CN112867747B - 用于环氧树脂的固化剂 - Google Patents
用于环氧树脂的固化剂 Download PDFInfo
- Publication number
- CN112867747B CN112867747B CN201980064693.1A CN201980064693A CN112867747B CN 112867747 B CN112867747 B CN 112867747B CN 201980064693 A CN201980064693 A CN 201980064693A CN 112867747 B CN112867747 B CN 112867747B
- Authority
- CN
- China
- Prior art keywords
- ethylenediamine
- curing agent
- bis
- epoxy resin
- amine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 70
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 67
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 46
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 238000000576 coating method Methods 0.000 claims abstract description 35
- PRVZYDDRMVHWOS-UHFFFAOYSA-N n'-benzhydrylethane-1,2-diamine Chemical compound C=1C=CC=CC=1C(NCCN)C1=CC=CC=C1 PRVZYDDRMVHWOS-UHFFFAOYSA-N 0.000 claims abstract description 27
- ACYBVNYNIZTUIL-UHFFFAOYSA-N n'-benzylethane-1,2-diamine Chemical compound NCCNCC1=CC=CC=C1 ACYBVNYNIZTUIL-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000011248 coating agent Substances 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims description 58
- 150000001412 amines Chemical class 0.000 claims description 40
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 24
- 239000003085 diluting agent Substances 0.000 claims description 22
- 229920005989 resin Polymers 0.000 claims description 21
- 239000011347 resin Substances 0.000 claims description 21
- 239000000853 adhesive Substances 0.000 claims description 19
- 230000001070 adhesive effect Effects 0.000 claims description 19
- 239000011541 reaction mixture Substances 0.000 claims description 19
- 239000000758 substrate Substances 0.000 claims description 19
- 239000001257 hydrogen Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 12
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 239000004848 polyfunctional curative Substances 0.000 claims description 11
- 239000000835 fiber Substances 0.000 claims description 10
- 238000005932 reductive alkylation reaction Methods 0.000 claims description 9
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 9
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 8
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 claims description 8
- 239000004615 ingredient Substances 0.000 claims description 8
- 229920000768 polyamine Polymers 0.000 claims description 8
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 claims description 7
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 6
- 239000002131 composite material Substances 0.000 claims description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 6
- OMKZWUPRGQMQJC-UHFFFAOYSA-N n'-[3-(dimethylamino)propyl]propane-1,3-diamine Chemical compound CN(C)CCCNCCCN OMKZWUPRGQMQJC-UHFFFAOYSA-N 0.000 claims description 6
- 239000002987 primer (paints) Substances 0.000 claims description 6
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 claims description 5
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 claims description 4
- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 claims description 4
- 238000005266 casting Methods 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- DTSDBGVDESRKKD-UHFFFAOYSA-N n'-(2-aminoethyl)propane-1,3-diamine Chemical compound NCCCNCCN DTSDBGVDESRKKD-UHFFFAOYSA-N 0.000 claims description 4
- OXIKYYJDTWKERT-UHFFFAOYSA-N [4-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCC(CN)CC1 OXIKYYJDTWKERT-UHFFFAOYSA-N 0.000 claims description 3
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 claims description 3
- 239000011159 matrix material Substances 0.000 claims description 3
- RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 claims description 2
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 claims description 2
- MRNZSTMRDWRNNR-UHFFFAOYSA-N bis(hexamethylene)triamine Chemical compound NCCCCCCNCCCCCCN MRNZSTMRDWRNNR-UHFFFAOYSA-N 0.000 claims description 2
- 239000013615 primer Substances 0.000 claims description 2
- 239000000565 sealant Substances 0.000 claims description 2
- 238000004383 yellowing Methods 0.000 abstract description 5
- 239000010408 film Substances 0.000 description 18
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 16
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 14
- 238000002156 mixing Methods 0.000 description 13
- -1 5-methyl-dicyclohexyl-amino-3-methyl-4-methyl-amino-cyclohexane Chemical compound 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 10
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 9
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 229910000831 Steel Inorganic materials 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 239000010959 steel Substances 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 239000004567 concrete Substances 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 150000002989 phenols Chemical class 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 229930185605 Bisphenol Chemical class 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 150000004985 diamines Chemical class 0.000 description 6
- 125000003700 epoxy group Chemical group 0.000 description 6
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 description 5
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 description 5
- PXKLMJQFEQBVLD-UHFFFAOYSA-N Bisphenol F Natural products C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 5
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 description 5
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 description 5
- 239000004593 Epoxy Substances 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
- 229940106691 bisphenol a Drugs 0.000 description 5
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 239000004568 cement Substances 0.000 description 5
- 150000002118 epoxides Chemical class 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 230000009477 glass transition Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000004814 polyurethane Substances 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002023 wood Substances 0.000 description 5
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 description 4
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 4
- 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 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920002647 polyamide Polymers 0.000 description 4
- 235000013824 polyphenols Nutrition 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- IAUKWGFWINVWKS-UHFFFAOYSA-N 1,2-di(propan-2-yl)naphthalene Chemical compound C1=CC=CC2=C(C(C)C)C(C(C)C)=CC=C21 IAUKWGFWINVWKS-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 102100025991 Betaine-homocysteine S-methyltransferase 1 Human genes 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 101000933413 Homo sapiens Betaine-homocysteine S-methyltransferase 1 Proteins 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 229910045601 alloy Inorganic materials 0.000 description 3
- 239000000956 alloy Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229920006272 aromatic hydrocarbon resin Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 235000019445 benzyl alcohol Nutrition 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 125000000962 organic group Chemical group 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 3
- 230000003014 reinforcing effect Effects 0.000 description 3
- 229960004889 salicylic acid Drugs 0.000 description 3
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 3
- 235000012239 silicon dioxide Nutrition 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- 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 2
- KFUSXMDYOPXKKT-UHFFFAOYSA-N 2-[(2-methylphenoxy)methyl]oxirane Chemical compound CC1=CC=CC=C1OCC1OC1 KFUSXMDYOPXKKT-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 2
- PVFQHGDIOXNKIC-UHFFFAOYSA-N 4-[2-[3-[2-(4-hydroxyphenyl)propan-2-yl]phenyl]propan-2-yl]phenol Chemical compound C=1C=CC(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PVFQHGDIOXNKIC-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- GIXXQTYGFOHYPT-UHFFFAOYSA-N Bisphenol P Chemical compound C=1C=C(C(C)(C)C=2C=CC(O)=CC=2)C=CC=1C(C)(C)C1=CC=C(O)C=C1 GIXXQTYGFOHYPT-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920000049 Carbon (fiber) Polymers 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 239000006004 Quartz sand Substances 0.000 description 2
- 239000007868 Raney catalyst Substances 0.000 description 2
- 229910000564 Raney nickel Inorganic materials 0.000 description 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 239000003677 Sheet moulding compound Substances 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000010426 asphalt Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000004917 carbon fiber Substances 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000011083 cement mortar Substances 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 229920006332 epoxy adhesive Polymers 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000010440 gypsum Substances 0.000 description 2
- 229910052602 gypsum Inorganic materials 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 229920002681 hypalon Polymers 0.000 description 2
- 150000002466 imines Chemical class 0.000 description 2
- 238000007373 indentation Methods 0.000 description 2
- 238000005304 joining Methods 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 2
- 239000000347 magnesium hydroxide Substances 0.000 description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000004570 mortar (masonry) Substances 0.000 description 2
- 150000002823 nitrates Chemical class 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 229960005323 phenoxyethanol Drugs 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920006324 polyoxymethylene Polymers 0.000 description 2
- 150000008442 polyphenolic compounds Chemical class 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229920001021 polysulfide Polymers 0.000 description 2
- 229920000909 polytetrahydrofuran Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 239000011253 protective coating Substances 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 125000001302 tertiary amino group Chemical group 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- XMNDMAQKWSQVOV-UHFFFAOYSA-N (2-methylphenyl) diphenyl phosphate Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 XMNDMAQKWSQVOV-UHFFFAOYSA-N 0.000 description 1
- KFUSXMDYOPXKKT-VIFPVBQESA-N (2s)-2-[(2-methylphenoxy)methyl]oxirane Chemical compound CC1=CC=CC=C1OC[C@H]1OC1 KFUSXMDYOPXKKT-VIFPVBQESA-N 0.000 description 1
- PBLMJTFRLQQOAT-UHFFFAOYSA-N (3-dihydroxyphosphanyloxy-2,4,5,6-tetraphenylphenyl) dihydrogen phosphite Chemical compound OP(O)OC1=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(OP(O)O)=C1C1=CC=CC=C1 PBLMJTFRLQQOAT-UHFFFAOYSA-N 0.000 description 1
- OWICEWMBIBPFAH-UHFFFAOYSA-N (3-diphenoxyphosphoryloxyphenyl) diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)C=CC=1)(=O)OC1=CC=CC=C1 OWICEWMBIBPFAH-UHFFFAOYSA-N 0.000 description 1
- BGGGMYCMZTXZBY-UHFFFAOYSA-N (3-hydroxyphenyl) phosphono hydrogen phosphate Chemical compound OC1=CC=CC(OP(O)(=O)OP(O)(O)=O)=C1 BGGGMYCMZTXZBY-UHFFFAOYSA-N 0.000 description 1
- OWEYKIWAZBBXJK-UHFFFAOYSA-N 1,1-Dichloro-2,2-bis(4-hydroxyphenyl)ethylene Chemical compound C1=CC(O)=CC=C1C(=C(Cl)Cl)C1=CC=C(O)C=C1 OWEYKIWAZBBXJK-UHFFFAOYSA-N 0.000 description 1
- ABFQGXBZQWZNKI-UHFFFAOYSA-N 1,1-dimethoxyethanol Chemical compound COC(C)(O)OC ABFQGXBZQWZNKI-UHFFFAOYSA-N 0.000 description 1
- YVVYMSXDQGDASK-UHFFFAOYSA-N 1,2,3-tribromo-4-[2-(2,3,4-tribromophenoxy)ethoxy]benzene Chemical compound BrC1=C(Br)C(Br)=CC=C1OCCOC1=CC=C(Br)C(Br)=C1Br YVVYMSXDQGDASK-UHFFFAOYSA-N 0.000 description 1
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 description 1
- YUAPUIKGYCAHGM-UHFFFAOYSA-N 1,2-dibromo-3-(2,3-dibromopropoxy)propane Chemical compound BrCC(Br)COCC(Br)CBr YUAPUIKGYCAHGM-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 description 1
- VYMPLPIFKRHAAC-UHFFFAOYSA-N 1,2-ethanedithiol Chemical compound SCCS VYMPLPIFKRHAAC-UHFFFAOYSA-N 0.000 description 1
- WZRRRFSJFQTGGB-UHFFFAOYSA-N 1,3,5-triazinane-2,4,6-trithione Chemical compound S=C1NC(=S)NC(=S)N1 WZRRRFSJFQTGGB-UHFFFAOYSA-N 0.000 description 1
- NZUPFZNVGSWLQC-UHFFFAOYSA-N 1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazinane-2,4,6-trione Chemical compound BrCC(Br)CN1C(=O)N(CC(Br)CBr)C(=O)N(CC(Br)CBr)C1=O NZUPFZNVGSWLQC-UHFFFAOYSA-N 0.000 description 1
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 1
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-dioxonaphthalene Natural products C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 description 1
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 1
- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 description 1
- ZPANWZBSGMDWON-UHFFFAOYSA-N 1-[(2-hydroxynaphthalen-1-yl)methyl]naphthalen-2-ol Chemical compound C1=CC=C2C(CC3=C4C=CC=CC4=CC=C3O)=C(O)C=CC2=C1 ZPANWZBSGMDWON-UHFFFAOYSA-N 0.000 description 1
- XPNHFNJYPSXRRG-UHFFFAOYSA-N 1-[2-(2-aminobutoxy)ethoxy]butan-2-amine Chemical compound CCC(N)COCCOCC(N)CC XPNHFNJYPSXRRG-UHFFFAOYSA-N 0.000 description 1
- VTAMQDCTAXRISX-UHFFFAOYSA-N 1-[2-(2-aminopropoxy)ethoxy]propan-2-amine Chemical compound CC(N)COCCOCC(C)N VTAMQDCTAXRISX-UHFFFAOYSA-N 0.000 description 1
- KZVBBTZJMSWGTK-UHFFFAOYSA-N 1-[2-(2-butoxyethoxy)ethoxy]butane Chemical compound CCCCOCCOCCOCCCC KZVBBTZJMSWGTK-UHFFFAOYSA-N 0.000 description 1
- UOWSVNMPHMJCBZ-UHFFFAOYSA-N 1-[2-(2-butoxypropoxy)propoxy]butane Chemical compound CCCCOCC(C)OCC(C)OCCCC UOWSVNMPHMJCBZ-UHFFFAOYSA-N 0.000 description 1
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-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
- WDQDOALSJXWMIU-UHFFFAOYSA-N 1-n-(1-aminopentan-3-yl)pentane-1,3-diamine Chemical compound CCC(N)CCNC(CC)CCN WDQDOALSJXWMIU-UHFFFAOYSA-N 0.000 description 1
- QEXJEJPSPOSZIS-UHFFFAOYSA-N 1-n-benzylpropane-1,2-diamine Chemical compound CC(N)CNCC1=CC=CC=C1 QEXJEJPSPOSZIS-UHFFFAOYSA-N 0.000 description 1
- IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- CHUGKEQJSLOLHL-UHFFFAOYSA-N 2,2-Bis(bromomethyl)propane-1,3-diol Chemical compound OCC(CO)(CBr)CBr CHUGKEQJSLOLHL-UHFFFAOYSA-N 0.000 description 1
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 description 1
- BLPURQSRCDKZNX-UHFFFAOYSA-N 2,4,6-tris(oxiran-2-ylmethoxy)-1,3,5-triazine Chemical compound C1OC1COC(N=C(OCC1OC1)N=1)=NC=1OCC1CO1 BLPURQSRCDKZNX-UHFFFAOYSA-N 0.000 description 1
- IRLYGRLEBKCYPY-UHFFFAOYSA-N 2,5-dimethylbenzenesulfonic acid Chemical compound CC1=CC=C(C)C(S(O)(=O)=O)=C1 IRLYGRLEBKCYPY-UHFFFAOYSA-N 0.000 description 1
- YXOKJIRTNWHPFS-UHFFFAOYSA-N 2,5-dimethylhexane-1,6-diamine Chemical compound NCC(C)CCC(C)CN YXOKJIRTNWHPFS-UHFFFAOYSA-N 0.000 description 1
- RLYCRLGLCUXUPO-UHFFFAOYSA-N 2,6-diaminotoluene Chemical compound CC1=C(N)C=CC=C1N RLYCRLGLCUXUPO-UHFFFAOYSA-N 0.000 description 1
- HREXIBFZDJHFCF-UHFFFAOYSA-N 2,6-dibromo-4-propylphenol Chemical compound CCCC1=CC(Br)=C(O)C(Br)=C1 HREXIBFZDJHFCF-UHFFFAOYSA-N 0.000 description 1
- HJZJMARGPNJHHG-UHFFFAOYSA-N 2,6-dimethyl-4-propylphenol Chemical compound CCCC1=CC(C)=C(O)C(C)=C1 HJZJMARGPNJHHG-UHFFFAOYSA-N 0.000 description 1
- 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 1
- GXVUZYLYWKWJIM-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanamine Chemical compound NCCOCCN GXVUZYLYWKWJIM-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- BBBUAWSVILPJLL-UHFFFAOYSA-N 2-(2-ethylhexoxymethyl)oxirane Chemical compound CCCCC(CC)COCC1CO1 BBBUAWSVILPJLL-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- JPEGUDKOYOIOOP-UHFFFAOYSA-N 2-(hexoxymethyl)oxirane Chemical compound CCCCCCOCC1CO1 JPEGUDKOYOIOOP-UHFFFAOYSA-N 0.000 description 1
- QNYBOILAKBSWFG-UHFFFAOYSA-N 2-(phenylmethoxymethyl)oxirane Chemical compound C1OC1COCC1=CC=CC=C1 QNYBOILAKBSWFG-UHFFFAOYSA-N 0.000 description 1
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- KGTLTHHEECJGCU-UHFFFAOYSA-N 2-N-benzhydrylpropane-1,2-diamine Chemical compound C(C1=CC=CC=C1)(C1=CC=CC=C1)NC(CN)C KGTLTHHEECJGCU-UHFFFAOYSA-N 0.000 description 1
- OHKOAJUTRVTYSW-UHFFFAOYSA-N 2-[(2-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC=C1CC1=CC=CC=C1N OHKOAJUTRVTYSW-UHFFFAOYSA-N 0.000 description 1
- DXEHULHXWHEJJD-UHFFFAOYSA-N 2-[(4-butylphenoxy)methyl]oxirane Chemical compound C1=CC(CCCC)=CC=C1OCC1OC1 DXEHULHXWHEJJD-UHFFFAOYSA-N 0.000 description 1
- MSWONMWDQHSVIY-UHFFFAOYSA-N 2-[(4-dodecylphenoxy)methyl]oxirane Chemical compound C1=CC(CCCCCCCCCCCC)=CC=C1OCC1OC1 MSWONMWDQHSVIY-UHFFFAOYSA-N 0.000 description 1
- CUFXMPWHOWYNSO-UHFFFAOYSA-N 2-[(4-methylphenoxy)methyl]oxirane Chemical compound C1=CC(C)=CC=C1OCC1OC1 CUFXMPWHOWYNSO-UHFFFAOYSA-N 0.000 description 1
- AVKQYWUBGXNBCW-UHFFFAOYSA-N 2-[(4-nonylphenoxy)methyl]oxirane Chemical compound C1=CC(CCCCCCCCC)=CC=C1OCC1OC1 AVKQYWUBGXNBCW-UHFFFAOYSA-N 0.000 description 1
- HHRACYLRBOUBKM-UHFFFAOYSA-N 2-[(4-tert-butylphenoxy)methyl]oxirane Chemical compound C1=CC(C(C)(C)C)=CC=C1OCC1OC1 HHRACYLRBOUBKM-UHFFFAOYSA-N 0.000 description 1
- FUIQBJHUESBZNU-UHFFFAOYSA-N 2-[(dimethylazaniumyl)methyl]phenolate Chemical compound CN(C)CC1=CC=CC=C1O FUIQBJHUESBZNU-UHFFFAOYSA-N 0.000 description 1
- HPILSDOMLLYBQF-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COC(CCC)OCC1CO1 HPILSDOMLLYBQF-UHFFFAOYSA-N 0.000 description 1
- HSDVRWZKEDRBAG-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COC(CCCCC)OCC1CO1 HSDVRWZKEDRBAG-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- NDXNCTAJOQSKIO-UHFFFAOYSA-N 2-butyl-2-ethylpentane-1,5-diamine Chemical compound CCCCC(CC)(CN)CCCN NDXNCTAJOQSKIO-UHFFFAOYSA-N 0.000 description 1
- FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical compound FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- JITOZFNULRJUJF-UHFFFAOYSA-N 2-ethyl-n-[[3-[(2-ethylhexylamino)methyl]phenyl]methyl]hexan-1-amine Chemical compound CCCCC(CC)CNCC1=CC=CC(CNCC(CC)CCCC)=C1 JITOZFNULRJUJF-UHFFFAOYSA-N 0.000 description 1
- LGYNIFWIKSEESD-UHFFFAOYSA-N 2-ethylhexanal Chemical compound CCCCC(CC)C=O LGYNIFWIKSEESD-UHFFFAOYSA-N 0.000 description 1
- LDQYTDPXIMNESL-UHFFFAOYSA-N 2-methyl-4-propylphenol Chemical compound CCCC1=CC=C(O)C(C)=C1 LDQYTDPXIMNESL-UHFFFAOYSA-N 0.000 description 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 1
- XCSGHNKDXGYELG-UHFFFAOYSA-N 2-phenoxyethoxybenzene Chemical compound C=1C=CC=CC=1OCCOC1=CC=CC=C1 XCSGHNKDXGYELG-UHFFFAOYSA-N 0.000 description 1
- CUZKCNWZBXLAJX-UHFFFAOYSA-N 2-phenylmethoxyethanol Chemical compound OCCOCC1=CC=CC=C1 CUZKCNWZBXLAJX-UHFFFAOYSA-N 0.000 description 1
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 1
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- UEZQPLQZAUVRDZ-UHFFFAOYSA-N 2-tert-butyl-4-propylphenol Chemical compound CCCC1=CC=C(O)C(C(C)(C)C)=C1 UEZQPLQZAUVRDZ-UHFFFAOYSA-N 0.000 description 1
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
- RKSBPFMNOJWYSB-UHFFFAOYSA-N 3,3-Bis(4-hydroxyphenyl)pentane Chemical compound C=1C=C(O)C=CC=1C(CC)(CC)C1=CC=C(O)C=C1 RKSBPFMNOJWYSB-UHFFFAOYSA-N 0.000 description 1
- MVSVFZKDCHTUGD-UHFFFAOYSA-N 3,4-dibromobicyclo[2.2.1]heptane Chemical compound C1CC2(Br)C(Br)CC1C2 MVSVFZKDCHTUGD-UHFFFAOYSA-N 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- POTQBGGWSWSMCX-UHFFFAOYSA-N 3-[2-(3-aminopropoxy)ethoxy]propan-1-amine Chemical compound NCCCOCCOCCCN POTQBGGWSWSMCX-UHFFFAOYSA-N 0.000 description 1
- JCEZOHLWDIONSP-UHFFFAOYSA-N 3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propan-1-amine Chemical compound NCCCOCCOCCOCCCN JCEZOHLWDIONSP-UHFFFAOYSA-N 0.000 description 1
- YOOSAIJKYCBPFW-UHFFFAOYSA-N 3-[4-(3-aminopropoxy)butoxy]propan-1-amine Chemical compound NCCCOCCCCOCCCN YOOSAIJKYCBPFW-UHFFFAOYSA-N 0.000 description 1
- JYDYHSHPBDZRPU-UHFFFAOYSA-N 3-methylcyclohexan-1-amine Chemical compound CC1CCCC(N)C1 JYDYHSHPBDZRPU-UHFFFAOYSA-N 0.000 description 1
- VATRWWPJWVCZTA-UHFFFAOYSA-N 3-oxo-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1C(F)(F)F VATRWWPJWVCZTA-UHFFFAOYSA-N 0.000 description 1
- ZCJFQRUOMXMBBL-UHFFFAOYSA-N 3h-dithiole;2-[2-(2-hydroxyethoxy)ethoxy]ethanol Chemical compound C1SSC=C1.OCCOCCOCCO ZCJFQRUOMXMBBL-UHFFFAOYSA-N 0.000 description 1
- DYIZJUDNMOIZQO-UHFFFAOYSA-N 4,5,6,7-tetrabromo-2-[2-(4,5,6,7-tetrabromo-1,3-dioxoisoindol-2-yl)ethyl]isoindole-1,3-dione Chemical compound O=C1C(C(=C(Br)C(Br)=C2Br)Br)=C2C(=O)N1CCN1C(=O)C2=C(Br)C(Br)=C(Br)C(Br)=C2C1=O DYIZJUDNMOIZQO-UHFFFAOYSA-N 0.000 description 1
- XHASMJXNUHCHBL-UHFFFAOYSA-N 4-(1-phenylethyl)phenol Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=CC=C1 XHASMJXNUHCHBL-UHFFFAOYSA-N 0.000 description 1
- KOGSPLLRMRSADR-UHFFFAOYSA-N 4-(2-aminopropan-2-yl)-1-methylcyclohexan-1-amine Chemical compound CC(C)(N)C1CCC(C)(N)CC1 KOGSPLLRMRSADR-UHFFFAOYSA-N 0.000 description 1
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical class O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 1
- AZZWZMUXHALBCQ-UHFFFAOYSA-N 4-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CC=2C=C(C)C(O)=C(C)C=2)=C1 AZZWZMUXHALBCQ-UHFFFAOYSA-N 0.000 description 1
- MIFGCULLADMRTF-UHFFFAOYSA-N 4-[(4-hydroxy-3-methylphenyl)methyl]-2-methylphenol Chemical compound C1=C(O)C(C)=CC(CC=2C=C(C)C(O)=CC=2)=C1 MIFGCULLADMRTF-UHFFFAOYSA-N 0.000 description 1
- XWCCUTVLIUTJHB-UHFFFAOYSA-N 4-[(4-hydroxynaphthalen-1-yl)methyl]naphthalen-1-ol Chemical compound C12=CC=CC=C2C(O)=CC=C1CC1=CC=C(O)C2=CC=CC=C12 XWCCUTVLIUTJHB-UHFFFAOYSA-N 0.000 description 1
- OBZFGWBLZXIBII-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)-3-methylbutyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CCC(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 OBZFGWBLZXIBII-UHFFFAOYSA-N 0.000 description 1
- NIRYBKWMEWFDPM-UHFFFAOYSA-N 4-[3-(4-hydroxyphenyl)-3-methylbutyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)CCC1=CC=C(O)C=C1 NIRYBKWMEWFDPM-UHFFFAOYSA-N 0.000 description 1
- WFCQTAXSWSWIHS-UHFFFAOYSA-N 4-[bis(4-hydroxyphenyl)methyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 WFCQTAXSWSWIHS-UHFFFAOYSA-N 0.000 description 1
- OAHMVZYHIJQTQC-UHFFFAOYSA-N 4-cyclohexylphenol Chemical compound C1=CC(O)=CC=C1C1CCCCC1 OAHMVZYHIJQTQC-UHFFFAOYSA-N 0.000 description 1
- KWXICGTUELOLSQ-UHFFFAOYSA-N 4-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=C(S(O)(=O)=O)C=C1 KWXICGTUELOLSQ-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 description 1
- CYYZDBDROVLTJU-UHFFFAOYSA-N 4-n-Butylphenol Chemical compound CCCCC1=CC=C(O)C=C1 CYYZDBDROVLTJU-UHFFFAOYSA-N 0.000 description 1
- KNDDEFBFJLKPFE-UHFFFAOYSA-N 4-n-Heptylphenol Chemical compound CCCCCCCC1=CC=C(O)C=C1 KNDDEFBFJLKPFE-UHFFFAOYSA-N 0.000 description 1
- ZHJGWYRLJUCMRT-UHFFFAOYSA-N 5-[6-[(4-methylpiperazin-1-yl)methyl]benzimidazol-1-yl]-3-[1-[2-(trifluoromethyl)phenyl]ethoxy]thiophene-2-carboxamide Chemical compound C=1C=CC=C(C(F)(F)F)C=1C(C)OC(=C(S1)C(N)=O)C=C1N(C1=C2)C=NC1=CC=C2CN1CCN(C)CC1 ZHJGWYRLJUCMRT-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000004114 Ammonium polyphosphate Substances 0.000 description 1
- 244000226021 Anacardium occidentale Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 1
- HTVITOHKHWFJKO-UHFFFAOYSA-N Bisphenol B Chemical compound C=1C=C(O)C=CC=1C(C)(CC)C1=CC=C(O)C=C1 HTVITOHKHWFJKO-UHFFFAOYSA-N 0.000 description 1
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 1
- GMTFURRRXIRGLH-UHFFFAOYSA-N C12CCCC2C2(CN)CC1CC2 Chemical compound C12CCCC2C2(CN)CC1CC2 GMTFURRRXIRGLH-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910001018 Cast iron Inorganic materials 0.000 description 1
- RQVUKTQBDDVBTI-UHFFFAOYSA-N ClC1C(C(C(CCCC1)(C1C=CC=C1)Cl)(Cl)Cl)(Cl)Cl Chemical compound ClC1C(C(C(CCCC1)(C1C=CC=C1)Cl)(Cl)Cl)(Cl)Cl RQVUKTQBDDVBTI-UHFFFAOYSA-N 0.000 description 1
- 239000009261 D 400 Substances 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 229920002430 Fibre-reinforced plastic Polymers 0.000 description 1
- HSRJKNPTNIJEKV-UHFFFAOYSA-N Guaifenesin Chemical compound COC1=CC=CC=C1OCC(O)CO HSRJKNPTNIJEKV-UHFFFAOYSA-N 0.000 description 1
- 206010019909 Hernia Diseases 0.000 description 1
- WLLGXSLBOPFWQV-UHFFFAOYSA-N MGK 264 Chemical compound C1=CC2CC1C1C2C(=O)N(CC(CC)CCCC)C1=O WLLGXSLBOPFWQV-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- SUZDAHJZMCPNEC-UHFFFAOYSA-N N'-[2-[3-aminopropyl(benzyl)amino]ethyl]propane-1,3-diamine Chemical compound NCCCNCCN(CCCN)CC1=CC=CC=C1 SUZDAHJZMCPNEC-UHFFFAOYSA-N 0.000 description 1
- XMZZHPLBMAVOEH-UHFFFAOYSA-N N-[[3-(aminomethyl)phenyl]methyl]-1,1-diphenylmethanamine Chemical compound C1(=CC=CC=C1)C(C1=CC=CC=C1)NCC=1C=C(C=CC=1)CN XMZZHPLBMAVOEH-UHFFFAOYSA-N 0.000 description 1
- PPNZWMRWWIBBOS-UHFFFAOYSA-N NCCCNCCN(CCCN)C(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound NCCCNCCN(CCCN)C(C1=CC=CC=C1)C1=CC=CC=C1 PPNZWMRWWIBBOS-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- KEYNFBOHVIWZAD-UHFFFAOYSA-N OP(ON(CC1)O2)(ON1OP2(O)=O)=O Chemical compound OP(ON(CC1)O2)(ON1OP2(O)=O)=O KEYNFBOHVIWZAD-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical group C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 241000519995 Stachys sylvatica Species 0.000 description 1
- WOURXYYHORRGQO-UHFFFAOYSA-N Tri(3-chloropropyl) phosphate Chemical compound ClCCCOP(=O)(OCCCCl)OCCCCl WOURXYYHORRGQO-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
- YQRCJEREOOTZMX-UHFFFAOYSA-N [3-[(benzylamino)methyl]phenyl]methanamine Chemical compound NCC1=CC=CC(CNCC=2C=CC=CC=2)=C1 YQRCJEREOOTZMX-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
- BQPNUOYXSVUVMY-UHFFFAOYSA-N [4-[2-(4-diphenoxyphosphoryloxyphenyl)propan-2-yl]phenyl] diphenyl phosphate Chemical compound C=1C=C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)C=CC=1C(C)(C)C(C=C1)=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 BQPNUOYXSVUVMY-UHFFFAOYSA-N 0.000 description 1
- DPNYVVLIXCRDQZ-UHFFFAOYSA-N [5-(aminomethyl)-2-bicyclo[2.2.1]heptanyl]methanamine [6-(aminomethyl)-2-bicyclo[2.2.1]heptanyl]methanamine Chemical compound NCC1CC2CC1CC2CN.NCC1CC2CC(CN)C1C2 DPNYVVLIXCRDQZ-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical group CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- SXQXMCWCWVCFPC-UHFFFAOYSA-N aluminum;potassium;dioxido(oxo)silane Chemical compound [Al+3].[K+].[O-][Si]([O-])=O.[O-][Si]([O-])=O SXQXMCWCWVCFPC-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001409 amidines Chemical class 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
- 235000019826 ammonium polyphosphate Nutrition 0.000 description 1
- 229920001276 ammonium polyphosphate Polymers 0.000 description 1
- 238000004873 anchoring Methods 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 239000010428 baryte Substances 0.000 description 1
- 229910052601 baryte Inorganic materials 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- XUCHXOAWJMEFLF-UHFFFAOYSA-N bisphenol F diglycidyl ether Chemical compound C1OC1COC(C=C1)=CC=C1CC(C=C1)=CC=C1OCC1CO1 XUCHXOAWJMEFLF-UHFFFAOYSA-N 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- IUTYMBRQELGIRS-UHFFFAOYSA-N boric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OB(O)O.NC1=NC(N)=NC(N)=N1 IUTYMBRQELGIRS-UHFFFAOYSA-N 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004918 carbon fiber reinforced polymer Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 235000020226 cashew nut Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- XRLIZCVYAYNXIF-UHFFFAOYSA-N cyclododeca-1,3,5-triene Chemical compound C1CCCC=CC=CC=CCC1 XRLIZCVYAYNXIF-UHFFFAOYSA-N 0.000 description 1
- RZUNIXAGSKNOIB-UHFFFAOYSA-N cyclododeca-1,3-diene Chemical compound C1CCCCC=CC=CCCC1 RZUNIXAGSKNOIB-UHFFFAOYSA-N 0.000 description 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 150000005205 dihydroxybenzenes Chemical class 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- BVURNMLGDQYNAF-UHFFFAOYSA-N dimethyl(1-phenylethyl)amine Chemical compound CN(C)C(C)C1=CC=CC=C1 BVURNMLGDQYNAF-UHFFFAOYSA-N 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229920006334 epoxy coating Polymers 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- IWBOPFCKHIJFMS-UHFFFAOYSA-N ethylene glycol bis(2-aminoethyl) ether Chemical compound NCCOCCOCCN IWBOPFCKHIJFMS-UHFFFAOYSA-N 0.000 description 1
- 229960005082 etohexadiol Drugs 0.000 description 1
- 239000004794 expanded polystyrene Substances 0.000 description 1
- 239000004795 extruded polystyrene foam Substances 0.000 description 1
- 239000011151 fibre-reinforced plastic Substances 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 239000010881 fly ash Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011494 foam glass Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- DDRPCXLAQZKBJP-UHFFFAOYSA-N furfurylamine Chemical compound NCC1=CC=CO1 DDRPCXLAQZKBJP-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000011491 glass wool Substances 0.000 description 1
- 239000002241 glass-ceramic Substances 0.000 description 1
- 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 1
- 239000010438 granite Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 229960002146 guaifenesin Drugs 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- PBBGSZCBWVPOOL-UHFFFAOYSA-N hexestrol Chemical compound C=1C=C(O)C=CC=1C(CC)C(CC)C1=CC=C(O)C=C1 PBBGSZCBWVPOOL-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 229940091173 hydantoin Drugs 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 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
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 238000000004 low energy electron diffraction Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- GBTLMWXVQMOHRC-UHFFFAOYSA-N n'-(1-aminopentan-3-yl)-2-methylpentane-1,5-diamine Chemical compound NCCC(CC)NCCCC(C)CN GBTLMWXVQMOHRC-UHFFFAOYSA-N 0.000 description 1
- IRYWPHGCDAOHJJ-UHFFFAOYSA-N n'-(3-aminopropyl)-2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCNCCCN IRYWPHGCDAOHJJ-UHFFFAOYSA-N 0.000 description 1
- BHXZPZYTQZQCHR-UHFFFAOYSA-N n-[[3-(aminomethyl)phenyl]methyl]-2-ethylhexan-1-amine Chemical compound CCCCC(CC)CNCC1=CC=CC(CN)=C1 BHXZPZYTQZQCHR-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- WTSXICLFTPPDTL-UHFFFAOYSA-N pentane-1,3-diamine Chemical compound CCC(N)CCN WTSXICLFTPPDTL-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- XZTOTRSSGPPNTB-UHFFFAOYSA-N phosphono dihydrogen phosphate;1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N)=N1.OP(O)(=O)OP(O)(O)=O XZTOTRSSGPPNTB-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- XFZRQAZGUOTJCS-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1 XFZRQAZGUOTJCS-UHFFFAOYSA-N 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 229920000962 poly(amidoamine) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011495 polyisocyanurate Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920003226 polyurethane urea Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229940088417 precipitated calcium carbonate Drugs 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- NMWCVZCSJHJYFW-UHFFFAOYSA-M sodium;3,5-dichloro-2-hydroxybenzenesulfonate Chemical compound [Na+].OC1=C(Cl)C=C(Cl)C=C1S([O-])(=O)=O NMWCVZCSJHJYFW-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- PFNFFQXMRSDOHW-UHFFFAOYSA-N spermine Chemical compound NCCCNCCCCNCCCN PFNFFQXMRSDOHW-UHFFFAOYSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 239000011145 styrene acrylonitrile resin Substances 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 230000009182 swimming Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920002397 thermoplastic olefin Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- YQKGJRGUAQVYNL-UHFFFAOYSA-N tris(1,2-dichloropropan-2-yl) phosphate Chemical compound ClCC(Cl)(C)OP(=O)(OC(C)(Cl)CCl)OC(C)(Cl)CCl YQKGJRGUAQVYNL-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
- BHYQWBKCXBXPKM-UHFFFAOYSA-N tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate Chemical class BrCC(CBr)(CBr)COP(=O)(OCC(CBr)(CBr)CBr)OCC(CBr)(CBr)CBr BHYQWBKCXBXPKM-UHFFFAOYSA-N 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- KLNPWTHGTVSSEU-UHFFFAOYSA-N undecane-1,11-diamine Chemical compound NCCCCCCCCCCCN KLNPWTHGTVSSEU-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5033—Amines aromatic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/27—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5006—Amines aliphatic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- 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
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
本发明的主题是用于环氧树脂的固化剂,所述固化剂包含重量比在65/35至95/5范围内的N‑苯甲基‑1,2‑乙二胺和N,N'‑二苯甲基‑1,2‑乙二胺。根据本发明的固化剂容易制备,特别良好地稀释环氧树脂并且能够实现具有良好可加工性和长适用期的低排放环氧树脂产品,所述环氧树脂产品可靠且出人意料地快速固化并且立即可踩踏,特别是即使在湿冷条件下。由此特别形成具有高机械品质、高表面品质和低黄变倾向的涂料。所述环氧树脂产品特别适合用作地面涂料。
Description
技术领域
用于环氧树脂的固化剂、环氧树脂组合物及其特别是作为涂料的用途。
背景技术
基于环氧树脂的涂料广泛用于土木工程。其由液体树脂组分和固化剂组分组成,所述树脂组分和固化剂组分在施加之前混合,然后在约5至35℃范围内的环境温度下固化以形成高强度和稳定性的材料。这种环氧树脂涂料倾向于出现表面缺陷,例如浑浊、斑点、粗糙或粘性,也称为“雾浊(Blushing)”。
雾浊是由于固化剂组分中包含的胺与空气中的二氧化碳(CO2)形成盐而引起的,特别在高空气湿度和低温下出现。特别是在对美学要求较高的涂料应用(例如地面覆层)中,出现与雾浊有关的表面缺陷极为不利,并且通常需要对有缺陷的区域甚至整个涂层进行费力的后处理或重涂。
借助于稀释剂可降低环氧树脂组合物的粘度,使其易于施加并良好润湿基材表面。同时,稀释剂还降低了雾浊的可能性。常规稀释剂(例如苯甲醇)是挥发性化合物(VOC或SVOC),在固化时不会嵌入聚合物基质中,因此会造成排放。对于消费者需求不断增长的低排放产品,因此只能使用少量稀释剂或完全不使用稀释剂。
为了减少雾浊并作为反应性稀释剂,可以在固化剂组分中使用如EP 2,943,464、WO 2016/023839、EP 3,138,863或EP 3,144,335中所述的烷基化胺。特别合适的是EP 3,138,863中描述的N-苯甲基-1,2-乙二胺。然而由此获得的环氧树脂涂料的可加工性、固化速度和表面品质尚可改进。
发明内容
本发明的目的是提供一种用于环氧树脂的固化剂,所述固化剂能克服现有技术的缺点,并且特别适用于在美学上要求较高的涂料应用。
通过如下文所述的固化剂来实现所述目的,所述固化剂包含N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺的特定组合。根据本发明的固化剂具有低粘度并且特别良好地稀释环氧树脂组合物,由此其被配制成低排放组合物,而且尽管如此作为涂料仍然具有良好的可加工性。
根据本发明的固化剂还能够在湿冷条件下(例如特别是8℃/80%相对湿度下)实现出人意料的快速固化。涂层因此在短时间之后(通常在施加之后最初的24小时内)即可踩踏,并且可以进一步处理,例如再涂或密封。最后,根据本发明的固化剂在经固化涂层的表面品质方面获得特别好的结果。
与单独使用N-苯甲基-1,2-乙二胺相比,以要求的重量比组合使用N,N'-二苯甲基-1,2-乙二胺能够实现湿冷条件下更快的固化和更高的表面品质以及更好的可加工性,而不会明显损害标准气候(23℃/50%相对湿度)下的最终硬度或固化。这是特别出人意料的,因为N,N'-二苯甲基-1,2-乙二胺的官能度较低,原本预期固化会明显更慢且最终硬度较低。
根据本发明的固化剂可容易制备,特别是通过1,2-乙二胺与苯甲醛和氢的还原烷基化而制备。其特别良好地稀释环氧树脂并且能够实现具有良好可加工性和较长适用期的低排放环氧树脂产品,所述环氧树脂产品可以可靠且出乎意料地快速固化并且很快可踩踏,特别是即使在湿冷条件下。由此特别形成具有高机械品质、高表面品质和低黄变倾向的涂料。这种环氧树脂产品特别适合用作地面涂料。
本发明的其它方面为其它独立权利要求的主题。本发明的特别优选的实施方案为从属权利要求的主题。
具体实施方式
本发明的主题是用于环氧树脂的固化剂,所述固化剂包含重量比在65/35至95/5范围内的N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺。
“伯氨基”表示结合至仅一个有机基团并且带有两个氢原子的氨基;“仲氨基”表示结合至两个有机基团(也可以共同成为环的一部分)并且带有一个氢原子的氨基;并且“叔氨基”表示结合至三个有机基团(其中两个或三个也可以成为一个或多个环的一部分)并且不带有氢原子的氨基。
“胺氢”表示伯氨基和仲氨基的氢原子。
“胺氢当量”表示包含一摩尔当量胺氢的胺或含胺组合物的质量。
以“聚/多”为首的物质名称,如多胺或聚环氧化物,表示形式上每分子包含两个或多个在其名称中出现的官能团的物质。
“稀释剂”表示可溶于环氧树脂并且使其粘度降低的物质,所述物质在固化时不化学结合至环氧树脂聚合物中。
“分子量”表示分子的摩尔质量(单位为克/摩尔)。“平均分子量”表示低聚物分子或聚合物分子的多分散性混合物的数均值Mn,其通常通过凝胶渗透色谱法(GPC)相对于聚苯乙烯标样确定。
“适用期”表示环氧树脂组合物的可加工性持续时间,即组分的混合与经混合组合物的施用之间最大可能的时间跨度,在所述时间跨度内组合物处于充分流动状态并且可以润湿基材表面。
粘合剂的“开放时间”表示粘合剂的施用与待粘合部件的接合之间对于力锁合式(kraftschlüssige)连接最大可能的时间跨度。
“室温”表示23℃的温度。
所述固化剂优选不是水基的。其特别包含少于10重量%,优选少于5重量%,特别优选少于2.5重量%的水。所述固化剂特别适用于非乳化环氧树脂的固化并且能够实现非常疏水和持久的材料。
所述固化剂优选基本上不含N,N-二苯甲基-1,2-乙二胺,即具有一个叔氨基和一个伯氨基的二胺。所述固化剂优选包含少于2重量%,特别优选少于1重量%,特别是少于0.5重量%的N,N-二苯甲基-1,2-乙二胺,以N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺的总量计。
N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺之间的重量比优选在70/30至90/10,特别是80/20至90/10的范围内。这种固化剂能够实现良好稀释、快速固化和高表面品质的特别吸引人的组合。
N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺优选通过1,2-乙二胺与苯甲醛和氢的还原烷基化而制备。
还原烷基化优选在合适催化剂的存在下进行。优选作为催化剂的是碳负载的钯(Pd/C)、碳负载的铂(Pt/C)、Adams催化剂或雷尼镍,特别是碳负载的钯或雷尼镍。
还原烷基化优选在压力装置中在5至150bar,特别是10至100bar的氢压下进行。其可以以间歇过程或优选以连续过程进行。
还原烷基化优选在40至120℃,特别是60至100℃范围内的温度下进行。
N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺可以单独制备并以适用于根据本发明固化剂的重量比混合。
优选地,通过1,2-乙二胺和苯甲醛之间以特定摩尔比进行还原烷基化,获得包含两种胺的反应混合物,从而一起制备N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺。
特别优选这样选择1,2-乙二胺和苯甲醛之间的摩尔比,使得所得反应混合物中N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺之间的重量比对应于根据本发明的固化剂的重量比。
1,2-乙二胺与苯甲醛的摩尔比优选在5/1至1.5/1,特别优选4/1至2/1的范围内。可以使用这样的反应混合物直接制备根据本发明的固化剂,而无需加入分别制备的N-苯甲基-1,2-乙二胺或N,N'-二苯甲基-1,2-乙二胺。
因此,根据本发明的固化剂优选包含由1,2-乙二胺与苯甲醛和氢的还原烷基化反应获得的反应混合物,所述反应混合物包含重量比在65/35至95/5,优选70/30至90/10,特别是80/20至90/10范围内的N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺。
根据本发明的固化剂优选包含至少一种其它胺。
优选作为其它胺的是具有至少2个,特别是至少3个胺氢的脂族、脂环族或芳脂族的多胺,例如特别是2,2-二甲基-1,3-丙二胺,1,3-戊二胺(DAMP),1,5-戊二胺,1,5-二氨基-2-甲基戊烷(MPMD),2-丁基-2-乙基-1,5-戊二胺(C11-新二胺),1,6-己二胺,2,5-二甲基-1,6-己二胺,2,2(4),4-三甲基-1,6-己二胺(TMD),1,7-庚二胺,1,8-辛二胺,1,9-壬二胺,1,10-癸二胺,1,11-十一烷二胺,1,12-十二烷二胺,1,2-、1,3-或1,4-二氨基环己烷,1,3-双(氨基甲基)环己烷,1,4-双(氨基甲基)环己烷,双(4-氨基环己基)甲烷,双(4-氨基-3-甲基环己基)甲烷,双(4-氨基-3-乙基环己基)甲烷,双(4-氨基-3,5-二甲基环己基)甲烷,双(4-氨基-3-乙基-5-甲基环己基)甲烷,1-氨基-3-氨基甲基-3,5,5-三甲基环己烷(异佛尔酮二胺或IPDA),2(4)-甲基-1,3-二氨基环己烷,2,5(2,6)-双(氨基甲基)双环[2.2.1]庚烷(NBDA),3(4),8(9)-双(氨基甲基)三环[5.2.1.02,6]癸烷,1,4-二氨基-2,2,6-三甲基环己烷(TMCDA),1,8-薄荷烷二胺,3,9-双(3-氨基丙基)-2,4,8,10-四氧杂螺[5.5]十一烷,1,3-双(氨基甲基)苯(MXDA),1,4-双(氨基甲基)苯,双(2-氨基乙基)醚,3,6-二氧杂辛烷-1,8-二胺,4,7-二氧杂癸烷-1,10-二胺,4,7-二氧杂癸烷-2,9-二胺,4,9-二氧杂十二烷-1,12-二胺,5,8-二氧杂十二烷-3,10-二胺,4,7,10-三氧杂十三烷-1,13-二胺或这些二胺的更高级低聚物,双(3-氨基丙基)聚四氢呋喃或其它聚四氢呋喃二胺,通过1,4-二羟甲基环己烷的丙氧基化和随后的胺化而形成的含有脂环族醚基的二胺,特别以RFD-270(来自Huntsman)获得,或聚氧化亚烷基二胺或三胺,特别是/>D-230、D-400、/>D-2000、/>EDR-104、/>EDR-148、EDR-176、/>T-403、/>T-3000、/>T-5000(全部来自Huntsman),或来自BASF或Nitroil的相应胺,2-氨基乙基哌嗪,3-二甲基氨基丙胺(DMAPA),3-(3-(二甲基氨基)丙基氨基)丙胺(DMAPAPA),双(6-氨基己基)胺(BHMT),二亚乙基三胺(DETA),三亚乙基四胺(TETA),四亚乙基五胺(TEPA),五亚乙基六胺(PEHA)或线性聚乙烯胺的更高级的同系物,二亚丙基三胺(DPTA),N-(2-氨基乙基)-1,3-丙二胺(N3-胺),N,N'-双(3-氨基丙基)乙二胺(N4-胺),N,N'-双(3-氨基丙基)-1,4-二氨基丁烷,N5-(3-氨基丙基)-2-甲基-1,5-戊二胺,N3-(3-氨基戊基)-1,3-戊二胺,N5-(3-氨基-1-乙基丙基)-2-甲基-1,5-戊二胺,N,N'-双(3-氨基-1-乙基丙基)-2-甲基-1,5-戊二胺,N-苯甲基二亚乙基三胺,N-苯甲基三亚乙基四胺,N,N'-二苯甲基三亚乙基四胺,N”-苯甲基-N,N'-双(3-氨基丙基)乙二胺,N”,N”'-二苯甲基-N,N'-双(3-氨基丙基)乙二胺,N-苯甲基-1,2-丙二胺,N,N'-二苯甲基丙烷-1,2-二胺,N-苯甲基-1,3-双(氨基甲基)苯,N,N'-二苯甲基-1,3-双(氨基甲基)苯,N-(2-乙基己基)-1,3-双(氨基甲基)苯,N,N'-双(2-乙基己基)-1,3-双(氨基甲基)苯,苯乙烯化MXDA(可从Mitsubishi Gas Chemical以/>240获得),上述或其它多胺与环氧化物或环氧树脂的加合物,特别是与二环氧化物或单环氧化物的加合物,或聚酰胺基胺,特别是一元羧酸或多元羧酸或其酯或酸酐(特别是二聚脂肪酸)与化学计量过量使用的脂族、脂环族或芳族多胺(特别是聚亚烷基胺,例如DETA或TETA)的反应产物,或曼尼希碱,特别是酚醛胺,即酚(特别是腰果酚)与醛(特别是甲醛)和多胺的反应产物。
所述固化剂优选包含至少一种选自如下的其它胺:TMD,1,2-、1,3-或1,4-二氨基环己烷,1,3-双(氨基甲基)环己烷,1,4-双(氨基甲基)环己烷,双(4-氨基环己基)甲烷,IPDA,2(4)-甲基-1,3-二氨基环己烷,MXDA,平均分子量Mn在200至500g/mol范围内的聚氧化亚丙基二胺,DMAPAPA,BHMT,DETA,TETA,TEPA,PEHA,DPTA,N3-胺,N4-胺,这些多胺或其它多胺与单环氧化物或二环氧化物的加合物,以及曼尼希碱。
其中优选的是TMD,1,3-双(氨基甲基)环己烷,IPDA,MXDA,DMAPAPA,BHMT,DETA,TETA,TEPA,PEHA,DPTA,N3-胺,N4-胺或其与单环氧化物或二环氧化物的加合物,特别是其与双酚-A或双酚-F二缩水甘油醚的加合物。共同使用这种胺能够实现特别高的硬度或特别高的玻璃化转变温度。
其中进一步优选的是MPMD或1,2-丙二胺与甲苯基缩水甘油醚(特别是邻甲苯基缩水甘油醚)的加合物。相对于甲苯基缩水甘油醚优选使用过量MPMD或1,2-丙二胺进行加合,并且在反应之后通过蒸馏除去未加合的胺。
所述固化剂优选可以包含两种或多种所提及的其它胺的组合。
特别优选作为其它胺的是IPDA。这种固化剂可广泛获得、廉价并且能够实现具有特别高硬度和高玻璃化转变温度的环氧树脂产品。
特别优选作为其它胺的是MXDA。这种固化剂可广泛获得、廉价并且能够实现具有特别快速固化和高玻璃化转变温度的环氧树脂产品。
特别优选作为其它胺的还有TETA、TEPA、PEHA或N4-胺。这种固化剂可广泛获得、特别廉价并且能够实现具有特别快速固化、高硬度和高玻璃化转变温度的环氧树脂产品。
特别优选作为其它胺的还有DMAPAPA,特别是用在环氧树脂粘合剂中时。由此获得特别高的强度和粘附力。
根据本发明的固化剂优选还可以包含两种或多种所述其它胺的组合。
所述其它胺优选以一定量使用,使得相对于每摩尔来自N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺的胺氢,存在0.1至10,优选0.2至5摩尔的来自其它胺的胺氢。
所述固化剂任选包含至少一种稀释剂。
特别合适的是二甲苯、2-甲氧基乙醇、二甲氧基乙醇、2-乙氧基乙醇、2-丙氧基乙醇、2-异丙氧基乙醇、2-丁氧基乙醇、2-苯氧基乙醇、2-苄氧基乙醇、苯甲醇、乙二醇、乙二醇二甲醚、乙二醇二***、乙二醇二丁醚、乙二醇二苯醚、二乙二醇、二乙二醇单甲醚、二乙二醇单***、二乙二醇单正丁醚、二乙二醇二甲醚、二乙二醇二***、二乙二醇二正丁醚、丙二醇丁醚、丙二醇苯醚、二丙二醇、二丙二醇单甲醚、二丙二醇二甲醚、二丙二醇二正丁醚、二苯甲烷、二异丙基萘,石油馏分例如-型(来自Exxon),烷基酚例如叔丁基酚、壬基酚、十二烷基酚、腰果酚(来自腰果壳油,包含作为主要成分的3-(8,11,14-十五碳三烯基)酚)、苯乙烯化的酚、双酚,芳族烃树脂,特别是含酚基型,烷氧基化的酚,特别是乙氧基化或丙氧基化的酚,特别是2-苯氧基乙醇,己二酸酯、癸二酸酯、邻苯二甲酸酯、苯甲酸酯、有机磷酸酯或磺酸酯或磺酰胺。
优选的是沸点大于200℃的稀释剂。
稀释剂优选选自苯甲醇、苯乙烯化酚、乙氧基化酚、含酚基的芳族烃树脂,特别是-型LS 500、LX 200、LA 300或LA 700(来自Rütgers),二异丙基萘和腰果酚。特别优选的是苯甲醇。
含酚基的稀释剂也表现出促进剂作用。
所述固化剂任选包含至少一种促进剂。
适合作为促进剂的是促进氨基和环氧基团之间的反应的物质,特别为酸或可水解成酸的化合物,特别是有机羧酸例如乙酸、苯甲酸、水杨酸、2-硝基苯甲酸、乳酸、有机磺酸例如甲磺酸、对二甲苯磺酸或4-十二烷基苯磺酸、磺酸酯、其它有机或无机酸例如特别是磷酸,或上述酸和酸酯的混合物;硝酸盐例如特别是硝酸钙;叔胺例如特别是1,4-二氮杂双环[2.2.2]辛烷、苯甲基二甲胺、α-甲基苯甲基二甲胺、三乙醇胺、二甲基-氨基丙基胺,咪唑例如特别是N-甲基咪唑、N-乙烯基咪唑或1,2-二甲基咪唑,所述叔胺的盐,季铵盐,例如特别是苯甲基三甲基氯化铵,脒例如特别是1,8-二氮杂双环[5.4.0]十一碳-7-烯,胍例如特别是1,1,3,3-四甲基胍,酚特别是双酚、酚-树脂,或曼尼希碱例如特别是2-(二甲基氨基甲基)酚、2,4,6-三(二甲基氨基甲基)酚或由酚、甲醛和N,N-二甲基-1,3-丙二胺形成的聚合物,亚磷酸酯例如特别是二苯基或三苯基亚磷酸酯,或具有巯基的化合物。
优选作为促进剂的是酸、硝酸盐、叔胺或曼尼希碱。
特别优选的是水杨酸或硝酸钙或2,4,6-三(二甲基氨基甲基)酚或其组合。
最优选的是硝酸钙和2,4,6-三(二甲基氨基甲基)酚的组合。由其实现特别快速的固化(特别是即使在低温下)和特别高的硬度。
硝酸钙特别以具有20至70重量%硝酸钙的水溶液的形式使用。
本发明的另一个主题是环氧树脂组合物,包含
-树脂组分,所述树脂组分包含至少一种环氧树脂,和
-固化剂组分,所述固化剂组分包含重量比在65/35至95/5,优选70/30至90/10,特别是80/20至90/10范围内的N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺。
合适的环氧树脂以已知的方式获得,特别是通过烯烃的氧化或者通过表氯醇与多元醇、多酚或胺的反应获得。
合适的环氧树脂特别是芳族环氧树脂,特别是如下物质的缩水甘油醚:
-双酚-A、双酚-F或双酚-A/F,其中A表示丙酮并且F表示甲醛,其充当用于制备所述双酚的反应物。在双酚-F的情况下也可以存在特别是源自2,4'-或2,2'-羟基苯基甲烷的位置异构体。
-二羟基苯衍生物例如间苯二酚、对苯二酚或邻苯二酚;
-其它双酚或多酚例如双(4-羟基-3-甲基苯基)-甲烷、2,2-双(4-羟基-3-甲基苯基)丙烷(双酚-C)、双(3,5-二甲基-4-羟基苯基)甲烷、2,2-双(3,5-二甲基-4-羟基苯基)丙烷、2,2-双(3,5-二溴-4-羟基苯基)丙烷、2,2-双(4-羟基-3-叔丁基苯基)丙烷、2,2-双(4-羟基苯基)丁烷(双酚-B)、3,3-双(4-羟基苯基)戊烷、3,4-双(4-羟基苯基)己烷、4,4-双(4-羟基苯基)庚烷、2,4-双(4-羟基苯基)-2-甲基丁烷、2,4-双(3,5-二甲基-4-羟基苯基)-2-甲基丁烷、1,1-双(4-羟基苯基)环己烷(双酚-Z)、1,1-双(4-羟基苯基)-3,3,5-三甲基环己烷(双酚-TMC)、1,1-双(4-羟基苯基)-1-苯基乙烷、1,4-双[2-(4-羟基苯基)-2-丙基]苯(双酚-P)、1,3-双[2-(4-羟基苯基)-2-丙基]苯(双酚-M)、4,4'-二羟基联苯(DOD)、4,4'-二羟基苯甲酮、双(2-羟基萘-1-基)甲烷、双(4-羟基萘-1-基)甲烷、1,5-二羟基萘、三(4-羟基苯基)甲烷、1,1,2,2-四(4-羟基苯基)乙烷、双(4-羟基苯基)醚或双(4-羟基苯基)砜;
-酚醛清漆,其特别是苯酚或甲酚与甲醛或聚甲醛或乙醛或巴豆醛或异丁醛或2-乙基己醛或苯甲醛或糠醛的缩合产物;
-芳族胺,例如苯胺、对甲苯胺、4-氨基苯酚、4,4'-亚甲基二苯基二胺、4,4'-亚甲基二苯基二-(N-甲基)胺、4,4'-[1,4-亚苯基-双(1-甲基亚乙基)]二苯胺(二苯胺-P)或4,4'-[1,3-亚苯基-双(1-甲基亚乙基)]二苯胺(二苯胺-M)。
其它合适的环氧树脂为脂族或脂环族聚环氧化物,特别是
-饱和或不饱和、支化或非支化、环状或开链的二官能、三官能或四官能的C2-至C30-醇的缩水甘油醚,特别是乙二醇、丙二醇、丁二醇、己二醇、辛二醇、聚丙二醇、二羟甲基环己烷、新戊二醇、二溴新戊二醇、蓖麻油、三羟甲基丙烷、三羟甲基乙烷、季戊四醇、山梨醇或甘油,或烷氧基化甘油或烷氧基化三羟甲基丙烷;
-氢化的双酚-A-、-F-或-A/F-液体树脂,或氢化的双酚-A、-F或-A/F的缩水甘油基化产物;
-酰胺或杂环含氮碱的N-缩水甘油基衍生物,例如三缩水甘油基氰脲酸酯或三缩水甘油基异氰脲酸酯,或表氯醇和乙内酰脲的反应产物。
-得自烯烃(例如特别是乙烯基环己烯、二环戊二烯、环己二烯、环十二烷二烯、环十二烷三烯、异戊二烯、1,5-己二烯、丁二烯、聚丁二烯或二乙烯基苯)的氧化的环氧树脂。
环氧树脂优选为液态树脂或包含两种或多种液体环氧树脂的混合物。
“液体环氧树脂”表示玻璃化转变温度低于25℃的工业聚环氧化物。
树脂组分任选还包含一定含量的固体环氧树脂。
环氧树脂特别是基于双酚的液体树脂,特别是双酚-A二缩水甘油醚和/或双酚-F-二缩水甘油醚,例如从Olin、Huntsman或Momentive市售获得的那些。这些液体树脂具有对于环氧树脂来说较低的粘度并且能够实现快速固化和高硬度。其可以包含一定含量的双酚A-固体树脂或酚醛清漆-缩水甘油醚。
树脂组分可以包含反应性稀释剂。
优选作为反应性稀释剂的是含环氧基团的反应性稀释剂,特别是丁二醇二缩水甘油醚、己二醇二缩水甘油醚、三羟甲基丙烷二或三缩水甘油醚、苯基缩水甘油醚、甲酚缩水甘油醚、愈创木酚缩水甘油醚、4-甲氧基苯基缩水甘油醚、对正丁基苯基缩水甘油醚、对叔丁基苯基缩水甘油醚、4-壬基苯基缩水甘油醚、4-十二烷基苯基缩水甘油醚、腰果酚缩水甘油醚、苯甲基缩水甘油醚、烯丙基缩水甘油醚、丁基缩水甘油醚、己基缩水甘油醚、2-乙基己基缩水甘油醚或天然醇的缩水甘油醚,例如特别是C8-至C10-或C12-至C14-或C13-至C15-烷基缩水甘油醚。
环氧树脂组合物优选包含至少一种选自稀释剂、促进剂和填料的其它成分。
适合作为促进剂的是已经提及的那些,特别是水杨酸、硝酸钙或2,4,6-三(二甲基氨基甲基)苯酚或其组合。最优选的是硝酸钙和2,4,6-三(二甲基氨基甲基)苯酚的组合。由其实现特别快速的固化(特别是即使在低温下)和特别高的硬度。
适合作为稀释剂的是已经提到的那些,特别是沸点大于200℃的那些。
稀释剂优选选自苯甲醇、苯乙烯化酚、乙氧基化酚、含酚基的芳族烃树脂,特别是-型LS 500、LX 200、LA 300或LA 700(来自Rütgers),二异丙基萘和腰果酚。特别优选的是苯甲醇。
所述环氧树脂组合物优选仅包含较低含量的稀释剂。其优选包含少于25重量%,特别优选少于15重量%,特别是少于10重量%的稀释剂。这能够实现低排放或无排放的环氧树脂产品。
合适的填料特别是任选涂布有脂肪酸(特别是硬脂酸酯)的研磨碳酸钙或沉淀碳酸钙,重晶石(沉晶石),滑石,石英粉,石英砂,碳化硅,云母铁矿,白云石,硅灰石,高岭土,云母(钾-铝-硅酸盐),分子筛,氧化铝,氢氧化铝,氢氧化镁,二氧化硅,水泥,石膏,粉煤灰,炭黑,石墨,金属粉末例如铝、铜、铁、锌、银或钢,PVC-粉末或空心球。
优选的是碳酸钙、石英粉和石英砂。
所述环氧树脂组合物任选包含其它助剂和添加剂,特别是以下这些:
–反应性稀释剂,特别是上文已经提到的那些,或环氧化豆油或亚麻子油,具有乙酰乙酸酯基的化合物,特别是乙酰乙酸化的多元醇,丁内酯,碳酸盐,醛,异氰酸酯或具有反应性基团的硅酮;
-溶剂;
-其它胺,特别是单胺,例如特别是苯甲胺或糠胺,或芳族多胺例如特别是4,4'-、2,4'和/或2,2'-二氨基二苯基甲烷,2,4-和/或2,6-甲苯二胺,3,5-二甲基硫代-2,4-和/或-2,6-甲苯二胺,3,5-二乙基-2,4-和/或-2,6-甲苯二胺;
-具有巯基的化合物,特别是液体形式的硫醇封端的聚硫化物聚合物,硫醇封端的聚氧亚烷基醚,硫醇封端的聚氧亚烷基衍生物,硫代羧酸的聚酯,2,4,6-三巯基-1,3,5-三嗪,三乙二醇二硫醇或乙二硫醇;
-聚合物,特别是聚酰胺、聚硫化物、聚乙烯醇缩甲醛(PVF)、聚乙烯醇缩丁醛(PVB)、聚氨酯(PUR)、具有羧基的聚合物、聚酰胺、丁二烯-丙烯腈-共聚物、苯乙烯-丙烯腈-共聚物、丁二烯-苯乙烯-共聚物、不饱和单体(特别选自乙烯、丙烯、丁烯、异丁烯、异戊二烯、乙酸乙烯酯或(甲基)丙烯酸烷基酯)的均聚物或共聚物,特别是氯磺化的聚乙烯或含氟聚合物或磺酰胺改性的三聚氰胺;
-纤维,特别是玻璃纤维、碳纤维、金属纤维、陶瓷纤维或塑料纤维,例如聚酰胺纤维或聚乙烯纤维;
-颜料,特别是二氧化钛、氧化铁或氧化铬(III);
-流变改性剂,特别是增稠剂或抗沉降剂;
-助粘剂,特别是有机烷氧基硅烷;
-阻燃物质,特别是已经提及的填料氢氧化铝或氢氧化镁、三氧化锑、五氧化锑、硼酸(B(OH)3)、硼酸锌、磷酸锌、硼酸三聚氰胺、氰尿酸三聚氰胺、多磷酸铵、磷酸三聚氰胺、焦磷酸三聚氰胺、多溴化二苯基氧或二苯醚、磷酸酯例如特别是二苯基甲苯基磷酸酯、间苯二酚-双(磷酸二苯酯)、间苯二酚-二磷酸酯低聚物、四苯基间苯二酚二亚磷酸酯、乙二胺二磷酸酯、双酚-A-双(磷酸二苯酯)、三(氯乙基)磷酸酯、三(氯丙基)磷酸酯、三(二氯异丙基)磷酸酯,三[3-溴-2,2-双(溴甲基)丙基]磷酸酯、四溴-双酚-A、双酚A的双(2,3-二溴丙基醚)、溴化环氧树脂、亚乙基-双(四溴邻苯二甲酰亚胺)、亚乙基-双(二溴降莰烷二甲酰亚胺)、1,2-双-(三溴苯氧基)乙烷、三(2,3-二溴丙基)异氰脲酸酯、三溴苯酚、六溴环十二烷、双(六氯环戊二烯基)环辛烷或氯化石蜡;或
-添加剂,特别是分散的石蜡、成膜助剂、润湿剂、流平剂、消泡剂、脱气剂、抵抗氧化、热、光或紫外辐射的稳定剂或杀生物剂。
所述环氧树脂组合物优选包含其它助剂和添加剂,特别是颜料、润湿剂、流平剂和/或消泡剂。
在所述环氧树脂组合物中,对环氧基团有反应性的基团的数量与环氧基团的数量的比例优选在0.5至1.5,特别是0.7至1.2的范围内。
所述环氧树脂组合物中存在的伯氨基和仲氨基和任选存在的其它对环氧基团有反应性的基团通过其开环(加成反应)与环氧基团反应。所述反应的主要结果是所述组合物聚合并且因此固化。
所述环氧树脂组合物的树脂组分和固化剂组分储存在彼此分离的容器中。所述环氧树脂组合物的其它成分可以作为树脂组分或固化剂组分的成分存在,其中对环氧基团有反应性的其它成分优选为固化剂组分的成分。同样有可能的是,存在其它成分作为另一种其他的组分。用于储存树脂组分或固化剂组分的合适的容器特别是桶、瓶、袋、斗、罐、料盒或管。组分是可储存的,亦即其在使用之前可以保存数月至一年和更久,而不会在与其使用相关的程度上改变其各自性质。为了使用环氧树脂组合物,紧接着施加之前或者在施加过程中彼此混合所述组分。树脂组分和固化剂组分之间的混合比例优选这样选择,使得固化剂组分的对环氧基团有反应性的基团与树脂组分的环氧基团以合适比例存在,如上文所述的比例。以重量份计,树脂组分和固化剂组分之间的混合比例通常在1:10至10:1的范围内。
所述组分的混合通过合适方法进行;其可以连续或间歇式进行。如果混合不是紧接着施加之前进行,则必须注意的是:组分的混合和施加之间不能经过太久的时间并且在适用期内进行施加。混合特别在环境温度下进行,所述环境温度通常在约5至40℃,优选约10至35℃的范围内。
通过两种组分的混合开始通过化学反应而固化,如上文所述那样。固化通常在0至150℃范围内的温度下进行。优选地,固化在环境温度下进行并且通常持续数天至数周。持续时间主要取决于温度、成分的反应性及其化学计量比以及促进剂的存在。
在至少一个基材上施加环氧树脂组合物,其中如下物质是特别合适的:
-玻璃、玻璃陶瓷、混凝土、砂浆、水泥、纤维水泥、砖、瓦、石膏或天然石材例如花岗石或大理石;
-基于PCC(聚合物改性的水泥砂浆)或ECC(环氧树脂改性的水泥砂浆)的修复料或找平料;
-金属或合金,例如铝、铁、钢、铜、其它有色金属,包括经表面处理的金属或合金,例如镀锌或镀铬的金属
-柏油或沥青;
-皮革、织物、纸、木材、与树脂(例如酚树脂、三聚氰胺树脂或环氧树脂)结合的木质材料、树脂-织物复合材料或其它所谓的聚合物-复合物;
-塑料,例如硬质和软质PVC、聚碳酸酯、聚苯乙烯、聚酯、聚酰胺、PMMA、ABS、SAN、环氧树脂、酚醛树脂、PUR、POM、TPO、PE、PP、EPM或EPDM,各自未处理或例如经由等离子体、电晕或火焰进行表面处理;
-纤维增强的塑料,例如碳纤维增强的塑料(CFK)、玻璃纤维增强的塑料(GFK)和片状模塑复合物(SMC);
-特别是由EPS、XPS、PUR、PIR、石棉、玻璃棉或发泡玻璃(泡沫玻璃)制成的绝缘泡沫;
-经涂布或经涂漆的基材,特别是经涂漆瓷砖、经涂覆混凝土、经粉末涂布的金属或合金或经涂漆板材;
-涂料、颜料或漆,特别是被其它地面覆层覆盖的经涂布的地面。
在需要的情况下,基材可以在施加之前进行预处理,特别是通过物理和/或化学清洗方法或者通过施涂活化剂或底漆。
所描述的环氧树脂组合物固化之后获得经固化的组合物。
所述环氧树脂组合物优选可用作涂料,底漆,粘合剂,密封剂,浇注料,浇铸树脂,或用作纤维复合材料(复合物)例如特别是CFK或GFK的基质。术语涂料还包括底涂剂,刷抹料,漆和密封料。
特别优选地,所述组合物用作涂料。涂料在此被理解为所有类型的平面施涂的覆层,特别是地面覆层、刷抹料、漆、密封料、底涂剂、底漆或保护涂料,特别是用于重度防腐蚀的那些。
所述环氧树脂组合物特别适合用作室内(例如办公室、工业车间、健身房或冷藏室)或室外(用于阳台、露台、屋顶停车场、桥梁或屋顶)的地面覆层或地面涂料,用作混凝土、水泥、金属、塑料或木材的保护涂料,例如用于木材结构、车辆、装料区、水槽、筒仓、竖井、管道、管线、机器或钢制结构,例如船舶、码头、海上平台、水闸、水力发电机、水利工程、游泳池、风力发电站、桥梁、烟囱、起吊设备或板桩墙的表面密封,或者作为预涂剂、粘附刷涂剂、防腐蚀底漆或用于使表面疏水化。
特别有利地,所述环氧树脂组合物用于具有环境认证标准(例如Emicode(EC1Plus)、AgBB、DIBt、蓝天使、AFSSET、RTS(M1)和美国绿色建筑协会(LEED))的低排放涂料。
为了用作涂料,所述环氧树脂组合物有利地具有液体稠度和低粘度及良好的流平性能。通常在环境温度下,在适用期内将经混合组合物以层厚度为约50μm至约5mm的薄膜形式平面地施加至基材上。特别通过浇注至待涂布的基材上然后例如借助于刮刀或抹刀均匀分布从而进行施加。也可以通过刷子或辊子进行施加或者以喷涂形式进行施加,例如作为钢材上的防腐蚀涂层。在固化中通常形成具有高硬度的基本均匀有光泽且无粘性的薄膜,所述薄膜对于不同基材具有良好粘附性。
本发明的另一个主题是用于涂布的方法,包括如下步骤
(i)混合所述环氧树脂组合物的组分,
(ii)在适用期内将经混合组合物施加至基材上,
然后使经混合的组合物固化。
可以在完全固化或部分固化的组合物上施加其它涂层,其中所述其它层同样可以是环氧树脂组合物,也可以是不同材料,特别是聚氨酯涂料或聚脲涂料。
所述环氧树脂组合物还特别有利地用作粘合剂。当用作粘合剂时,组分混合之后其通常具有糊状稠度和结构粘性。在施加时,在适用期内将经混合粘合剂施涂在至少一个待粘合的基材上,并且在粘合剂的开放时间内将基材粘合接合。
特别通过刷子、辊子、刮刀、刮板、抹刀或从管、料盒或计量装置中施加或施涂经混合的粘合剂。
所述粘合剂特别适用于建筑业,特别是用于通过钢板或由碳纤维增强复合塑料(CFK)制成的板材对建筑物进行加固,用于包含粘结的混凝土预制件的建筑物(特别是桥梁或混凝土塔),例如用于风力发电站,竖井,管道或隧道的,或用于包含粘结的天然石材、陶瓷元件或由纤维水泥、钢、铸铁、铝、木材或聚酯制成的部件的建筑物,用于将木楔或钢筋锚固在钻孔中,用于固定例如扶手、栏杆或门框,用于修复,例如特别是在混凝土修缮过程中填充边缘、孔洞或接缝,或者用于将聚氯乙烯(PVC)膜、柔性化的聚烯烃膜或粘合改性的氯磺化聚乙烯膜/>粘贴在混凝土或钢材上。
其它应用领域涉及建筑业或制造业中的结构粘合,特别是作为砂浆粘合剂,安装合剂,加固粘合剂(例如特别是用于将CFK板或钢板粘合至混凝土、墙体或木材上),作为例如桥接元件的元件粘合剂,夹心元件粘合剂,立面元件粘合剂,增强粘合剂,车身粘合剂或风力涡轮机转子叶片的轴瓦粘合剂。
所述环氧树脂粘合剂同样适合填充腔体(例如裂缝、间隙或孔洞),其中将粘合剂填充或注入腔体并在固化之后充满腔体并且以力锁合方式使腔体的侧面彼此结合或粘合。
本发明的另一个主题是用于粘合的方法,包括如下步骤
(i)混合所述环氧树脂组合物的组分,
(ii)在适用期内将经混合的组合物
-在开放时间内施加到至少一个待粘合的基材上并且接合基材形成粘合,或者
-在开放时间内施加到多个基材之间的空腔或间隙中并且任选在所述空腔或间隙中***锚固件,
然后使经混合的组合物固化。
“锚固件”在此特别表示铁质增强件,螺纹钢或螺栓。这样的锚固件特别被粘合入或锚固入墙体、墙壁、屋顶或地基中,使其一部分力锁合式粘合并且一部分露出并且可以结构负载。
可以粘合相同或不同的基材。
通过施加和固化所述环氧树脂组合物或者通过所述涂布方法或粘合方法获得用所述组合物涂布或粘合的制品。所述制品可以是建筑物或其一部分,特别是地上建筑或地下建筑的建筑物,办公室,工业车间,健身房,冷藏室,筒仓,桥梁,屋顶,楼梯间,阳台,露台或屋顶停车场,或者其也可以是工业用品或消耗用品,特别是码头,海上平台,水闸,起吊设备,板桩墙,管道或风力涡轮机的转子叶片,或者运输工具例如特别是汽车,卡车,火车,船舶,飞机或直升机,或其部件。
因此本发明的另一个主题是通过所述用途或所述涂布方法或所述粘合方法获得的制品。
所述环氧树脂组合物的特征在于有利的性质。即使采用很少的稀释剂或没有稀释剂其也具有低粘度和良好的可加工性,具有较长适用期,可以可靠且快速地固化并且很快可踩踏,特别是即使在湿冷条件下也如此。由此特别形成具有高机械品质、高表面品质和低黄变倾向的涂料。这种环氧树脂产品特别适合用作涂料,特别是地面涂料。
实施例
下文描述实施例,所述实施例更详细地解释本发明。本发明当然不限于所描述的实施例。
“AHEW”表示胺氢当量。
“EEW”表示环氧化物当量。
“标准气候”(“NK”)表示23±1℃的温度和50±5%的相对空气湿度。
测量方法描述
粘度在恒温锥板式粘度计Rheotec RC30(锥直径50mm,锥角1°,锥尖至板的距离0.05mm,剪切速度10s-1)上进行测量。
通过滴定确定胺值(使用乙酸中的0.1N HClO4,以结晶紫为指示剂)。
使用的物质和缩写
-264N(A) />-264N组分A(RAL 5005),环氧树脂地面涂料的填充着色树脂组分,EEW 450g/Eq(来自Sika)
B-EDA N-苯甲基-1,2-乙二胺,如下所述制备,AHEW 50g/Eq
DB-EDA N,N'-二苯甲基-1,2-乙二胺,如下所述制备,AHEW 120g/Eq
B-EDA-混合物 包含重量比为85/15的N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺的反应混合物,如下所述制备,AHEW 55g/Eq
TEPA 四亚乙基五胺,AHEW 30g/Eq(工业级,来自Huntsman)
IPDA 3-氨基甲基-3,5,5-三甲基环己胺,AHEW 42.6g/Eq(IPD,来自Evonik)
加合物-1 1,2-丙二胺和工业级邻甲苯基缩水甘油醚的加合物,如下所述制得,AHEW 90g/Eq
硝酸钙溶液 硝酸钙四水合物的50重量%的水溶液
K54 2,4,6-三(二甲基氨基甲基)苯酚(来自Air Products)
包含N-苯甲基-1,2-乙二胺的反应混合物(B-EDA-混合物):
在圆底烧瓶中在氮气氛和室温下预置180.3g(3mol)1,2-乙二胺。伴随良好搅拌缓慢滴加106.0g(1mol)苯甲醛在1200ml异丙醇中的溶液然后再搅拌2小时。然后在80bar的氢压、80℃的温度和5ml/min的流量下在连续操作的具有Pd/C固体床催化剂的氢化装置中使反应混合物氢化。为了控制反应,通过红外光谱检测亚胺谱带是否在约1665cm-1处消失。之后在旋转蒸发器中在65℃下浓缩氢化溶液,其中除去未反应的1,2-乙二胺、水和异丙醇。获得的反应混合物为澄清的浅黄色液体,所述液体的胺值为678mg KOH/g,并且通过GC确定的N-苯甲基-1,2-乙二胺含量为约81重量%(保留时间8.47-8.57分钟),和N,N'-二苯甲基-1,2-乙二胺含量为约14%重量(保留时间14.27分钟)。这对应于N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺之间的85/15的重量比。
N-苯甲基-1,2-乙二胺(B-EDA):
将如上所述制备的50g包含N-苯甲基-1,2-乙二胺(B-EDA-混合物)的反应混合物在80℃下真空蒸馏,其中在60至65℃的蒸气温度和0.06mbar下收集31.3g馏出物。获得无色液体,所述液体在20℃下的粘度为8mPa·s,胺值为750mg KOH/g并且通过GC确定的纯度>97%(保留时间8.47-8.57分钟)。
N,N'-二苯甲基-1,2-乙二胺(DB-EDA):
在圆底烧瓶中在氮气氛和室温下预置30.1g(0.5mol)1,2-乙二胺。伴随良好搅拌在1000ml异丙醇中缓慢滴加111.5g(1.1mol)苯甲醛的溶液并再搅拌2小时。然后在80bar的氢压、80℃的温度和5ml/min的流量下在连续操作的具有Pd/C固体床催化剂的氢化装置中使反应混合物氢化。为了控制反应,借助于红外光谱检测亚胺谱带是否在约1665cm-1处消失。之后在旋转蒸发器中在65℃下浓缩氢化溶液,其中除去未反应的苯甲醛、水和异丙醇。如此获得的反应混合物为澄清的浅黄色液体。
在165℃下在真空中蒸馏100g该反应混合物,其中在135℃的蒸气温度和0.03mbar下收集90g馏出物。获得无色液体,所述液体在20℃下的粘度为31mPa·s,胺值为460mgKOH/g并且通过GC确定的纯度为96%(保留时间14.27分钟)。
加合物-1:
在氮气氛下预置4.15kg的1,2-丙二胺,加热至70℃然后伴随良好搅拌缓慢与2.93kgDY-K(工业级邻甲苯基缩水甘油醚,来自Huntsman)混合,其中反应混合物的温度为70至80℃。在80℃下1小时之后冷却反应混合物,并且通过薄膜蒸发器(0.5-1mbar,夹套温度115℃)以蒸馏的方式除去挥发性成分。
环氧树脂组合物的制备
实施例1至6:
对于每个实施例,通过离心混合器(SpeedMixerTM DAC 150,FlackTek Inc.)以指定的量(重量份)混合表1中指定成分的固化剂组分,并且在排除水分的情况下保存。
以表1中指定的量(重量份)使用-264N组分A(蓝色)(来自Sika)作为树脂组分。/>
然后通过离心混合器将每种组合物的两种组分加工成均匀液体并且立即以如下方式检测:
混合10分钟之后测量20℃下的粘度(“粘度(10')”)。
为了根据DIN 53505确定肖氏D硬度,分别制备两个圆柱状试样(直径20mm,厚度5mm)。将一个试样储存在标准气候下并且测量1天和2天之后的硬度(1d NK或2d NK);将另一个试样储存在8℃和80%相对湿度下并且测量低温状态下1天和2天之后的硬度(1d 8°/80%或2d 8°/80%)。
在玻璃板上以500μm的层厚度施涂第一层膜并且在标准气候下储存或固化。在所述膜上在1天之后(“硬度(1d NK)”)、2天之后(“/>硬度(2d NK)”)、4天之后(“/>硬度(4d NK)”)、7天之后(“/>硬度(7d NK)”)和14天之后(“/>硬度(14dNK)”)确定/>硬度(/>摆撞硬度,根据DIN EN ISO 1522测量)。14天之后评估膜的外观(表中用“外观(NK)”表示)。“美观”表示具有光泽和非粘性表面而无结构的膜。“结构”在此表示表面上任何种类的标记或图案。“暗淡”表示具有非粘性表面、无结构并且光泽度较低的膜。
以500μm的层厚度在玻璃板上施涂第二层膜,并且紧接着施加之后在8℃和80%相对湿度下放置或固化7天,然后在标准气候下放置或固化2周。施加24小时之后在膜上放置聚丙烯瓶盖,在所述瓶盖下方放置潮湿海绵。再过24小时之后除去海绵和盖并且将其放置在膜的新位置处,在该新位置处24小时之后再度除去并且重新放置,总共4次。然后以与针对外观(NK)所述的相同方式评估膜的外观(在表中用“外观(8°/80%)”表示)。表中也分别给出由于潮湿海绵和/或放置的盖而在膜中产生的可见标记的数量和类型。“雾浊”表明白色斑点的数量。“环”表明施加24小时后放置的第一个盖下沉而形成的任何环形压痕的强度。这种环形压痕表明涂层尚不能踩踏。再次地,分别在8℃和80%相对湿度下在7天之后(“硬度(7d 8°/80%)”),然后在NK下再过2天之后(“/>硬度(+2d NK)”)或者在NK下再过7天之后(“/>硬度(+7d NK)”)或者在NK下再过14天之后(“/>硬度(+14d NK)”)确定经固化的膜的/>硬度。
作为黄变的量度,还在风化测试仪中确定负载之后的颜色变化。为此,在玻璃板上以500μm的层厚度施加另一个膜并且在标准气候下储存或固化2周,然后在Q-Sun XenonXe-1型风化测试仪中在340nm下在65℃的温度下负载72小时(Q-Sun(72h)),所述风化测试仪具有滤光器Q-SUN Daylight-Q和光强度为0.51W/m2的疝气灯。然后借助于来自Shenzen3NH Technology Co.LTD的色度计NH310确定经负载的膜相比于相应的未负载的膜的色差ΔΕ,所述色度计NH310设置有硅光电二极管检波器,光源A,色空间测量界面CIE L*a*b*C*H*。ΔΕ-值最高为5表示轻微黄变。
结果列于表1中。
用“(Ref.)”表示的实施例为对比实施例。
表1:实施例1至6的组成和性质。
1N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺之间的重量比。
Claims (16)
1.用于环氧树脂的固化剂,所述固化剂包含重量比在65/35至90/10范围内的N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺。
2.根据权利要求1所述的固化剂,其特征在于,所述重量比在70/30至90/10的范围内。
3.根据权利要求1所述的固化剂,其特征在于,所述固化剂包含由1,2-乙二胺与苯甲醛和氢的还原烷基化而获得的反应混合物,所述反应混合物包含重量比在65/35至90/10范围内的N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺。
4.根据权利要求1所述的固化剂,其特征在于,所述固化剂包含由1,2-乙二胺与苯甲醛和氢的还原烷基化而获得的反应混合物,所述反应混合物包含重量比在70/30至90/10范围内的N-苯甲基-1,2-乙二胺和N,N'-二苯甲基-1,2-乙二胺。
5.根据权利要求1至4中任一项所述的固化剂,其特征在于,所述固化剂包含至少一种其它的胺。
6.根据权利要求5所述的固化剂,其特征在于,所述其它的胺选自如下:2,2(4),4-三甲基-1,6-己二胺、1,2-、1,3-或1,4-二氨基环己烷、1,3-双(氨基甲基)环己烷、1,4-双(氨基甲基)环己烷、双(4-氨基环己基)甲烷、1-氨基-3-氨基甲基-3,5,5-三甲基环己烷、2(4)-甲基-1,3-二氨基环己烷、1,3-双(氨基甲基)苯、平均分子量Mn在200至500g/mol范围内的聚氧化亚丙基二胺、3-(3-(二甲基氨基)丙基氨基)丙胺、双(6-氨基己基)胺、二亚乙基三胺、三亚乙基四胺、四亚乙基五胺、五亚乙基六胺、二亚丙基三胺、N-(2-氨基乙基)-1,3-丙二胺、N,N'-双(3-氨基丙基)乙二胺、这些胺或其它多胺与单环氧化物或二环氧化物的加合物,以及曼尼希碱。
7.根据权利要求6所述的固化剂,其特征在于,所述其它的胺为1-氨基-3-氨基甲基-3,5,5-三甲基环己烷。
8.根据权利要求6所述的固化剂,其特征在于,所述其它的胺为1,3-双(氨基甲基)苯。
9.根据权利要求6所述的固化剂,其特征在于,所述其它的胺为三亚乙基四胺、四亚乙基五胺、五亚乙基六胺或N,N'-双(3-氨基丙基)乙二胺。
10.根据权利要求6所述的固化剂,其特征在于,所述其它的胺为3-(3-(二甲基氨基)丙基氨基)丙胺。
11.环氧树脂组合物,包含
-树脂组分,所述树脂组分包含至少一种环氧树脂,和
-固化剂组分,所述固化剂组分包含根据权利要求1至10中任一项所述的固化剂。
12.根据权利要求11所述的环氧树脂组合物,其特征在于,其包含至少一种选自稀释剂、促进剂和填料的其它成分。
13.根据权利要求11或12所述的环氧树脂组合物作为涂料、底漆、粘合剂、密封剂、浇注料、浇铸树脂或纤维复合材料的基质的用途。
14.用于涂布的方法,所述方法包括如下步骤
(i)混合根据权利要求11或12所述的环氧树脂组合物的组分,
(ii)在适用期内将经混合组合物施加至基材上,
然后使经混合的组合物固化。
15.用于粘合的方法,所述方法包括如下步骤
(i)混合根据权利要求11或12所述的环氧树脂组合物的组分,
(ii)在适用期内将经混合组合物
-在开放时间内施加到至少一个待粘合的基材上并且接合基材形成粘合体,
-或者在开放时间内施加到多个基材之间的空腔或缝隙中并且任选在所述空腔或缝隙中***锚固件,
然后使经混合的组合物固化。
16.通过根据权利要求13所述的用途或根据权利要求14或15所述的方法获得的制品。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP18197992.3 | 2018-10-01 | ||
EP18197992 | 2018-10-01 | ||
PCT/EP2019/076563 WO2020070112A1 (de) | 2018-10-01 | 2019-10-01 | Härter für epoxidharze |
Publications (2)
Publication Number | Publication Date |
---|---|
CN112867747A CN112867747A (zh) | 2021-05-28 |
CN112867747B true CN112867747B (zh) | 2024-03-01 |
Family
ID=63720595
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201980064693.1A Active CN112867747B (zh) | 2018-10-01 | 2019-10-01 | 用于环氧树脂的固化剂 |
Country Status (6)
Country | Link |
---|---|
US (1) | US11680132B2 (zh) |
EP (1) | EP3861049A1 (zh) |
JP (1) | JP7437389B2 (zh) |
CN (1) | CN112867747B (zh) |
AU (1) | AU2019353702A1 (zh) |
WO (1) | WO2020070112A1 (zh) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20230220150A1 (en) * | 2020-08-05 | 2023-07-13 | Blue Cube Ip Llc | Novel hardener formulation for cold curing epoxy systems |
CN113637441B (zh) * | 2021-08-12 | 2022-05-17 | 长春艾德斯新材料有限公司 | 一种室温快速固化环氧树脂胶黏剂及其制备方法 |
CN117050272B (zh) * | 2023-09-06 | 2024-07-12 | 北京密云水泥制品有限责任公司 | 一种环氧灌浆料用固化剂及其制备方法和环氧灌浆料 |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2739981A (en) * | 1952-08-26 | 1956-03-27 | American Home Prod | Diamines and salts thereof |
DE2853752A1 (de) * | 1977-12-23 | 1979-10-31 | Jenoptik Jena Gmbh | Verfahren zur herstellung von optik-klebstoffen auf der basis von epoxid-polyadditionsprodukten |
US4308085A (en) * | 1980-07-28 | 1981-12-29 | Jenoptik Jena Gmbh | Process for the preparation of high molecular thermoplastic epoxide-amine-polyadducts |
CN1112413A (zh) * | 1994-03-25 | 1995-11-29 | 丹茨普利有限公司 | 牙科填充组合物及方法 |
WO2017046293A1 (de) * | 2015-09-17 | 2017-03-23 | Sika Technology Ag | Härter für emissionsarme epoxidharz-zusammensetzungen |
CN106659642A (zh) * | 2014-07-02 | 2017-05-10 | 登特斯普伊德特雷有限公司 | 牙科组合物 |
CN106715515A (zh) * | 2014-08-13 | 2017-05-24 | Sika技术股份公司 | 用于低排放环氧树脂组合物的胺 |
CN108124448A (zh) * | 2015-09-17 | 2018-06-05 | Sika技术股份公司 | 用于低排放环氧树脂组合物的胺 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1920006B1 (en) | 2005-12-15 | 2014-03-26 | Cornerstone Research Group, Inc. | Shape memory epoxy copolymers |
EP2752403A1 (de) | 2013-01-08 | 2014-07-09 | Sika Technology AG | Amin für emissionsarme Epoxidharz-Produkte |
EP3138863A1 (de) | 2015-09-01 | 2017-03-08 | Sika Technology AG | Emissionsarme epoxidharz-zusammensetzung |
EP3375802A1 (de) | 2017-03-14 | 2018-09-19 | Sika Technology Ag | Verfahren zur herstellung eines härters für emissionsarme epoxidharz-zusammensetzungen |
-
2019
- 2019-10-01 JP JP2021514360A patent/JP7437389B2/ja active Active
- 2019-10-01 WO PCT/EP2019/076563 patent/WO2020070112A1/de unknown
- 2019-10-01 AU AU2019353702A patent/AU2019353702A1/en active Pending
- 2019-10-01 CN CN201980064693.1A patent/CN112867747B/zh active Active
- 2019-10-01 EP EP19774118.4A patent/EP3861049A1/de active Pending
- 2019-10-01 US US17/269,403 patent/US11680132B2/en active Active
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2739981A (en) * | 1952-08-26 | 1956-03-27 | American Home Prod | Diamines and salts thereof |
DE2853752A1 (de) * | 1977-12-23 | 1979-10-31 | Jenoptik Jena Gmbh | Verfahren zur herstellung von optik-klebstoffen auf der basis von epoxid-polyadditionsprodukten |
US4308085A (en) * | 1980-07-28 | 1981-12-29 | Jenoptik Jena Gmbh | Process for the preparation of high molecular thermoplastic epoxide-amine-polyadducts |
CN1112413A (zh) * | 1994-03-25 | 1995-11-29 | 丹茨普利有限公司 | 牙科填充组合物及方法 |
CN106659642A (zh) * | 2014-07-02 | 2017-05-10 | 登特斯普伊德特雷有限公司 | 牙科组合物 |
CN106715515A (zh) * | 2014-08-13 | 2017-05-24 | Sika技术股份公司 | 用于低排放环氧树脂组合物的胺 |
WO2017046293A1 (de) * | 2015-09-17 | 2017-03-23 | Sika Technology Ag | Härter für emissionsarme epoxidharz-zusammensetzungen |
CN108124448A (zh) * | 2015-09-17 | 2018-06-05 | Sika技术股份公司 | 用于低排放环氧树脂组合物的胺 |
EP3350244A1 (de) * | 2015-09-17 | 2018-07-25 | Sika Technology AG | Härter für emissionsarme epoxidharz-zusammensetzungen |
Also Published As
Publication number | Publication date |
---|---|
EP3861049A1 (de) | 2021-08-11 |
JP7437389B2 (ja) | 2024-02-22 |
US20210246257A1 (en) | 2021-08-12 |
JP2022501462A (ja) | 2022-01-06 |
AU2019353702A1 (en) | 2021-03-04 |
US11680132B2 (en) | 2023-06-20 |
CN112867747A (zh) | 2021-05-28 |
WO2020070112A1 (de) | 2020-04-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN112789308B (zh) | 用于环氧树脂的固化剂 | |
CN107532055B (zh) | 冷固化环氧树脂底漆或粘合剂 | |
CN112867747B (zh) | 用于环氧树脂的固化剂 | |
CN111566142A (zh) | 用于涂覆目的的环氧树脂组合物 | |
CN112673042B (zh) | 用于固化包含烷基化胺的环氧树脂的促进剂 | |
CN115135690A (zh) | 环氧树脂涂层用固化剂 | |
EP4110846B1 (de) | Amin-epoxidharz-addukt | |
CN112789309A (zh) | 用于环氧树脂胶粘剂的固化剂 | |
CN115003725A (zh) | 胺-环氧树脂加合物 | |
CN117043216A (zh) | 烷基化二胺与酚醛清漆环氧树脂的加合物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant |