may be an ethylene homopolymer or a copolymer of ethylene and α-olefin composed mainly of ethylene (an ethylene-α-olefin copolymer containing 90%or more by mass of an ethylene unit) . These may be used alone or in combination.
The α-olefin constituting the copolymer of ethylene and α-olefin may be, but is not limited to, an α-olefin having 4 to 8 carbon atoms, such as 1-butene, 4-methyl-1-pentene, 1-hexene, or 1-octene. Known polyethylene resins, such as low-density polyethylene resins, medium-density polyethylene resins, and linear low-density polyethylene resins, may be used. Among these resins, to further reduce damage, such as hole opening and breakage, even when films rub against each other, a linear low-density polyethylene resin (LLDPE) (a copolymer of ethylene and 1-hexene or a copolymer of ethylene and 1-octene) is preferred, and a linear low-density polyethylene resin with a density in the range of 0.910 to 0.925 g/cm
3 is more preferred.
Biomass films formed from biomass feedstocks classified by the biomass plastic content specified in ISO 16620 or ASTM D 6866 are also distributed. In the atmosphere, radiocarbon 14C is present at a ratio of 1 in 10
12. This ratio does not change in carbon dioxide in the atmosphere and also in plants in which carbon dioxide is fixed by photosynthesis. Thus, the carbon of plant-derived resins includes radiocarbon 14C. In contrast, the carbon of fossil-fuel-derived resins includes little radiocarbon 14C. Thus, the plant-derived resin content, that is, the biomass plastic content of resin can be determined by measuring the concentration of radiocarbon 14C in the resin with an accelerator mass spectrometer.
Examples of plant-derived low-density polyethylene that is a biomass plastic with a biomass plastic content of 80%or more, preferably 90%or more, as specified in ISO 16620 or ASTM D 6866 include trade names "SBC818" , "SPB608" , "SBF0323HC" , "STN7006" , "SEB853" , and "SPB681" manufactured by Braskem. Films made of these raw materials can be suitably used.
Films and sheets formed from biomass feedstocks starch and poly (lactic acid) are also known. These can be appropriately selected and used according to the intended use.
A biomass film may be a laminate of a plurality of biomass films or a laminate of a conventional petroleum film and a biomass film. These biomass films may be unstretched films or stretched films and may be produced by any method.
A filmmaybe stretched. In a typical stretching method, a resin is melt-extruded by an extrusion method or the like to form a sheet, and the sheet is subjected to simultaneous biaxial stretching or sequential biaxial stretching. The sequential biaxial stretching typically includes longitudinal stretching followed by transverse stretching. More specifically, longitudinal stretching utilizing a velocity difference between rolls and transverse stretching with a tenter are often used in combination.
If necessary, a film surface may be subjected to surface treatment, such as flame treatment or corona discharge treatment, to form an adhesive layer without defects, such as film breakage and crawling.
Alternatively, a film with a vapor-deposited layer formed of a metal, such as aluminum, or a metal oxide, such as silica or alumina, may be used, or a barrier film with a gas barrier layer formed of poly (vinyl alcohol) , an ethylene-vinyl alcohol copolymer, or poly (vinylidene chloride) may be used. Such a film can be used to produce a laminate with barrier properties against water vapor, oxygen, alcohol, inert gas, volatile organic substances (aroma) , and the like.
The paper may be any known paper substrate. More specifically, the paper is produced with a known paper machine from natural fibers for paper-making, such as wood pulp, under any paper-making conditions. Examples of the natural fibers for paper-making include wood pulp, such as softwood pulp and hardwood pulp, non-wood pulp, such as abaca pulp, sisal pulp, and flax pulp, and chemically modified pulp thereof. Examples of the pulp include chemical pulp produced by sulfate cooking, acidic/neutral/alkaline sulfite cooking, or soda cooking, ground pulp, chemi-ground pulp, and thermomechanical pulp. Various types of commercial high-quality paper, coated paper, backing paper, impregnated paper, cardboard, paperboard, and the like can also be used.
A laminate produced using an adhesive according to the present invention has high boiling resistance. Such a laminate can therefore be suitably used, as a matter of course, in general applications and particularly in applications involving boiling. Specific structures include, but are not limited to, transparent vapor-deposited Ny film/adhesive layer/sealant film, transparent vapor-deposited PET film/adhesive layer/sealant film, transparent vapor-deposited PET film/adhesive layer/Ny film/adhesive layer/sealant film, OPP film/adhesive layer/transparent vapor-deposited PET film/adhesive layer/sealant film, Ny film/adhesive layer/transparent vapor-deposited PET film/adhesive layer/sealant film, PET film/adhesive layer/transparent vapor-deposited PET film/adhesive layer/sealant film, transparent vapor-deposited Ny film/adhesive layer/transparent vapor-deposited PET film/adhesive layer/sealant film, and transparent vapor-deposited PET film/adhesive layer/transparent vapor-deposited PET film/adhesive layer/sealant film. Aluminum metallized films may also be used instead of the transparent vapor-deposited films.
In such a laminate including a plurality of adhesive layers, an adhesive according to the present invention is preferably used for an adhesive layer in contact with a transparent vapor-deposited layer and an aluminum metallized layer. Although boiling often causes delamination particularly between a transparent vapor-deposited layer and an adhesive layer or between an aluminum metallized layer and an adhesive layer, the use of an adhesive according to the present invention can reduce such a problem. The other adhesive layers may be bonded with an adhesive according to the present invention or with a general-purpose urethane adhesive as long as there is no particular problem. Although laminates for packaging materials are typically provided with a print layer described below at an appropriate position, the print layer is omitted in the above examples.
In a laminate according to the present invention, a print layer may be provided between an adhesive layer and a substrate (usually a substrate serving as the outermost layer for the contents) . A print layer is formed using a printing ink, such as a gravure ink, a flexographic ink, an offset ink, a stencil ink, or an ink jet ink, by a general printing method used for printing on a film.
A solvent-based adhesive according to the present invention is applied to one substrate using a roll, such as a gravure roll, is heated in an oven or the like to volatilize the organic solvent, and is then bonded to the other substrate to produce a laminate according to the present invention. The lamination is preferably followed by aging. The aging temperature preferably ranges from room temperature to 80℃, and the aging time preferably ranges from 12 to 240 hours.
A solvent-free adhesive according to the present invention is heated to approximately 40℃ to 100℃ in advance, is applied to one substrate using a roll, such as a coating roll, and is then immediately bonded to the other substrate to produce a laminate according to the present invention. The lamination is preferably followed by aging. The aging temperature preferably ranges from room temperature to 70℃, and the aging time preferably ranges from 6 to 240 hours.
The amount of adhesive to be applied is adjusted as appropriate. The solid content of a solvent-based adhesive is adjusted to be, for example, 1 g/m
2 or more and 10 g/m
2 or less, preferably 2 g/m
2 or more and 5 g/m
2 or less. The amount of solvent-free adhesive to be applied is, for example, 1 g/m
2 or more and 5 g/m
2 or less, preferably 1 g/m
2 or more and 3.5 g/m
2 or less.
A laminate according to the present invention includes two substrates bonded together with an adhesive according to the present invention and may include another substrate as required. The other substrate may be bondedby a known method, for example, a dry lamination method, a non-solvent lamination method, a thermal lamination method, a heat sealing method, or an extrusion lamination method. An adhesive used in this case may or may not be an adhesive according to the present invention. The other substrate may be the substrate described above.
[Packaging Material]
A packaging material according to the present invention is produced by forming the laminate described above into a bag and heat-sealing the bag. The packaging material may be in the form of a three-side sealed bag, a four-side sealed bag, a gusset packaging bag, a pillow packaging bag, a gable top bottomed vessel, Tetra Classic, a brick type, a tube vessel, a paper cup, or a cover material. A packaging material according to the present invention may be appropriately subjected to easy-opening treatment or provided with resealing means.
A packaging material according to the present invention can be industrially used as a packaging material mainly for foods, detergents, and medicines. Specific applications include detergents and medicines, such as liquid laundry detergents, liquid kitchen detergents, liquid bath detergents, liquid bath soaps, liquid shampoos, liquid conditioners, and pharmaceutical tablets. A packaging material according to the present invention can also be used as a secondary packaging material for the vessels described above.
[EXAMPLES]
Although the present invention is described in more detail in the following specific examples and synthesis examples, the present invention is not limited to these examples. In the following examples, "parts" and "%" represent "parts by mass" and "%by mass" , respectively, unless otherwise specified.
[Polyol Composition (X) ]
[Reaction Product (A-1) ]
A reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 7.2 parts of ethylene glycol, 15.8 parts of diethylene glycol, 22.5 parts of neopentyl glycol, 21.9 parts of adipic acid, 4.6 parts of sebacic acid, 28.0 parts of isophthalic acid, and 1.3 parts of KBM-403 (3-glycidoxypropyltrimethoxysilane manufactured by Shin-Etsu Chemical Co., Ltd. ) . The mixture was gradually heated to 250℃ at atmospheric pressure in a nitrogen stream during a dehydration reaction and was allowed to react at 250℃ for 2 hours. When the mixture became transparent and the temperature of the top of the rectifying column reached 80℃ or less, the temperature was decreased to 240℃, the rectifying column was switched to a condenser, and the line was connected to a vacuum pump. The reaction was continued under a reduced pressure in the range of 30 to 60 Torr to achieve a predetermined acid value and viscosity. Thus, a reaction product (A-1) was prepared.
The reaction product (A-1) had an acid value of 0.7 mgKOH/g and a hydroxyl value of 159.0 mgKOH/g.
[Reaction Product (A-2) ]
A reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 7.2 parts of ethylene glycol, 15.8 parts of diethylene glycol, and 22.5 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 21.9 parts of adipic acid, 4.6 parts of sebacic acid, 28.0 parts of isophthalic acid, and 6.8 parts of KBM-403 were charged at 120℃ to 130℃. The mixture was gradually heated to 240℃ during a dehydration reaction under a pressure of approximately 0.5 MPa, and the pressure was reduced when the temperature reached 240℃. When the mixture became transparent and the temperature of the top of the rectifying column reached 80℃ or less, the rectifying column was switched to a condenser, and the line was connected to a vacuum pump. The reaction was continued under a reduced pressure in the range of 30 to 60 Torr to achieve a predetermined acid value and viscosity. Thus, a reaction product (A-2) was prepared.
The reaction product (A-2) had an acid value of 0.6 mgKOH/g and a hydroxyl value of 154.0 mgKOH/g.
[Reaction Product (A-3) ]
A reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 7.2 parts of ethylene glycol, 15.8 parts of diethylene glycol, and 22.5 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 21.9 parts of adipic acid, 4.6 parts of sebacic acid, 28.0 parts of isophthalic acid, and 3.2 parts of KBE-903 (3-aminopropyltriethoxysilane manufactured by Shin-Etsu Chemical Co., Ltd. ) were charged at 120℃ to 130℃. The mixture was gradually heated to 250℃ at atmospheric pressure in a nitrogen stream during a dehydration reaction and was allowed to react at 250℃ for 2 hours. When the mixture became transparent and the temperature of the top of the rectifying column reached 80℃ or less, the temperature was decreased to 230℃, and xylene was added to promote a dehydration reaction at the same temperature while the xylene was refluxed using the water separator. When the acid value was decreased to less than 5.0 mgKOH/g, the rectifying column was switched to a condenser, and the line was connected to a vacuum pump. While xylene was removed under a reduced pressure in the range of 30 to 60 Torr, the reaction was continued to achieve a predetermined acid value and viscosity. Thus, a reaction product (A-3) was prepared.
The reaction product (A-3) had an acid value of 0.8 mgKOH/g and a hydroxyl value of 156.0 mgKOH/g.
[Reaction Product (A-4) ]
A reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 14.0 parts of ethylene glycol and 20.9 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 24.3 parts of adipic acid, 20.4 parts of isophthalic acid, 20.4 parts of terephthalic acid, and 1.0 part of KBM-403 were charged at 120℃ to 130℃. The mixture was gradually heated to 260℃ during a dehydration reaction under a pressure of approximately 0.5 MPa, and the pressure was reduced when the temperature reached 260℃. When the mixture became transparent and the temperature of the top of the rectifying column reached 80℃ or less, the temperature was decreased to 230℃, and xylene was added to promote a dehydration reaction at the same temperature while the xylene was refluxed using the water separator. When the acid value was decreased to less than 5.0 mgKOH/g, the rectifying column was switched to a condenser, and the line was connected to a vacuum pump. While xylene was removed under a reduced pressure in the range of 30 to 60 Torr, the reaction was continued to achieve a predetermined acid value and viscosity. Thus, an intermediate of a reaction product (A-4) was prepared.
The intermediate of the reaction product (A-4) had an acid value of 1.2 mgKOH/g and a hydroxyl value of 27.0 mgKOH/g.
A reaction vessel equipped with an impeller blades, a temperature sensor, a nitrogen gas inlet tube, and a condenser tube was charged with 97.0 parts of the intermediate of the reaction product (A-4) , 53.8 parts of ethyl acetate, and 0.02 parts of a polymerization catalyst dibutyltin dilaurate. After the mixture was heated to 60℃ at atmospheric pressure in a nitrogen stream, 3.0 parts of isophorone diisocyanate was added to the mixture. The mixture was heated to 80℃, and a urethane reaction was performed at 80℃. After apredetermined viscosity was reached and the residual isocyanate content was 0.05%or less, the temperature was decreased to 50℃, and the non-volatile content was adjusted with ethyl acetate. Thus, a reaction product (A-4) was prepared.
The reaction product (A-4) had an acid value of 1.1 mgKOH/g based on the solid content, a hydroxyl value of 11.9 mgKOH/g based on the solid content, and a non-volatile content of 65.0%.
[Reaction Product (A-5) ]
A reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 14.0 parts of ethylene glycol and 20.9 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 24.3 parts of adipic acid, 20.4 parts of isophthalic acid, 20.4 parts of terephthalic acid, and 1.0 part of KBM-403 were charged at 120℃ to 130℃. The mixture was gradually heated to 260℃ during a dehydration reaction under a pressure of approximately 0.5 MPa, and the pressure was reduced when the temperature reached 260℃. When the mixture became transparent and the temperature of the top of the rectifying column reached 80℃ or less, the temperature was decreased to 240℃, the rectifying column was switched to a condenser, and the line was connected to a vacuum pump. The reaction was continued under a reduced pressure in the range of 30 to 60 Torr to achieve a predetermined acid value and viscosity. Thus, an intermediate of a reaction product (A-5) was prepared.
The intermediate of the reactionproduct (A-5) had an acid value of 0.8 mgKOH/g and a hydroxyl value of 26.2 mgKOH/g.
A reaction vessel equipped with an impeller blades, a temperature sensor, a nitrogen gas inlet tube, and a condenser tube was charged with 97.0 parts of the intermediate of the reaction product (A-5) , 53.8 parts of ethyl acetate, and 0.02 parts of a polymerization catalyst dibutyltin dilaurate. After the mixture was heated to 60℃ at atmospheric pressure in a nitrogen stream, 3.0 parts of isophorone diisocyanate was added to the mixture. The mixture was heated to 80℃, and a urethane reaction was performed at 80℃. After apredetermined viscosity was reached and the residual isocyanate content was 0.05%or less, the temperature was decreased to 50℃, and the non-volatile content was adjusted with ethyl acetate. Thus, a reaction product (A-5) was prepared.
The reaction product (A-5) had an acid value of 0.8 mgKOH/gbased on the solid content, a hydroxyl value of 11.0 mgKOH/g based on the solid content, and a non-volatile content of 65.0%.
[Reaction Product (AH-1) ]
A reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 7.2 parts of ethylene glycol, 15.8 parts of diethylene glycol, 22.5 parts of neopentyl glycol, 21.9 parts of adipic acid, 4.6 parts of sebacic acid, and 28.0 parts of isophthalic acid. The mixture was gradually heated to 250℃ at atmospheric pressure in a nitrogen stream during a dehydration reaction and was allowed to react at 250℃ for 2 hours. When the mixture became transparent and the temperature of the top of the rectifying column reached 80℃ or less, the temperature was decreased to 240℃, the rectifying column was switched to a condenser, and the line was connected to a vacuum pump. The reaction was continued under a reduced pressure in the range of 30 to 60 Torr to achieve a predetermined acid value and viscosity. Thus, a reaction product (AH-1) was prepared.
The reaction product (AH-1) had an acid value of 1.3 mgKOH/g and a hydroxyl value of 168.0 mgKOH/g.
[Reaction Product (AH-2) ]
A reaction vessel equipped with a stirrer, a thermometer, a nitrogen gas inlet tube, a rectifying column, and a water separator was charged under nitrogen gas with 14.0 parts of ethylene glycol and 20.9 parts of neopentyl glycol, and the mixture was melted by heating with stirring. Subsequently, 24.3 parts of adipic acid, 20.4 parts of isophthalic acid, and 20.4 parts of terephthalic acid were charged at 120℃ to 130℃. The mixture was gradually heated to 260℃ during a dehydration reaction under a pressure of approximately 0.5 MPa, and the pressure was reduced when the temperature reached 260℃. When the mixture became transparent and the temperature of the top of the rectifying column reached 80℃ or less, the temperature was decreased to 230℃, and xylene was added to promote a dehydration reaction at the same temperature while the xylene was refluxed using the water separator. When the acid value was decreased to less than 5.0 mgKOH/g, the rectifying column was switched to a condenser, and the line was connected to a vacuum pump. While xylene was removed under a reduced pressure in the range of 30 to 60 Torr, the reaction was continued to achieve a predetermined acid value and viscosity. Thus, a reaction product (AH-2′) was prepared.
The reaction product (AH-2′) had an acid value of 1.3 mgKOH/g and a hydroxyl value of 27.0 mgKOH/g.
A reaction vessel equipped with an impeller blades, a temperature sensor, a nitrogen gas inlet tube, and a condenser tube was charged with 97.0 parts of the reactionproduct (AH-2′) , 53.8 parts of ethyl acetate, and 0.02 parts of a polymerization catalyst dibutyltin dilaurate. After the mixture was heated to 60℃ at atmospheric pressure in a nitrogen stream, 3.0 parts of isophorone diisocyanate was added to the mixture. The mixture was heated to 80℃, and a urethane reaction was performed at 80℃. After apredeterminedviscositywas reached and the residual isocyanate content was 0.05%or less, the temperature was decreased to 50℃, and the non-volatile content was adjusted with ethyl acetate. Thus, a reaction product (AH-2) was prepared.
The reaction product (AH-2) had an acid value of 1.3 mgKOH/g based on the solid content, a hydroxyl value of 13.1 mgKOH/g based on the solid content, and a non-volatile content of 65.0%.
The reaction products (A-1) to (A-5) , (AH-1) , (AH-2) , KBM-403, and KBE-903 were mixed in the amounts (solid contents) shown in Tables 1 and 2 to preparepolyol compositions (X) for examples and comparative examples.
[Polyisocyanate Composition (Y) ]
[Polyisocyanate Compound (C-1) ]
A commercial nurate of isophorone diisocyanate and a nurate of hexamethylene diisocyanate were mixed at a ratio of 1: 4 parts by weight to prepare a polyisocyanate composition (C-1) .
[Polyisocyanate Compound (C-2) ]
A trifunctional polyisocyanate produced by adding tolylene diisocyanate to trimethylolpropane (product name: DICDRY KW-75, manufactured by DIC Corporation, solid content: 75%) was used as a polyisocyanate composition (C-2) .
[Preparation of Adhesive]
Reactive adhesives for examples and comparative examples were prepared by mixing the reaction product (A) , the polyisocyanate compound (C) , and a silane coupling agent at the ratio shown in Tables 3 and 4. The viscosity was adjusted using ethyl acetate as a solvent as required.
[Production of Laminate]
An adhesive was applied in an amount of 3.2 g/m
2 to a vapor-deposited surface of a silica deposited PET film (Techbarrier L manufactured by Mitsubishi Chemical Corporation) with a thickness of 12 μm, and the adhesive coated surface was then bonded to a LLDPE film (a linear low-density polyethylene film T.U.X (TM) HC manufactured by Mitsui Chemicals Tohcello, Inc. ) with a thickness of 60 μm. The film was aged at 40℃ for 4 days to prepare a laminate for evaluation.
[Evaluation]
[Residual Alcohol Content]
The residual alcohol content of the solid component of each polyol composition (X) used in the examples and comparative examples was determined by 13C-NMR measurement under the following conditions. Methanol was added to a model resin in advance, and the detection limit of methanol was determined in the same manner as in the polyol composition (X) . The residual alcohol content was rated in the following two grades based on the detection limit of methanol.
O: less than 0.1%by weight (not detectable)
X: 0.1%or more by weight
[Investigation of Lower Detection Limit Using Model Resin (MeOH addition) ]
750 mg of an adhesive model 1) , 2) , or 3) mixed as described below was weighed and dissolved in 250 μl of deuterochloroform to prepare a measurement sample.
1) Adhesive without silane coupling agent: MeOH = 99.9: 0.1%by weight
2) Adhesive without silane coupling agent: MeOH = 99.7: 0.3%by weight
3) Adhesive without silane coupling agent: MeOH = 99.5: 0.5%by weight
[Sample]
750 mg of the sample was dissolved in 250 μl of deuterochloroform to prepare a measurement sample.
[NMR Measurement Conditions]
Apparatus: ECX-400P manufactured by JEOL Ltd.
Measurement temperature: room temperature
Resonance frequency: 100 MHz
Measured nuclides/parameters: 13C-NMR (complete decoupling) /Scan 1000, Relaxation delay 2 s, Flip angle 30 degrees, x_offset 100 ppm, x_sweep 250 ppm, x_points 32768.
[Adhesive Strength]
The laminate was cut into a test piece with a length of 300 mm and a width of 15 mm. A 180-degree peel strength (N/15 mm) between the silica deposited PET film and the LLDPE film was measured at a width of 15mmwith an Instron-type tensile tester at a peel rate of 300 mm/min at 25℃.
[Boiling Resistance]
The laminate for evaluation was cut to a size of 150 mm x 300 mm and was bent such that the LLDPE film was inside. Two sides of the laminate were heat-sealed at 1 atm at 180℃ for 1 second to prepare a pouch. The pouch was filled with a 1/1/1 sauce (meat sauce: vegetable oil: vinegar = 1: 1: 1) . The remaining side of the pouch was heat-sealed under the same conditions to completely seal the pouch. The filled pouch was immersed in hot water at 98℃ for boiling sterilization for one hour. The pouch from which the contents had been removed was opened and cut into a strip with a width of 15 mm to prepare a test piece. A 180-degree peel strength (N/15 mm) between the silica deposited PET film and the LLDPE film was measured at a width of 15 mm with an Instron-type tensile tester at a peel rate of 300mm/min at 25℃. A test piece that caused delamination when the boiling sterilization was completed was indicated as "delamination" and was not subjected to the peel strength measurement.
[Table 1]
[Table 2]
[Table 3]
[Table 4]
Claims (8)
- A two-component curable adhesive comprising:a polyol composition (X) containing a reaction product (A) of a composition (A′) containing a polycarboxylic acid (a) , a polyhydric alcohol (b) , and a compound (c) having a functional group reactive with a carboxy group or a hydroxy group and having an alkoxysilyl group; anda polyisocyanate composition (Y) .
- The two-component curable adhesive according to Claim 1, wherein the compound (c) constitutes 0.5%or more by mass and 10%or less by mass of the composition (A′) .
- The two-component curable adhesive according to Claim 1 or 2, wherein the polyol composition (X) contains a polyol (B) .
- The two-component curable adhesive according to any one of Claims 1 to 3, whereinthe composition (A′) contains a polyisocyanate (d) , andthe reaction product (A) is a reaction product of the polyisocyanate (d) with a reaction product of the polycarboxylic acid (a) , the polyhydric alcohol (b) , and the compound (c) .
- The two-component curable adhesive according to any one of Claims 1 to 4, wherein the functional group reactive with a carboxy group or a hydroxy group is an amino group.
- The two-component curable adhesive according to any one of Claims 1 to 4, wherein the functional group reactive with a carboxy group or a hydroxy group is an epoxy group.
- A laminate comprising:a first substrate;a second substrate; andan adhesive layer between the first substrate and the second substrate,wherein the adhesive layer is a cured film of the two-component curable adhesive according to any one of Claims 1 to 6.
- A packaging material comprising the laminate according to Claim 7.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/CN2022/143492 WO2024138548A1 (en) | 2022-12-29 | 2022-12-29 | Adhesive, laminate, and packaging material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/CN2022/143492 WO2024138548A1 (en) | 2022-12-29 | 2022-12-29 | Adhesive, laminate, and packaging material |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2024138548A1 true WO2024138548A1 (en) | 2024-07-04 |
Family
ID=91716025
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/CN2022/143492 WO2024138548A1 (en) | 2022-12-29 | 2022-12-29 | Adhesive, laminate, and packaging material |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2024138548A1 (en) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4206299A (en) * | 1977-12-27 | 1980-06-03 | Takeda Chemical Industries, Ltd. | Adhesive composition |
CN102604583A (en) * | 2012-03-14 | 2012-07-25 | 华南理工大学 | Steam-resistant solvent-free laminating adhesive and preparation method thereof |
CN111454440A (en) * | 2013-12-12 | 2020-07-28 | 陶氏环球技术有限责任公司 | Aminosilane adhesion promoters for urethane systems |
CN115124969A (en) * | 2022-07-25 | 2022-09-30 | 江苏华大新材料有限公司 | Solvent-free two-component polyurethane laminating adhesive with strong universality and preparation method and application thereof |
-
2022
- 2022-12-29 WO PCT/CN2022/143492 patent/WO2024138548A1/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4206299A (en) * | 1977-12-27 | 1980-06-03 | Takeda Chemical Industries, Ltd. | Adhesive composition |
CN102604583A (en) * | 2012-03-14 | 2012-07-25 | 华南理工大学 | Steam-resistant solvent-free laminating adhesive and preparation method thereof |
CN111454440A (en) * | 2013-12-12 | 2020-07-28 | 陶氏环球技术有限责任公司 | Aminosilane adhesion promoters for urethane systems |
CN115124969A (en) * | 2022-07-25 | 2022-09-30 | 江苏华大新材料有限公司 | Solvent-free two-component polyurethane laminating adhesive with strong universality and preparation method and application thereof |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP7231131B1 (en) | Adhesives, laminates, packaging materials | |
TW201942308A (en) | Reactive adhesive agent, laminate film, and packaging body | |
JP7485239B2 (en) | Adhesives, laminates, packaging materials | |
JP7323082B2 (en) | Adhesives, laminates, packaging materials | |
JP7231127B2 (en) | Adhesives, laminates, packaging materials | |
WO2024138548A1 (en) | Adhesive, laminate, and packaging material | |
CN113165357B (en) | Reactive adhesive, laminate, and package | |
JP7193045B1 (en) | Adhesives, laminates, packaging materials | |
JP7409570B2 (en) | Method for manufacturing urethane prepolymer | |
JP7332075B1 (en) | Adhesives, laminates, packaging materials | |
WO2023042735A1 (en) | Adhesive agent, laminated body, and packaging material | |
JP7276636B1 (en) | Adhesive, laminate, method for producing laminate, packaging material | |
WO2023166996A1 (en) | Adhesive agent, laminate, laminate manufacturing method, and packaging material | |
WO2022165621A1 (en) | Adhesive, laminate, and packaging material | |
WO2024122292A1 (en) | Adhesive agent, laminate, and packaging material | |
JP2023094003A (en) | Adhesive, laminate, and packaging material | |
CN113853304B (en) | Reactive adhesive, laminated film, and package | |
CN116685464A (en) | Adhesive, laminate, and packaging material | |
WO2024135514A1 (en) | Two-part curable adhesive, multilayer body and package | |
WO2023112688A1 (en) | Adhesive, laminate, and packaging material | |
US20230257638A1 (en) | Adhesive, laminate, and packaging material |