CN1079808C - 协同稳定剂混合物 - Google Patents
协同稳定剂混合物 Download PDFInfo
- Publication number
- CN1079808C CN1079808C CN95118518A CN95118518A CN1079808C CN 1079808 C CN1079808 C CN 1079808C CN 95118518 A CN95118518 A CN 95118518A CN 95118518 A CN95118518 A CN 95118518A CN 1079808 C CN1079808 C CN 1079808C
- Authority
- CN
- China
- Prior art keywords
- alkyl
- compound
- phenyl
- formula
- group
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 91
- 239000003381 stabilizer Substances 0.000 title claims abstract description 68
- 230000002195 synergetic effect Effects 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 98
- 239000001257 hydrogen Substances 0.000 claims abstract description 41
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 41
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 33
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 13
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 7
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims abstract description 7
- -1 1-pyrrolidyl Chemical group 0.000 claims description 162
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 67
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 58
- 125000000217 alkyl group Chemical group 0.000 claims description 46
- 239000000047 product Substances 0.000 claims description 24
- 239000004743 Polypropylene Substances 0.000 claims description 18
- 125000000623 heterocyclic group Chemical group 0.000 claims description 16
- 150000001412 amines Chemical class 0.000 claims description 14
- 229920001155 polypropylene Polymers 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 13
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 12
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 229920000768 polyamine Polymers 0.000 claims description 10
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 8
- 229920000098 polyolefin Polymers 0.000 claims description 6
- 239000004698 Polyethylene Substances 0.000 claims description 5
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 5
- 238000007254 oxidation reaction Methods 0.000 claims description 5
- 229920000573 polyethylene Polymers 0.000 claims description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 4
- 125000001118 alkylidene group Chemical group 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- FNIATMYXUPOJRW-UHFFFAOYSA-N cyclohexylidene Chemical group [C]1CCCCC1 FNIATMYXUPOJRW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001924 cycloalkanes Chemical class 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 2
- SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 claims 1
- 229940126543 compound 14 Drugs 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract description 44
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 description 39
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 32
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical class CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
- 150000001408 amides Chemical class 0.000 description 17
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 16
- 239000000126 substance Substances 0.000 description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 229960003742 phenol Drugs 0.000 description 12
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 11
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 11
- 244000309464 bull Species 0.000 description 10
- 230000006641 stabilisation Effects 0.000 description 10
- 238000011105 stabilization Methods 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-Tetramethylpiperidine Substances CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 8
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
- 239000004700 high-density polyethylene Substances 0.000 description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
- 239000001301 oxygen Substances 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 7
- OMFXVFTZEKFJBZ-HJTSIMOOSA-N corticosterone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OMFXVFTZEKFJBZ-HJTSIMOOSA-N 0.000 description 7
- 229920001903 high density polyethylene Polymers 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 229920006324 polyoxymethylene Polymers 0.000 description 7
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 6
- 239000005977 Ethylene Substances 0.000 description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- 239000004721 Polyphenylene oxide Substances 0.000 description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 6
- 150000002429 hydrazines Chemical class 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 230000004048 modification Effects 0.000 description 6
- 238000012986 modification Methods 0.000 description 6
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 6
- 239000004800 polyvinyl chloride Substances 0.000 description 6
- 229920000915 polyvinyl chloride Polymers 0.000 description 6
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 6
- 229920002554 vinyl polymer Polymers 0.000 description 6
- JLZIIHMTTRXXIN-UHFFFAOYSA-N 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O JLZIIHMTTRXXIN-UHFFFAOYSA-N 0.000 description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 5
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 5
- 125000002252 acyl group Chemical group 0.000 description 5
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 5
- 239000012964 benzotriazole Substances 0.000 description 5
- 150000001993 dienes Chemical class 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- ORECYURYFJYPKY-UHFFFAOYSA-N n,n'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine;2,4,6-trichloro-1,3,5-triazine;2,4,4-trimethylpentan-2-amine Chemical compound CC(C)(C)CC(C)(C)N.ClC1=NC(Cl)=NC(Cl)=N1.C1C(C)(C)NC(C)(C)CC1NCCCCCCNC1CC(C)(C)NC(C)(C)C1 ORECYURYFJYPKY-UHFFFAOYSA-N 0.000 description 5
- 239000004417 polycarbonate Substances 0.000 description 5
- 229920006380 polyphenylene oxide Polymers 0.000 description 5
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 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 4
- GLDQAMYCGOIJDV-UHFFFAOYSA-N 2,3-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(O)=C1O GLDQAMYCGOIJDV-UHFFFAOYSA-N 0.000 description 4
- ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 4
- ICHKVCYUNCKCGL-UHFFFAOYSA-N CN(C)C.OCCCCCCO Chemical compound CN(C)C.OCCCCCCO ICHKVCYUNCKCGL-UHFFFAOYSA-N 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 4
- 239000008116 calcium stearate Substances 0.000 description 4
- 235000013539 calcium stearate Nutrition 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- 230000008034 disappearance Effects 0.000 description 4
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 229920001684 low density polyethylene Polymers 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- KJIOQYGWTQBHNH-UHFFFAOYSA-N methyl butylhexanol Natural products CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 4
- COVMBDWAODLWIB-UHFFFAOYSA-N n'-(2-hydroxyethyl)oxamide Chemical compound NC(=O)C(=O)NCCO COVMBDWAODLWIB-UHFFFAOYSA-N 0.000 description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 229940059574 pentaerithrityl Drugs 0.000 description 4
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 229920000570 polyether Polymers 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 229920001897 terpolymer Polymers 0.000 description 4
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 4
- 229940057402 undecyl alcohol Drugs 0.000 description 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical compound C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 description 3
- 229920002943 EPDM rubber Polymers 0.000 description 3
- YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical compound NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 description 3
- 229920011250 Polypropylene Block Copolymer Polymers 0.000 description 3
- 229920002396 Polyurea Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 229920006242 ethylene acrylic acid copolymer Polymers 0.000 description 3
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- ODGYWRBCQWKSSH-UHFFFAOYSA-N n'-ethylpropane-1,3-diamine Chemical compound CCNCCCN ODGYWRBCQWKSSH-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 229940038384 octadecane Drugs 0.000 description 3
- 239000005416 organic matter Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 229920001707 polybutylene terephthalate Polymers 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 3
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 2
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical group 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 2
- BKZXZGWHTRCFPX-UHFFFAOYSA-N 2-tert-butyl-6-methylphenol Chemical compound CC1=CC=CC(C(C)(C)C)=C1O BKZXZGWHTRCFPX-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- MSGFMKMFGGXSTO-UHFFFAOYSA-N C(C)(C)(C)C=1C=C(C(=CC1O)CN)CCCC Chemical compound C(C)(C)(C)C=1C=C(C(=CC1O)CN)CCCC MSGFMKMFGGXSTO-UHFFFAOYSA-N 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines
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- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0622—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0638—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with at least three nitrogen atoms in the ring
- C08G73/0644—Poly(1,3,5)triazines
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- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
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- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
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- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
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Abstract
一种含例如式Ⅰ和式Ⅲ化合物的稳定剂混合物,其中n1和n2可为2到20的整数,R1,R3,R6和R8可彼此独立地为氢,C1-C4烷基或式Ⅱ基团(其中R5可为氢或甲基),R2和R7独立地为C1-C6亚烷基,R4可为C1-C10烷基或环己基,R9和R10可独立为C1-C8烷基或式Ⅱ基团,或R9和R10与相连的氮原子一起形成吗啉代。
Description
本发明涉及一种包括两个特定聚合物的聚烷基哌啶衍生物的稳定剂***,及其在稳定有机物中的应用,用所述稳定剂保护使其免遭热、氧化或光引发降解的有机物。
在US-A-4692486,US-A-463981,US-A-4957953,WO-A-92/12201,EP-A-449685,EP-A-632092,GB-A-2267499和在Research Disclosure(1993年1月)中,公开了各种含两种聚烷基哌.啶衍生物的稳定剂混合物。
本发明第一个目的是提供一种稳定剂混合物,它包括至少两种不同的选自组分a),b),c)和d)的化合物,其中
组分a)是至少一种式I化合物其中R1,R3,R4彼此独立地为C1-C12烷基,C5-C12环烷基,C1-C4烷基取代的C5-C12环烷基,苯基,被-OH和/或C1-C10烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C10烷基取代的C7-C9苯烷基;或式II基团其中R5是氢,C1-C8烷基,O,-CH2CN,C3-C6链烯基,C7-C9苯烷基,苯环上被C1-C4烷基取代的C7-C9苯烷基;或C1-C8酰基,和R1和R3可彼此独立为氢,R2是C2-C18亚烷基,C5-C7亚环烷基或C1-C4亚烷基-二(C5-C7亚环烷基),或R1,R2和R3与相连的氮原子一起形成5到10元杂环,n1是2到50的整数且R1,R3和R4至少一个是式II基团;
组分b)是至少一种式III化合物其中R6和R8彼此独立地为氢,C1-C12烷基,C5-C12环烷基,C1-C4烷基取代的C5-C12环烷基,苯基,被-OH和/或C1-C10烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C10烷基取代的C7-C9苯烷基;或式II基团,
R7是C2-C18亚烷基,C5-C7亚环烷基或C1-C4亚烷基-二(C5-C7亚环烷基),或R6,R7和R8与相连的氮原子-起形成5到10元杂环,R9和R10彼此独立地为C1-C12烷基,C5-C12环烷基,C1-C4烷基取代C5-C12环烷基,苯基,被-OH和/或C1-C10烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C10烷基取代的C7-C9苯烷基:或式II基团,或R9和R10与相连的氮原子一起形成5到10元杂环,n2是2到50的整数和R6,R8,R9和R10至少一个是式II基团;
组分c)是式IVa的聚胺与氰尿酰氯反应获得的产物与式IVb化合物反应获得的一种产物 其中n3’,n3”和n3彼此独立地为2到12的整数,R11是氢,C1-C12烷基,C5-C12环烷基,苯基或C7-C9苯烷基,和R12定义同R5;
组分d)是至少一种式Va和Vb的化合物 其中n4和R4 *彼此独立地为2到50的整数;附加条件是包括至少一种式I化合物,至少一种式III化合物和至少一种式VI化合物的稳定剂混合物除外其中R13是氢或甲基,R14是一个直键或C1-C10亚烷基和n5是2到100的整数。
含至多12个碳原子的烷基通常是甲基,乙基,丙基,异丙基,正-丁基,叔-丁基,戊基,己基,辛基,1,1,3,3-四甲基丁基,壬基,癸基,十一烷基或十二烷基。R1,R3,R6和R8优选的基团之一是C1-C4烷基。R10和R11优选为C1-C8烷基,更优选正-丁基。R4优选C1-C10烷基,更优选1,1,3,3-四甲基丁基。R5优选的基团之一是C1-C4烷基,更优选甲基。
C5-C12环烷基通常是环戊基,环己基,环庚基,环辛基,环癸基或环十二烷基。C5-C7环烷基是优选的,更优选环己基,R4另一个优选的基团是环己基。
C1-C4烷基取代的C5-C12环烷基通常是甲基环己基或二甲基环己基。
被-OH和/或C1-C10烷基取代的苯基通常是甲基苯基,二甲基苯基,三甲基苯基,叔-丁基苯基或3,5-二叔-丁基-4-羟基苯基。
C7-C9苯烷基优选为苄基。
苯环上被-OH和/或C1-C10烷基取代的C7-C9苯烷基通常是甲基苄基,二甲基苄基,三甲基苄基,叔-丁基苄基或3,5-二叔-丁基-4-羟基苄基。
苯环上被C1-C4烷基取代的C7-C9苯烷基通常为甲基苄基,二甲基苄基,三甲基苄基或叔-丁基苄基。
C3-C6链烯基通常是烯丙基,2-甲基烯丙基,丁烯基,戊烯基和己烯基。烯丙基是优选的。
定义为C1-C8酰基的R5通常是C1-C8链烷酰基,C3-C8链烯酰基或苯甲酰基。说明性例子是甲酰,乙酰,丙酰,丁酰,戊酰,己酰,辛酰,苯甲酰,丙烯酰和巴豆酰基。
含至多18个碳原子的亚烷基通常是亚乙基,亚丙基,三亚甲基,四亚甲基,五亚甲基,2,2-二甲基三亚甲基,六亚甲基,三甲基六亚甲基,七亚甲基,十亚甲基,十一亚甲基和十二亚甲基。R2和R7优选为C2-C6亚烷基。R2和R7最优选六亚甲基。
C5-C7亚环烷基示例为亚环己基。
C1-C4亚烷基-二(C5-C7亚环烷基)的示例为亚甲基二亚环己基。
6元杂环是优选的。
R9和R10与相连的氮原子形成的5到10元杂环通常是1-吡咯烷基,哌啶子基,吗啉代,1-哌嗪基,4-甲基-1-哌嗪基,1-六氢吖庚因基,5,5,7-三甲基-1-高哌嗪基或4,5,5,7-四甲基-1-高哌嗪基。
最优选的是吗啉代。R1,R3,R6和R8最优选的是式II基团。
作为组分a)到d)的化合物是已知的(一些可商购)和且可用已知方法制备,如描述在US-A-4086204,US-A-4331586,US-A-4477615,化学文摘(Chemical Abstracts)-CASNO136504-96-6和US-A-4340534中描述的方法。
组分c)可类似已知方法来制备,通常通过式IVa的一种聚胺与氰尿酰氯以1∶2到1∶4摩尔比在无水碳酸锂、碳酸钠或碳酸钾存在下,于有机溶剂如1,2-二氯乙烷,甲苯,二甲苯,苯,二恶烷,或叔-戊醇中,在温度从-20℃到+10℃,优选从-10℃到+10℃,最优选0℃到+10℃下反应2到8小时,随后将所得产物与式IVb的一种2,2,6,6-四甲基-4-哌啶胺反应。2,2,6,6-四甲基-4-哌啶胺与式IVa聚胺的摩尔比通常为4∶1到8∶1。2,2,6,6-四甲基-4-哌啶胺的量可一次加入或在几小时内分几次加入。
式IVa的聚胺:氰尿酰氯:式IVb的2,2,6,6-四甲基-4-哌啶胺摩尔比优选1∶3∶5到1∶3∶6。
下列实施例是制备优选的组分c)的一种方法。实施例:在搅拌下,将23.6克(0.128摩尔)氰尿酰氯,7.43克(6.0426摩尔)N,N’-双[3-氨基丙基]亚乙基二胺和18克(0.13摩尔)无水碳酸钾在250毫升1,2-二氯乙烷中,在5℃下反应3小时。将混合物再温热4小时至室温。然后加入27.2克(0.128摩尔)N-(2,2,6,6-四甲基-4-哌啶)丁胺,将所得混合物加热2小时到60℃。再加入18克(0.13摩尔)无水碳酸钾加入,将混合物在60℃再加热6小时。在微真空(200毫巴)下蒸出溶剂并用二甲苯代替。然后加入18.2克(0.085摩尔)N-(2,2,6,6-四甲基-4-哌啶基)丁胺和5.2克(0.13摩尔)粉碎的氢氧化钠,将混合物回热2小时,共沸蒸馏12小时除去反应生成的水。将混合物过滤。用水洗溶液并在Na2SO4上干燥。蒸发除去溶剂,在真空(0.1毫巴)下,于120-130℃下干燥残留物获得无色树脂作为组分c)。
在上述式IV-1到IV-3中,n3优选1到20。
优选使用CHIMASSORB944或DASTIB1082作为组分a),CYASORB UV3346作为组分b),UVASORB HA88作为组分c),和HOSTAVIN N30作为组分d)
式VI化合物优选TINUVIN622且能按类似于描述在US-A-4233412中的方法制备。
式Va和Vb化合物可作为一种混合物获得,在这种情况下,Va∶Vb的摩尔比通常为20∶1到1∶20或1∶10到10∶1。
饱和式I,III,IVa,IVb,Va和Vb的化合物中的自由价的端基取决于用来制备所述化合物的方法。这些端基也可在这些化合物合成后另外改性。
如果式I和III化合物的制备是通过下式化合物其中X通常为卤素,优选氯,和R4,R9和R10定义同上,与下式化合物反应其中R1,R2,R3,R6,R7和R8定义同上,则连到二氨基上的端基是氢或和连到三嗪基上的端基是X或
如果X是卤素取代基,则它通常在反应后被例如-OH或氨基代替。适宜的氨基基团通常是:1-吡咯烷基,吗啉代,-NH2,-N(C1-C8烷基)2和-NR(C1-C8烷基),其中R是氢或式II基团。
在式Va化合物中,连到氮原子上的端基通常是氢,和连到2-羟基亚丙基上的端基通常是
在式Vb化合物中,连到二亚甲基上的端基通常是-OH,连到氧原子上的端基可为氢。这些端基也可为聚醚基。
如果式VI化合物是通过下式化合物其中R13是氢或甲基,与式Y-OOC-R14-COO-Y的二羧酸酯,其中Y可为甲基、乙基或丙基和R14定义同上,来制备,则连到2,2,6,6-四甲基-4-氧哌啶-1-基上的端基是氢或-CO-R14-COO-Y,和连到二酰基上的端基是-O-Y或
下列稳定剂***是本发明特别优选的实施方案:1)含CHIMASSORB944和CYASORB UV3346的稳定剂体系2)含CHIMASSORB944和UVASORB HA88的稳定剂体系3)含DASTIB1082和CYASORB UV3346的稳定剂体系4)含DASTIB1082和UVASORB HA88的稳定剂体系5)含CHIMASSORB944和HOSTAVIN N30的稳定剂体系6)含DASTIB1082和HOSTAVIN N30的稳定剂体系7)含CYASORB UV3346和HOSTAVIN N30的稳定剂体系8)含UVASORB HA88和HOSTAVIN N30的稳定剂体系9)含CYASORB UV3346和UVASORB HA88的稳定剂体系10)含CHIMASSORB944和DASTIB1082的稳定剂体系本发明一个优选实施方案是一种稳定剂***,包括至少一种组分a)的化合物和至少一种组分b)或c的化合物,或包括至少一种组分a),b)或c)的化合物和至少一种组分d)的化合物,或包括至少一种组分b)的化合物和至少一种组分c)的化合物,或包括至少两种组分a)的化合物。
一种稳定剂混合物,其中R5是氢,C1-C4烷基,烯丙基,苄基或乙酰基,优选氢或甲基,也是优选的。
进一步优选的一种稳定剂混合物是其中R1,R3和R4彼此独立地为C1-C10烷基,C5-C7环烷基,C1-C4烷基取代的C5-C7环烷基,苯基,被-OH和/或C1-C4烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C4烷基取代的C7-C9苯烷基;或式II基团,和R1和R3彼此独立地为氢,R2是C2-C10亚烷基,C5-C7亚环烷基或C1-C4亚烷基-二(C5-C7亚环烷),或R1,R2和R3与相连的氮原子一起形成一个5~7元杂环,和n1是2到40的整数;R6和R8彼此独立地为氢,C1-C10烷基,C5-C7环烷基,C1-C4烷基取代的C5-C7环烷基,苯基,被-OH和/或C1-C4烷基取代的苯基,C7-C9苯烷基;苯环上被-OH和/或C1-C4烷基取代的C7-C9苯烷基;或式II基团,R7是C2-C10亚烷基,C5-C7亚环烷基或C1-C4亚烷基-二(C5-C7亚环烷基),或R6,R7和R8与相连的氮原子一起形成5到7元杂环,R9和R10彼此独立地为C1-C10烷基,C5-C7环烷基,C1-C4烷基取代的C5-C7环烷基,苯基,被-OH和/或C1-C4烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C4烷基取代的C7-C9苯烷基;或式II基团,或R9和R10与相连的氮原子一起形成5~7元杂环,和n是2到40的整数;n4和n4 *彼此独立地为2到40。
另一种优选的稳定剂混合物是其中R1和R3彼此独立地为氢,C1-C8烷基,C5-C7环烷基,苯基,苄基或式II基团,R2是C2-C8亚烷基,环亚烷基或亚甲基-二(环亚己基),R4是C1-C10烷基,C5-C7环烷基或C1-C4烷基取代的C5-C7环烷基,和n1是2到25的整数;R6和R8彼此独立地为氢,C1-C8烷基,C5-C7环烷基,苯基,苄基,或式II基团,R7是C2-C8亚烷基,亚环烷基或亚甲基-二(亚环己基),R9和R10彼此独立地为C1-C8烷基,C5-C7环烷基,苯基,苄基或式II基团,或R9和R10与相连的氮原子一起形成的是1-吡咯烷基,哌啶子基,吗啉代,1-哌嗪基,4-甲基-1-哌嗪基,1-六氢吖庚因基,5,5,7-三甲基-1-高哌嗪或4,5,5,7-四甲基-1-高哌嗪,和n是2到25的整数;和n4和n4 *彼此独立地为2到25的整数。
包括至少一种组分a)的化合物和至少一种组分b)的化合物的一种稳定剂混合物是特别优选的。
包括一种式I化合物和一种式III化合物的一种稳定剂混合物也是优选的。
本发明进一步优选的实施方案是一种包括至少一种组分a),b)或c)的化合物和至少一种组分d)的化合物的稳定剂混合物。
变数n1,n2,n4和n4 *可相同或不同,优选为2到40的整数,更优选2-25,特别是2到20或2到10的整数。
n3’,n3”和n3彼此独立地为2到4。
本发明进一步优选的实施方案是一种稳定剂混合物,其中
R1和R3彼此独立地为氢,C1-C4烷基或式II的基团,其中R5是氢或甲基,R2是C2-C6亚烷基,R4是C1-C10烷基或环烷基,和n1是2到20的整数;R6和R8彼此独立地为氢,C1-C4烷基或式II基团,其中R5是氢或甲基,R7是C2-C6亚烷基,R9和C10彼此独立地为C1-C8烷基或式II基团,其中R5定义同上,或R9和R10与相连的氮原子一起形成吗啉代,和n2是2到20的整数;和n4和n4 *彼此独立地为2到20的整数。
本发明特别优选的实施方案是一种稳定剂混合物,其中式I化合物是或和式III化合物是和n1,n2,n4和n4 *彼此独立地为2到20的整数。本发明特别优选的实施方案是一种稳定剂混合物,包括化合物和其中n1和n2彼此独立地为2到20的整数。
在组分c)一个优选的实施方案中,n3’,n3”和n3为彼此独立的2到4的整数,R11是C1-C4烷基和R12是氢。
组分c)最优选的是下式聚胺与氰尿酰氯反应获得的产物
H2N-(CH2)3-NH-(CH2)2-NH-(CH2)3-NH2再与下式化合物反应获得的产物本发明其他特别优选的实施方案是:(1)一种稳定剂混合物,包括化合物其中n1是2到20的整数,和下式聚胺与氰尿酰氯反应获得的产物H2N-(CH2)3-NH-(CH2)2-NH-(CH2)3-NH2再与下式化合物反应获得的产物
(2)一种稳定剂混合物,包括化合物Va和Vb的一种混合物,其中n4和n4 *彼此独立地为2到20的整数,和化合物或其中n1和n2彼此独立地为2到20的整数。
(3)一种稳定剂混合物,包括化合物Va和Vb的一种混合物,其中n4和n4 *彼此独立地为2到20的整数,和下式聚胺与氰尿酰氯反应获得的产物H2N-(CH2)3-NH-(CH2)2-NH-(CH2)3-NH2再与下式化合物反应获得的产物(4)一种稳定剂混合物,包括化合物其中n2是2到20的整数,和下式聚胺与氰尿酰氯反应获得的产物H2N-(CH2)3-NH-(CH2)2-NH-(CH2)3-NH2再与下式化合物反应获得的一种产物
本发明的稳定剂混合物适合稳定有机物,防止其热、氧化或光引发降解。这类物质的说明性示例是:
1.单烯烃和二烯烃的聚合物,例如聚丙烯,聚异丁烯,聚丁-1-烯,聚-4-甲基戊-1-烯,聚异戊二烯或聚丁二烯及环烯烃例如,环戊烯或降冰片烯的聚合物,聚乙烯(未交联或交联的),例如,高密度聚乙烯(HDPE),高密度和高分子量聚乙烯(HDPE-HMW),高密度和超高分子量聚乙烯(HDPE-UHMW),中密度聚乙烯(MDPE),低密度聚乙烯(LDPE),线性低密度聚乙烯(LLDPE),支化低密度聚乙烯(BLDPE)。
聚烯烃,即上段单烯烃聚合物的示例,优选聚乙烯和聚丙烯,可通过不同,特别是下列方法制备:
a)游离基聚合(通常在高温高压下)。
b)催化聚合,使用一种通常含一种或多种元素周期表IVb,Vb,VIb或VIII族的金属的催化剂。这些金属通常有一个或多个配位体,通常为氧根、卤根、烷氧基,酯、醚、胺、烷基,链烯基和/或芳基,它们可为π-或δ-配位。这些金属配合物可为自由型或固着在基质通常固着在活化后的氯化镁,氯化钛(III),氧化铝或氧化硅上。这些催化剂在聚合介质中可以是可溶的或不溶的。这些催化剂可单独用在聚合反应中或与活化剂一起使用,通常为烷基金属,金属氢化物,烷基金属卤化物,烷基金属氧化物或烷基恶烷金属,所述金属是元素周期表Ia,IIa和/或IIIa族元素。活化剂可进一步用酯、醚、胺或甲硅烷醚改性。这些催化剂体系通常称为Philips,Standarrd oilIndiana,齐格勒(-纳塔)催化剂,TNZ(Dupont),金属茂或单点催化剂(SSC)。
2.上述1所述聚合物的混合物,例如聚丙烯与聚异丁烯的混合物,聚丙烯与聚乙烯的混合物(例如PP/HDPE,PP/LDPE)和不同类型的聚乙烯的混合物(例如LDPE/HDPE)。
3.单烯烃和二烯烃彼此间或与其他乙烯基单体的共聚物,例如乙烯/丙烯共聚物,线性低密度聚乙烯(LLDPE)及其与低密度聚丙烯(LDPE)的混合物,丙烯/1-丁烯共聚物,丙烯/异丁烯共聚物,乙烯/1-异烯共聚物,乙烯/己烯共聚物,乙烯/甲基戊烯共聚物,乙烯/庚烯共聚物,乙烯/辛烯共聚物,乙烯/丁二烯共聚物,异丁烯/异戊二烯共聚物,乙烯/丙烯酸烷基酯共聚物,乙烯/甲基丙烯酸烷酯共聚物,乙烯/乙酸乙烯基酯共聚物和它们与一氧化碳的共聚物或乙烯/丙烯酸共聚物和它们的盐(离聚物)及乙烯与丙烯和一种二烯如己二烯,二环戊二烯或亚乙基-降冰片烯的三元共聚物,和这类共聚物彼此间或与上述1)所述的聚合物的混合物,例如聚丙烯/乙烯-丙烯共聚物,LDPE/乙烯-乙酸乙烯基酯共聚物(EVA),LDPE/乙烯-丙烯酸共聚物(EAA),LLDPE/EVA,LLDPE/EAA,交替或无规聚烯烃/一氧化碳共聚物及其与其他共聚物如聚酰胺的混合物。
4.烃树脂(例如C5-C9)包括其加氢改性(例如粘合剂)和聚烯烃和淀粉的混合物。
5.聚苯乙烯,聚(对-甲基苯乙烯),聚(α-甲基苯乙烯)。
6.苯乙烯或α-苯乙烯与二烯或丙烯酸类衍生物的共聚物,例如苯乙烯/丁二烯,苯乙烯/甲基丙烯酸烷基酯,苯乙烯/丁二烯/丙烯酸烷基酯,苯乙烯/丁二烯/甲基丙烯酸烷酯,苯乙烯/马来酸酐,苯乙烯/丙烯腈/丙烯酸甲酯;高冲击强度苯乙烯共聚物和另一种聚合物,例如聚丙烯酸酯,二烯聚合物或乙烯/丙烯/二烯三元共聚的混合物;和苯乙烯嵌段共聚物如苯乙烯/丁二烯/苯乙烯,苯乙烯/异戊二烯/苯乙烯,苯乙烯/乙烯/丁烯/苯乙烯或苯乙烯/乙烯/丙烯/苯乙烯。
7.苯乙烯或α-甲基苯乙烯的接枝共聚物,例如,苯乙烯接枝在聚丁二烯上,苯乙烯接枝在聚丁二烯-苯乙烯或聚丁二烯-丙烯腈共聚物上;苯乙烯和丙烯腈(或甲基丙烯腈)接枝在聚丁二烯上;苯乙烯和马来酸酐接枝在聚丁二烯上;苯乙烯,丙烯腈和马来酸酐或马来酰亚胺接枝在聚丁二烯上;苯乙烯和马来酰亚胺接枝在聚丁二烯上;苯乙烯和丙烯酸烷酯或甲基丙烯酸烷酯接枝在聚丁二烯上;苯乙烯和丙烯腈接枝在乙烯/丙烯/二烯三元共聚物上;苯乙烯和丙烯腈接枝在聚丙烯酸烷酯或聚甲基丙烯酸烷酯上,苯乙烯和丙烯腈接枝在丙烯酸酯/丁二烯共聚物上,及其与6)中所列共聚物的混合物,例如称为ABS,MBS,ASA或AES聚合物的共聚物混合物。
8.含卤聚合物如聚氯戊二烯,氯化橡胶,氯化或氯磺化聚乙烯,乙烯和氯化乙烯共聚物,表氯醇均聚物和共聚物,特别是含卤乙烯基化合物的聚合物,例如聚氯乙烯,聚二氯乙烯,聚氟乙烯,聚二氟乙烯及其共聚物如氯乙烯/二氯乙烯,氯乙烯/乙酸乙烯基酯或二氯乙烯/乙酸乙烯基酯共聚物。
9.衍生自α,β-不饱和酸及其衍生物如聚丙烯酸酯和聚甲基丙烯酸酯的聚合物;用丙烯酸丁酯改进冲击强度的聚甲基丙烯酸甲酯,聚丙烯酰胺和聚丙烯腈。
10.9)中所述单体彼此或与其他不饱和单体的共聚物,例如丙烯腈/丁二烯共聚物,丙烯腈/丙烯酸烷酯共聚物,丙烯腈/丙烯酸烷氧基烷酯或丙烯腈/卤乙烯共聚物或丙烯腈/甲基丙烯酸烷酯/丁二烯三元共聚物。、
11.衍生自不饱和醇和胺或酰基衍生物或其醛缩醇的聚合物,例如聚乙烯醇,聚乙酸乙烯酯,聚硬脂酸乙烯酯,聚苯甲酸乙烯酯,聚马来酸乙烯酯,聚乙烯醇缩丁醛,聚邻苯二甲酸烯丙酯或聚烯丙基马来胺;及它们与1)中所述烯烃的共聚物。
12.环醚类均聚物和共聚物如聚二醇,聚环氧乙烷,聚环氧丙烷或它们与聚二环氧甘油醚类的共聚物。
13.聚缩醛如聚甲醛和含环氧乙烷单体的聚甲醛,用热塑性聚氨酯、丙烯酸酯或MBS改性的聚缩醛。
14.聚苯氧和聚苯硫,和聚苯氧与苯乙烯聚合物或聚酰胺的混合物。
15.衍生自一方面为羟基封端的聚醚、聚酯或聚丁二烯,另一方面为脂肪或芳族聚异氰酸酯的聚氨酯及其前体。
16.衍生自二胺和二元酸和/或一元酸或相应的内酰胺的聚酰胺,例如聚酰胺4,聚酰胺6,聚酰胺6/6,6/10,6/9,6/12,4/6,12/12,聚酰胺11,聚酰胺12,由间二甲苯二胺和己二酸获得的聚芳族酰胺;由己二胺和间苯二酸或/和对苯二酸用或不同弹性体作改性剂制得的聚酰胺,例如聚-2,4,4-三甲基六亚甲基对苯二酰胺或聚-间-亚苯基间苯二酰胺;和上述聚酰胺与聚烯烃、烯烃共聚物、离聚物或化学键联或接枝的弹性体或与聚醚,例如与聚乙二醇、聚丙二醇或聚丁二醇的嵌段共聚物;及用EPDM或ABS改性的聚酰胺或共聚酰胺;和在加工过程缩合的聚酰胺(RIM聚酰胺体系)。
17.聚脲,聚亚酰胺,聚酰胺-亚酰胺,聚醚-亚酰胺,聚酯-亚酰胺,聚乙内酰脲和聚苯并咪唑。
18.由二元酸和二元醇和/或由羟基羧酸或相应的内酯衍生的聚酯,例如聚对苯二甲酸乙二醇酯,聚对苯二甲酸丁二醇酯,聚对苯二甲酸1,4-二羟甲基环己烷酯和聚羟苯甲酸酯及衍生自羟基封端的聚醚的嵌段共聚醚酯;和用聚碳酸酯或MBS改性的聚酯。
19.聚碳酸酯和聚酯碳酸酯。
20.聚砜,聚酰砜和聚醚酮。
21.衍生自一方面为醛而另一方面为酚,脲和马来胺的交联聚合物,如酚/甲醛树脂,脲/甲醛树脂和马来胺/甲醛树脂。
22.干燥和未干燥的醇酸树脂。
23.衍生自饱和和不饱和二元酸与多元醇的共聚酯和乙烯化合物作为交联剂的不饱和聚酯,及其低燃性含卤改性物。
24.衍生自取代丙烯酸酯的可交联丙烯酸类树脂,例如环氧基丙烯酸酯,聚氨酯丙烯酸酯或聚酯丙烯酸酯
25.用马来胺树脂,脲树脂,异氰酸酯,异氰脲酸酯,聚异氰酸酯或环氧树脂交联的醇酸树脂,聚酯树脂和丙烯酸酯树脂。
26.衍生自脂肪、环脂肪、杂环或芳族缩水甘油化合物例如双酚A和双酚F的缩水甘油醚产物,通常用常规的硬化剂如酸酐或胺,用或不用加速剂交联的交联后的环氧树脂。
27.天然聚合物如纤维素,橡胶,明胶和其化学改性的均相衍生物,例如乙酸纤维素,丙酸纤维素和丁酸纤维素或纤维素醚如甲基纤维素;及松香和它们的衍生物。
28.上述聚合物的掺混物(聚掺混物),例如,PP/EPDM,聚酰胺/EPDM或ABS,PVC/EVA,PVC/ABS,PVC/MBS,PC/ABS,PBTP/ABS,PC/ASA,PC/PBT,PVC/CPE,PVC/丙烯酸酯,POM/热塑性PUR,PC/热塑性PUR,POM/丙烯酸酯,POM/MBS,PPO/HIPS,PPO/PA6.6和共聚物,PA/HDPE,PA/PP,PA/PPO,PBT/PC/ABS或PBT/PET/PC。
29天然和合成的有机物(纯单体化合物或这类化合物的混合物),例如,矿物油,动物和植物脂肪、油和蜡,或以合成酯为基的油、脂肪和蜡(例如,邻苯二甲酸酯,己二酸酯,磷酸酯或偏苯三酸酯)和合成酯与矿物油以任何重量比的混合物,通常为用作纺丝组合物的混合物及这类物料的含水乳液。
30.天然或合成橡胶的含水乳液,例如,羧酸酯化的苯乙烯/丁二烯共聚物的天然胶乳。
本发明也涉及一种包括易氧化、热或光引发降解的有机物和本发明的稳定剂的组合物。
有机物优选合成聚合物,更优选上述聚合物。聚烯烃是优选的,聚乙烯,聚丙烯和其共聚物是特别优选的。
本发明稳定剂体系的化合物可以单独或彼此混合掺入到欲稳定的物料中。这些化合物通常彼此独立地以0.01~4.99%的量使用,附加条件是,基于欲稳定物料总重量,稳定剂混合物的总量优选0.02~5%(重量)。
基于欲稳定物料总重量,稳定剂体系的总重量优选0.05~3%,更优选0.05~2%或0.05~1%(重量)。
本发明稳定剂体系的两个化合物的重量比为优选20∶1到1∶20,更优选10∶1到1∶10,通常为1∶5到5∶1。
稳定剂混合物或单个稳定剂用已知方法掺入有机物中,通常在模塑物品成型期间或成型前掺入,或者另一种方法为用化合物的溶液或分散液涂敷有机物,随后蒸发除去溶剂。稳定剂混合物的单个化合物可以粉末、颗粒或以这些化合物在其中浓度为2.5~25%(重量)的母炼胶形式掺入欲稳定的物料中。
如果需要,新型稳定剂混合物的化合物在掺入有机物料前可彼此熔融掺混。
本发明的稳定剂混合物或单个稳定剂可在聚合或交联期间加入。
稳定后的物料可呈任何外形,通常为片状、丝状、带状、模制品、成型品或涂料组合物的粘合剂、粘接剂或腻子。
各种常规的添加剂也可并入稳定后的有机物中,通常包括:1.抗氧化剂
1.1.烷基化的单苯酚,例如2,6-二-叔丁基-4-甲基苯酚,2-叔丁基-4,6-二甲基苯酚,2,6-二-叔丁基-4-乙基苯酚,2,6-二-叔丁基-4-正丁基苯酚,2,6-二-叔丁基-4-异丁基苯酚,2,6-二环戊基-4-甲基苯酚,2-(α-甲基环己基)-4,6-二甲基苯酚,2,6-二-十八烷基-4-甲基苯酚,2,4,6-三环己基苯酚,2,6-二-叔丁基-4-甲氧基甲基苯酚,壬基苯酚类(它们可为直链或有侧支链的),例如2,6-二-壬基-4-甲基苯酚,2,4-二甲基-6-(1’-甲基十一烷-1’-基)苯酚,2,4-二甲基-6-(1’-甲基十七烷-1’-基)苯酚,2,4-二甲基-6-(1’-甲基十三烷-1’-基)苯酚及其混合物。
1.2.烷硫基甲基苯酚,例如2,4-二辛硫基甲基-6-叔丁基苯酚,2,4-二辛硫基甲基-6-甲基苯酚,2,4-二辛硫基甲基-6-乙基苯酚,2,6-二-十二烷硫基甲基-4-壬基苯酚。
1.3.氢醌和烷基化氢醌,例如2,6-二-叔丁基-4-甲氧基苯酚,2,5-二-叔丁基氢醌,2,5-二-叔戊基氢醌,2,6-二苯基-4-十八烷氧基苯酚,2,6-二-叔丁基氢醌,2,5-二-叔丁基-4-羟基茴香醚,3,5-二-叔丁基-4-羟基茴香醚,硬脂酸3,5-二-叔丁基-4-羟基苯基酯,己二酸二(3,5-二-叔丁基-4-羟基苯基)酯。
1.4.生育酚,例如α-生育酚,β-生育酚,γ-生育酚,δ-生育酚及其混合物(维生素E)。
1.5.羟基化硫代二苯醚,例如,2,2’-硫代双(6-叔丁基-4-甲基苯酚),2,2’-硫代双(4-辛基苯酚),4,4’-硫代双(6-叔丁基-3-甲基苯酚),4,4’-硫代双(6-叔丁基-2-甲基苯酚),4,4’-硫代双(3,6-二-仲戊基苯酚),4,4’-双(2,6-二甲基-4-羟基苯基)二硫化物。
1.6.亚烷基双酚,例如,2,2’-亚甲基双(6-叔丁基-4-甲基苯酚),2,2’-亚甲基双(6-叔丁基-4-乙基苯酚),2,2’-亚甲基双[4-甲基-6-(α-甲基环己基)苯酚],2,2’-亚甲基双(4-甲基-6-环己基苯酚),2,2’-亚甲基双(6-壬基-4-甲基苯酚),2,2’-亚甲基双(4,6-二叔丁基苯酚),2,2’-亚乙基双(4,6-二-叔丁基苯酚),2,2’-亚乙基双(6-叔丁基-4-异丁基苯酚),2,2’-亚甲基双[6-(α-甲基苄基)-4-壬基苯酚],2,2’-亚甲基双[6-(α,α-二甲基苄基)-4-壬基苯酚],4,4’-亚甲基双(2,6-二-叔丁基苯酚),4,4’-亚甲基双(6-叔丁基-2-甲基苯酚),1,1-双(5-叔丁基-4-羟基-2-甲基苯基)丁烷,2,6-双(3-叔丁基-5-甲基-2-羟基苄基)-4-甲基苯酚,1,1,3-三(5-叔丁基-4-羟基-2-甲基苯基)丁烷,1,1-双(5-叔丁基-4-羟基-2-甲基苯基)-3-正十二烷基巯基丁烷,乙二醇双[3,3-双(3’-叔丁基-4’-羟基苯基)丁酸酯],双[3-叔丁基-4-羟基-5-甲基苯基)二环戊二烯],双[2-(3’-叔丁基-2’-羟基-5’-甲基苄基)-6-叔丁基-4-甲基苯基]对苯二甲酸酯,1,1-双(3,5-二甲基-2-羟基苯基)丁烷,2,2-双(3,5-二-叔丁基-4-羟基苯基)丙烷,2,2-双(5-叔丁基-4-羟基-2-甲基苯基)-4-正十二烷基巯基丁烷,1,1,5,5-四(5-叔丁基-4-羟基-2-甲基苯基)戊烷。
1.7.O-,N-和S-苄基化合物,例如3,5,3’,5’-四(叔丁基-4,4’-二羟基二苄基)醚,十八烷基-4-羟基-3,5-二甲基苄基巯基乙酸酯,十三烷基-4-羟基-3,5-二-叔丁基苄基巯基乙酸酯,三(3,5-二-叔丁基-4-羟基苄基)胺,双(4-叔丁基-3-羟基-2,6-二甲基苄基)二硫代对苯二甲酸酯,双(3,5-二-叔丁基-4-羟基苄基)硫化物,异丁基-3,5-二-叔丁基-4-羟基苄基巯基乙酸酯。
1.8.羟基苄基化的丙二酸酯,例如,二-十八烷基-2,2-双(3,5-二-叔丁基-2-羟基苄基)丙二酸酯,二-十八烷基-2-(3-叔丁基-4-羟基-5-甲基苄基)丙二酸酯,二-十二烷基巯基乙烷-2,2-双(3,5-二-叔丁基-4-羟基苄基)丙二酸酯,双[4-(1,1,3,3-四甲基丁基)苯基]-2,2-双(3,5-二-叔丁基-4-羟基苄基)丙二酸酯。
1.9.芳族羟基苄基化合物,例如1,3,5-三(3,5-二-叔丁基-4-羟基苄基)-2,4,6-三甲基苯,1,4-双(3,5-二-叔丁基-4-羟基苄基)-2,3,5,6-四甲基苯,2,4,6-三(3,5-二-叔丁基-4-羟基苄基)苯酚。
1.10.三嗪,例如,2,4-双(辛基巯基)-6-(3,5-二叔丁基-4-羟基苯胺基)-1,3,5-三嗪,2-辛基巯基-4,6-双(3,5-二-叔丁基-4-羟基苯胺基)-1,3,5-三嗪,2-辛基巯基-4,6-双(3,5-二-叔丁基-4-羟基苯氧基)-1,3,5-三嗪,2,4,6-三(3,5-二-叔丁基-4-羟基苯氧基)-1,2,3-三嗪,1,3,5-三-(3,5-二-叔丁基-4-羟基苄基)异氰酸酯,1,3,5-三(4-叔丁基-3-羟基-2,6-二甲基苄基)异氰酸酯,2,4,6-三(3,5-二-叔丁基-4-羟基苯基乙基)-1,3,5-三嗪,1,3,5-三(3,5-二-叔丁基-4-羟基苯基丙基)六氢-1,3,5-三嗪,1,3,5-三(3,5-二环己基-4-羟基苄基)异氰酸酯
1.11.苄基膦酸酯,例如,2,5-二-叔丁基-4-羟基苄基膦酸二甲酯,3,5-二-叔丁基-4-羟基苄基膦酸二乙基酯,3,5-二-叔丁基-4-羟基苄基膦酸二-十八烷基酯,5-叔丁基-4-羟基-3-甲基苄基膦酸二-十八烷基酯,3,5-二-叔丁基-4-羟基苄基膦酸单乙酯的钙盐。
1.12.酰基氨基苯酚。例如,4-羟基-N-月桂酰苯胺,4-羟基-N-硬脂酰苯胺,辛基-N-(3,5-二-叔丁基-4-羟基苯基)氨基甲酸酯。
1.13.β-(3,5-二-叔丁基-4-羟基苯基)丙酸与一元或多元醇例如与甲醇,乙醇,正辛醇,异辛醇,十八醇,1,6-己二醇,1,9-壬二醇,乙二醇,,1,3-丙二醇,新戊二醇,硫二甘醇,二甘醇,三甘醇,季戊四醇,三(羟乙基)异氰脲酸酯,N,N’-双(羟乙基)草酰胺,3-硫杂十一醇,3-硫杂十五醇,三甲基己二醇,三羟甲基丙烷,4-羟基甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯。
1.14.β-(5-叔丁基-4-羟基-3-甲基苯基)丙酸与一元或多元醇,例如与甲醇,乙醇,正辛醇,异辛醇,十八醇,1,6-己二醇,1,9-壬二醇,乙二醇,1,2-丙二醇,新戊二醇,硫代二甘醇,二甘醇,三甘醇,季戊四醇,异氰脲酸三(羟乙基)酯,N,N’-双(羟乙基)草酰胺,3-硫杂十一醇,3-硫杂十五醇,三甲基己二醇,三羟甲基丙烷,4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯。
1.15.β-(3,5-二环己基-4-羟基苯基)丙酸与一元或多元醇,例如与甲醇,乙醇,辛醇,十八醇,1,6-己二醇,1,9-壬二醇,二甘醇,1,2-丙二醇,新戊二醇,硫代二甘醇,二甘醇,三甘醇,季戊四醇,三(羟基乙基)异氰脲酸酯,N,N’-双(羟乙基)草酰胺,3-硫杂十一醇,3-硫杂十五醇,三甲基己二醇,三羟甲基丙烷,4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯
1.16. 3,5-二-叔丁基-4-羟基苯基乙酸与一元或多元醇例如与甲醇,乙醇,辛醇,十八醇,1,6-己二醇,1,9-壬二醇,乙二醇,1,2-丙二醇,新戊二醇,硫代二甘醇,二甘醇,三甘醇,季戊四醇,三(羟乙基)异氰脲酸酯,N,N’-双(羟乙基)草酰胺,3-硫杂十一醇,3-硫杂十五醇,三甲基己二醇,三羟甲基丙烷,4-烯甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯
1.17.β-(3,5-二-叔丁基-4-羟苯基)丙酸的酰胺,例如,N,N’-双(3,5-二-叔丁基-4-羟基苯基丙基)六亚甲基二胺,N,N’-双(3,5-二-叔丁基-4-羟基苯基丙基)三亚甲基二胺,N,N-双(3,5-二-叔丁基-4-羟苯基丙基)肼。
2UV吸收剂和光稳定剂
2.1. 2-(2’-羟苯基)苯并***,例如,2-(2’-羟基-5’-甲基苯基)苯并***,2-(3’,5’-二-叔丁基-2’-羟苯基)苯并***,2-(5’-叔丁基-2’-羟苯基)苯并***,2-(2’-羟基-5’-(1,1,3,3-四甲基丁基)苯基)苯并***,2-(3’,5’-二-叔丁基-2’-羟苯基)-5-氯苯并***,2-(3’-叔丁基-2’-羟基-5’-甲基苯基)-5-氯苯并***,2-(3’-仲丁基-5’-叔丁基-2’-羟苯基)苯并***,2-(2’-羟基-4’-辛氧基苯基)苯并***,2-(3’,5’-二-叔戊基-2’-羟苯基)苯并***,2-(3’,5’-双-(α,α-二甲基苄基)-2’-羟苯基)苯并***;2-(3’-叔丁基-2’-羟基-5’-(2-辛氧基羰乙基)苯基)-5-氯苯并***,2-(3’-叔丁基-5’-[2-(2-乙基己氧基)-羰乙基]-2’-羟苯基-5-氯-苯并***,2-(3’-叔丁基-2’-羟基-5’-(2-甲氧基羰乙基)苯基)-5-氯苯并***,2-(3’-叔丁基-2’-羟基-5’-(2-甲氧基羰基乙基)苯基)苯并***,2-(3’-叔丁基-2’-羟基-5’-(2-辛氧基羰基乙基)苯基)苯并***,2-(3’-叔丁基-5’-[2-(2-乙基己氧基)羰基乙基]-2’-羟基苯基)苯并***,2-(3’-十二烷基-2’-羟基-5’-甲基苯基)苯并***和2-(3’-叔丁基-2’-羟基-5’-12-异辛氧基羰基乙基)苯基苯并***的混合物;2,2’-亚甲基双[4-(1,1,3,3-四甲基丁基)-6-苯并***-2-基苯酚];2-[3’-叔丁基-5’-(2-甲氧基羰基乙基)-2’-羟苯基]-2H-苯并***与聚乙二醇300的酯交换产品;[R-CH2CH2-COO(CH2)3]2,其中R=3’-叔丁基-4’-羟基-5’-2H-苯并***-2-基苯基。
2.2. 2-羟基苯并苯酮,例如4-羟基,4-甲氧基,4-辛氧基,4-癸氧基,4-十二氧基,4-苄氧基,4,2’,4’-三羟基和2’-羟基-4,4 ’-二甲氧基衍生物。
2.3.取代和未取代苯甲酸的酯,例如,水杨酸4-叔丁基-苯基酯,水杨酸苯基酯,水杨酸辛苯基酯,二苄酰基间苯二酚,双(4-叔丁基苄酰基)间苯二酚,苄酰基间苯二酚,3,5-二-叔丁基-4-羟苯甲酸2,4-二-叔丁基苯酯,3,5-二-叔丁基-4-羟基苯甲酸十六烷酯,3,5-二-叔丁基-4-羟基苯甲酸十八烷酯,3,5-二-叔丁基-4-羟基苯甲酸2-甲基-4,6-二-叔丁基苯酯。
2.4.丙烯酸酯,例如,α-氰基-β,β-二苯基丙烯酸乙酯,α-氰基-β,β-二苯基丙烯酸异辛基酯,α-甲酯基肉桂酸甲酯,α-氰基-β-甲基-对-甲氧基肉桂酸甲酯,α-氰基-β-甲基-对-甲氧基肉桂酸丁酯,α-甲酯基-对-甲氧基内桂酸甲酯和N-1β-甲酯基-β-氰基乙烯基)-2-甲基二氢吲哚。
2.5.镍化合物,例如2,2’-硫代双[4-(1,1,3,3-四甲基丁基)苯酚]的镍配合物,如1∶1或1∶2的配合物,用或不用另加配位体如正丁基胺,三乙醇胺,或N-环己基二乙醇胺,二丁基二硫代氨基甲酸镍,单烷基酯,例如,4-羟基-3,5-二-叔丁基苄基膦酸甲基或乙基酯的镍盐,酮肟例如2-羟基-4-甲基苯基十一烷基酮肟的镍配合物,1-苯基-4-月桂酰基-5-羟基吡唑的镍配合物,用或不用另加配位体。
2.6.位阻胺,例如,癸二酸二(2,2,6,6-四甲基-4-哌啶基)酯,琥珀酸二(2,2,6,6-四甲基-4-哌啶基)酯,癸二酸二(1,2,2,6,6-五甲基-4-哌啶基)酯,癸二酸二(1-辛氧基-2,2,6,6-四甲基-4-哌啶基)酯,双(1,2,2,6,6-五甲基-4-哌啶基)正丁基-3,5-二-叔丁基-4-羟基苄基丙二酸酯,1-(2-羟乙基)-2,2,6,6-四甲基-4-羟基哌啶和琥珀酸的缩合物,N,N’-双(2,2,6,6-四甲基-4-哌啶)六亚甲基二胺和4-叔辛基氨基-2,6-二氯-1,3,5-三嗪的缩合物,次氮基三乙酸三(2,2,6,6-四甲基-4-哌啶基)酯,1,2,3,4-丁四酸四(2,2,6,6-四甲基-4-哌啶基)酯,1,1’-(1,2-乙二基)双(3,3,5,5-四甲基哌嗪酮),4-苄酰基-2,2,6,6-四甲基哌啶,4-硬脂氧基-2,2,6,6-四甲基哌啶,丙二酸二(1,2,2,6,6-五甲基哌啶基)-2-正丁基-2-(2-羟基-3,5-二-叔丁基苄基)酯,3-正辛基-7,7,9,9-四甲基-1,3,8-三氮杂螺[4,5]癸-2,4-二酮,癸二酸二(1-辛氧基-2,2,6,6-四甲基哌啶基)酯,琥珀酸二(1-辛氧基-2,2,6,6-四甲基哌啶基)酯,N,N’-双(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺和4-吗啉代-2,6-二氯-1,3,5-三嗪的缩合物,2-氯-4,6-双(4-正丁基氨基-2,2,6,6-四甲基哌啶基)-1,3,5-三嗪和1,2-双(3-氨基丙基氨基)乙烷的缩合物,2-氯-4,6-双(4-正丁基氨基-1,2,2,6,6-五甲基哌啶基)-1,3,5-三嗪和1,2-双(3-氨基丙基氨基)乙烷的缩合物,8-乙酰基-3-十二烷基-7,7,9,9-四甲基-1,3,8-三氮杂螺[4.5]癸-2,4-二酮,3-十二烷基-1-(2,2,6,6-四甲基-4-哌啶基)吡咯烷-2,5-二酮,3-十二烷基-1-(1,2,2,6,6-五甲基-4-哌啶基)吡咯烷-2,5-二酮,4-十六烷氧基-和4-十八烷氧基-2,2,6,6-四甲基哌啶的混合物,N,N’-双(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺和4-环己基氨基-2,6-二氯-1,3,5-三嗪的缩合物,1,3-双(3-氨基丙基氨基)乙烷和2,4,6-三氯-1,3,5-三嗪的缩合物及4-丁基氨基-2,2,6,6-四甲基哌啶(CAS Reg.No.[136504-96-6]);N-(2, 2,6,6-四甲基-4-哌啶基)正十二烷基琥珀酰亚胺,N-(1,2,2,6,6-五甲基-4-哌嗪)-正十二烷基琥珀酰亚胺,2-十一烷基-7,7,9,9-四甲基-1-氧杂-3,8-二氮杂-4-氧代螺[4,5]癸烷,7,7,9,9-四甲基-2-环十一烷基-1-氧杂-3,8-二氮杂-4-氧代螺[4,5]癸烷和表氯醇的反应产物。
2.7.草酰胺,例如4,4’-二辛氧基-N,N’-草酰二苯胺,2,2’-二乙氧基-N,N’-草酰二苯胺,2,2’-二辛氧基-5,5’-二-叔丁基-N,N’-草酰二苯胺,2-乙氧基-2’-乙基-N-N’-草酰二苯胺,N,N’-双(3-二甲基氮基丙基)草酰胺2-乙氧基-5-叔丁基-2’-乙基-N,N’-草酰二苯胺及其与2-乙氧基-2’-乙基-5,4’-二-叔丁基-N,N-草酰二苯胺的混合物,邻-和对-甲氧基-二取代-N,N’-草酰二苯胺的混合物,和邻-和对-乙氧基-二取代-N,N’-草酰二苯胺的混合物。
2.8. 2-(2-羟基苯基)-1,3,5-三嗪,例如,2,4,6-三(2-羟基-4-辛氧基苯基)-1,3,5-三嗪,2-(2-羟基-4-辛氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪,2-(2,4-二羟基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪,2,4-双(2-羟基-4-丙氧基苯基)-6-(2,4-二甲基苯基)-1,3,5-三嗪,2-(2-羟基-4-辛氧基苯基)-4,6-双(4-甲基苯基)-1,3,5-三嗪,2-(2-羟基-4-十二烷氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪,2-(2-羟基-4-十三烷氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪,2-[2-羟基-4-(2-羟基-3-丁氧基-丙氧基)苯基]-4,6-双(2,4-二甲基)-1,3,5-三嗪,2-[2-羟基-4-(2-羟基-3-辛氧基-丙氧基)苯基]-4,6-双[2,4-二甲基)-1,3,5-三嗪,2-[4-(十二烷氧基/十三烷氧基-2-羟基丙氧基)-2-羟基-苯基]-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪,2-[2-羟基-4-(2-羟基-3-十二烷氧基-丙氧基)苯基]-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪,2-[2-羟基-4-己氧基)苯基-4,6-二苯基-1,3,5-三嗪,2-(2-羟基-4-甲氧基苯基)-4,6-二苯基-1,3,5-三嗪,2,4,6-三[2-羟基-4-(3-丁氧基-2-羟基-丙氧基)苯基]-1,3,5-三嗪,2-(2-羟苯基)-4-(4-甲氧基苯基)-6-苯基-1,3,5-三嗪。
3.金属减活化剂,例如,N,N’-二苯基草酰胺,N-水杨醛-N’-水杨酰肼,N,N’-双(水杨酰)肼,N,N’-双(3,5-二-叔丁基-4-羟基苯基丙基)肼,3-水杨酰氨基-1,2,4-***,双(亚苄基)草酰二肼,N,N’-草酰二苯胺,邻苯二甲酰二肼,癸二酰双苯基肼,N,N’-二乙酰基己二酰二肼,N,N’-双(水杨酰)草酰二肼,N,N’-双(水杨酰)硫代丙酰二肼。
4.亚磷酸酯和亚膦酸酯,例如,亚磷酸三苯酯,亚磷酸二苯基烷基酯,亚磷酸苯基二烷基酯,亚磷酸三(壬基苯基)酯,亚磷酸三月桂酯,亚磷酸三-十八烷酯,二亚磷酸二硬脂基季戊四醇酯,亚磷酸三(2,4-二-叔丁基苯基)酯,二亚磷酸二异癸基季戊四醇酯,二亚磷酸双(2,4-二-叔丁基苯基)季戊醇酯,二亚磷酸双(2,6-二-叔丁基-4-甲基苯基)季戊四醇酯,二亚磷酸二异癸氧基季戊四醇酯,二亚磷酸双(2,4-二-叔丁基-6-甲基苯基)季戊四醇酯,二亚磷酸双(2,4,6-三(叔丁基苯基)-季戊四醇酯,三亚磷酸三硬脂基山梨醇酯,二亚膦酸四(2,4-二-叔丁基苯基)4,4’-亚联苯基酯,6-异辛氧基-2,4,8,10-四叔丁基-12H-二苯并[d,g]-1,3,2-二氧杂膦辛,双-(2,4-二-叔丁基-6-甲基苯基)甲基亚磷酸酯,双(2,4-二-叔丁基-6-甲基苯基)乙基亚磷酸酯,6-氟-2,4,8,10-四-叔丁基-12-甲基-二苯并[d,g]-1,3,2-二氧杂膦辛。
5.过氧化物净化剂,例如β-硫代二丙酸的酯如月桂酯,十八烷酯,十四烷基酯,巯基苯并咪唑,或2-巯基苯并咪唑的锌盐,二丁基二硫代氨基甲酸锌,二-十八烷基二硫化物,四(β-十二烷基巯基)丙酸季戊四醇酯。
6.聚酰胺稳定剂,例如铜盐与碘化物和/或磷化合物的混合物和二价锰盐。
7.基本助稳定剂,马来胺,聚乙烯基吡咯烷酮,双氰胺,氰脲酸三烯丙基酯,脲衍生物,肼衍生物,胺,聚酰胺,聚氨酯,高级脂肪酸的碱金属和碱土金属盐,例如,硬脂酸钙,硬脂酸锌,山俞酸镁,硬脂酸镁,蓖麻油酸钠和棕榈酸钾,焦儿茶酸锑或焦儿茶酸锡。
8.成核剂,例如4-叔丁基苯甲酸,己二酸,二苯基乙酸。
9.填料和增强剂,例如碳酸钙,硅酸盐,玻璃纤维,玻璃珠,石棉,滑石粉,高岭土,方固,硫酸钡,金属氧化物和氢氧化物,碳黑,石墨。
10.其他添加剂,例如增塑剂,润滑剂,乳化剂,颜料,荧光剂,增白剂,阻燃剂,抗静电剂,鼓泡剂。
11.苯并呋喃酮和二氢吲哚酮,如公开在US-A-4325863,US-A-4338244,US-A-5175312,US-A-5216052,US-A-5252643,DE-A-4316611,DE-A-4316622,DE-A-4316876,EP-A-0589839或EP-A-0591102中的化合物或3-[4-(2-乙酸基乙氧基)苯基]-5,7-二-叔丁基苯并呋喃-2-酮,5,7-二-叔丁基-3-[4-(2-硬脂酰氧基乙氧基)苯基]苯并呋喃-2-酮,3,3’-双[5,7-二-叔丁基-3-(4-[2-羟基乙氧基]苯基)苯并呋喃-2-酮],5,7-二-叔丁基-3-(4-乙氧基苯基)苯并呋喃-2-酮,3-(4-乙酸基-3,5-二甲基苯基)-5,7-二-叔丁基-苯并呋喃-2-酮,3-(3,5-二甲基-4-新戊酰氧基苯基)-5,7-二-叔丁基苯并呋喃-2-酮。
稳定剂混合物与常规添加剂的重量比可为1∶0.5到1∶5。
本发明的另一个目的是新型稳定剂混合物用于稳定有机物以防氧化、热或光引发降解。
用本稳定剂体系稳定的有机物不仅显著地提高了耐光性而且也极大地提高了耐热性。
用下列实施例更详细地说明本发明,除非另有说明,所有百分数皆为重量百分数。用于下列实施例1-4的稳定剂
下式聚氨与氰脲酰氯反应获得的产物H2N-(CH2)3-NH-(CH2)2-NH-(CH2)3-NH2再与下式化合物反应获得的产物化合物D:
将1000份未稳定聚丙烯粉末(熔融指数:c.15g/10min;在230℃下用2.16kg的量测量)在高速搅拌器与0.5份3,5-二-叔基-4-羟基苄基单乙基膦酸钙,0.5份亚磷酸三(2,4-二-叔丁基苯基)酯,2.5份二氧化钛,1份硬脂酸钙,和6份表1所列稳定剂混合,然后在220℃的挤出机中挤出并造粒,所得颗粒在实验室熔融纺线设备上,在最大温度为270℃,速度为600m/min纺成12.1Degitex多头纺线。该多头纺线在拉伸缠绕机上拉伸并缠绕。拉伸比为1∶3.2,这样最终获得的多头纺线为3.9Degite。这些多头纺线模制在白色板上并在120℃的烘箱中处理20分钟(伸幅模拟),最后在Xenotest1200中曝光。
稳定作用指示器表明损失50%抗拉强度的曝光时间,结果给出在表1
表1聚丙烯多头纺线(3.9Dezitex)的光稳定作用
实施例2:聚丙烯纤维的光稳定作用
稳定剂 在Xenotest1200中曝光到损失50%抗拉强度的时间无 2700.6%的化合物A-1 40500.6%的化合物B 36000.3%的化合物A-1和0.3%的化合物B 4350 |
将1000份未稳定聚丙烯粉末(熔融指数:c.15g/10min;在230℃下用2.16kg的量测量)在高速搅拌器与0.5份3,5-二-叔基-4-羟基苄基单乙基膦酸钙,0.5份亚磷酸三(2,4-二-叔丁基苯基)酯,2.5份二氧化钛,1份硬脂酸钙,和表2所列稳定剂混合,然后在220℃的挤出机中挤出并造粒,所得颗粒在实验室熔融纺线设备上,在最大温度为270℃,速度为600m/min纺成12.1Degitex多头纺线。该多头纺线在拉伸缠绕机上拉伸并缠绕。拉伸比为1∶3.2,这样最终获得的多头纺线为3.9Degite。这些多头纺线模制在白色板上并在120℃的烘箱中处理20分钟(仲幅模拟),最后在Ci65WEATHER-OMETER中曝光。
稳定作用指示器表明损失50%抗拉强度的曝光时间,结果给出在表2 表2
聚丙烯多头纺线(3.9Dezitex)的光稳定作用
实施例3聚丙烯嵌段共聚物板的光稳定作用
稳定剂 在Ci65 Weather-Ometer中曝光到损失50%抗拉强度的时间无 3000.3%的化合物A-1 35000.3%的化合物D 31750.15%化合物A-1和0.15%化合物D 3950 |
100份聚丙烯嵌段共聚物粉末,0.05份四[3-(3,5-二-叔丁基-4-羟基苯基)丙酸季戊四醇酯,0.10份亚磷酸三(2,4-二-叔丁基苯基)酯,0.1份硬脂酸钙和表3所列稳定剂在200℃的Brabender塑性计中均化处理10分钟。原料从捏合机尽可能快地除去,并在肘杆式冲压机中模制成2-3mm厚的板。切下一块模制板,并在两块表面高度磨光的铝板之间用液压实验仪于260℃下压6分钟成0.5mm板。该板立即在水冷压制仪中冷却,从该0.5mm板上切出60mm×25mm一块并在Ci65 WEATHER-OMETER中曝光(黑色标准温度63±2℃,无润湿),在规定的时间间隔,这些试样从曝光设备中取出并在IR-分光光度计上观察其羰基含量,在曝光期间羰基的消失的增量是聚合物光氧化降解的指标并通常伴随机械性能下降。结果给出在表3中
表3聚丙烯嵌段共聚物板的光稳定作用
实施例4低密度聚乙烯(PE-LD)板的光稳定作用
稳定剂 曝光1314小时后羰基的消失无 0.100(90小时后)0.20%化合物A-1 0.0590.20%化合物A-2 0.100(1260小时后)0.20%化合物D 0.0540.10%化合物D和0.10化合物A-1 0.0230.10%化合物D和0.10%化合物C 0.0250.10%化合物D和0.10%化合物 0.0260.10%化合物D和0.10%化合物A-2 0.0200.10%化合物A-1和0.10%化合物A-2 0.051 |
100份聚PE-LD粉末(密度=0.918g/cm3),0.03份3-(3,5-二-叔丁基-4-羟基苯基)丙酸十八烷酯,和表4所列稳定剂在180℃的Brabender塑性计中均化处理10分钟。原料从捏合机尽可能快地除去,并在肘杆式冲压机中模制成2-3mm厚的板。切下一块模制板,并在两块表面高度磨光的铝板之间用液压实验仪于260℃下压6分钟成0.5mm板。该板立即在水冷压制仪中冷却,从该0.5mm板上切出60mm×25mm一块并在0.1NH2SO3溶液中浸泡24小时(模拟酸雨)。试样然后在Ci65 WEATHER-OMETER中曝光(黑色标准温度63±2℃,无润湿),在规定的时间间隔,这些试样从曝光设备中取出并在IR-分光光度计上观察其羰基含量,在曝光期间羰基的消失的增量是聚合物光氧化降解的指标并通常伴随机械性能下降。结果给出在表4中
表4低密度聚乙烯板(PE-LD)的光稳定作用
稳定剂 曝光1981小时后羰基的消失none 0.100(260小时后)0.15%化合物A-1 0.0450.15%化合物B 0.0270.15%化合物C 0.0200.15%化合物D 0.0160.075%化合物A-1和0.075%化合物B 0.0100.075%化合物A-1和0.075%化合物C 0.0310.075%化合物B和B0.075%化合物C 0.0120.075%化合物C和0.075%化合物A-2 0.0210.075%化合物D和0.075%化合物B 0.0090.075%化合物D和0.075%化合物C 0.005 |
Claims (20)
1.一种稳定剂混合物,包括至少两种不同的选自组分a),b),c)和d)的化合物,其中
组分a)是至少一种式I化合物其中R1,R3,R4彼此独立地为C1-C12烷基,C5-C12环烷基,C1-C4烷基取代的C5-C12环烷基,苯基,被-OH和/或C1-C10烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C10烷基取代的C7-C9苯烷基;或式II基团其中R5是氢,C1-C8烷基,O;-CH2CN,C3-C6链烯基,C7-C9苯烷基,苯环上被C1-C4烷基取代的C7-C9苯烷基;或C1-C8酰基,和R1和R3可彼此独立为氢,R2是C2-C18亚烷基,C5-C7亚环烷基或C1-C4亚烷基-二(C5-C7亚环烷基),或R1,R2和R3与相连的氮原子一起形成5到10元杂环,n1是2到50的整数且R1,R3和R4至少一个是式II基团;
组分b)是至少一种式III化合物其中R6和R8彼此独立地为氢,C1-C12烷基,C5-C12环烷基,C1-C4烷基取代的C5-C12环烷基,苯基,被-OH和/或C1-C10烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C10烷基取代的C7-C9苯烷基;或式II基团,
R7是C2-C18亚烷基,C5-C7亚环烷基或C1-C4亚烷基-二(C5-C7亚环烷基),或R6,R7和R8与相连的氮原子一起形成5到10元杂环,R9和R10彼此独立地为C1-C12烷基,C5-C12环烷基,C1-C4烷基取代C5-C12环烷基,苯基,被-OH和/或C1-C10烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C10烷基取代的C7-C9苯烷基;或式II基团,或R9和R10与相连的氮原子一起形成5到10元杂环,n2是2到50的整数和R6,R8,R9和R10至少一个是式II基团;
组分c)是式IVa的聚胺与氰尿酰氯反应获得的产物与式IVb化合物反应获得的一种产物 其中n3’,n3”和n3彼此独立地为2到12的整数,R11是氢,C1-C12烷基,C5-C12环烷基,苯基或C7-C9苯烷基,和R12定义同R5;
2.根据权利要求1的稳定剂混合物,包括至少一种组分a)的化合物和至少一种组分b)或c)的化合物,或包括至少一种组分a),b)或c)的化合物和至少一种组分d)的化合物,或包括至少一种组分b)的化合物和至少一种组分c)的化合物,或包括至少两种组分a)的化合物。
3.根据权利要求1的稳定剂混合物,其中R5是氢,C1-C4烷基,烯丙基,苄基或乙酰基。
4.根据权利要求1的稳定剂混合物,其中R5是氢或甲基。
5.根据权利要求1的稳定剂混合物,其中R1,R3和R4彼此独立地为C1-C10烷基,C5-C7环烷基,C1-C4烷基取代的C5-C7环烷基,苯基,被-OH和/或C1-C4烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C4烷基取代的C7-C9苯烷基;或式II基团,和R1和R3彼此独立地为氢,R2是C2-C10亚烷基,C5-C7亚环烷基或C1-C4亚烷基-二(C5-C7亚环烷),或R1,R2和R3与相连的氮原子一起形成一个5~7元杂环,和n1是2到40的整数;R6和R6彼此独立地为氢,C1-C10烷基,C5-C7环烷基,C1-C4烷基取代的C5-C7环烷基,苯基,被-OH和/或C1-C4烷基取代的苯基,C7-C9苯烷基;苯环上被-OH和/或C1-C4烷基取代的C7-C9苯烷基;或式II基团,R7是C2-C10亚烷基,C5-C7亚环烷基或C1-C4亚烷基-二(C5-C7亚环烷基),或R6,R7和R8与相连的氮原子一起形成5到7元杂环,R9和R10彼此独立地为C1-C10烷基,C5-C7环烷基,C1-C4烷基取代的C5-C7环烷基,苯基,被-OH和/或C1-C4烷基取代的苯基,C7-C9苯烷基,苯环上被-OH和/或C1-C4烷基取代的C7-C9苯烷基;或式II基团,或R9和R10与相连的氮原子一起形成5~7元杂环,和n是2到40的整数;n4和n4 *彼此独立的为2到40。
6.根据权利要求1的稳定剂混合物,其中R1和R3彼此独立地为氢,C1-C8烷基,C5-C7环烷基,苯基,苄基或式II基团,R2是C2-C8亚烷基,亚环烷基或亚甲基-二(亚环己基),R4是C1-C10烷基,C5-C7环烷基或C1-C4烷基取代的C5-C7环烷基,和n1是2到25的整数;R6和R8彼此独立地为氢,C1-C8烷基,C5-C7环烷基,苯基,苄基,或式II基团,R7是C2-C8亚烷基,环亚烷基或亚甲基-二(环亚己基),R9和R10彼此独立地为C1-C8烷基,C5-C7环烷基,苯基,苄基或式II基团,或R9和R10与相连的氮原子一起形成的是1-吡咯烷基,哌啶子基,吗啉代,1-哌嗪基,4-甲基-1-哌嗪基,1-六氢吖庚因基,5,5,7-三甲基-1-高哌嗪或4,5,5,7-四甲基-1-高哌嗪,和n是2到25的整数;和n4和n4 *彼此独立地为2到25的整数。
7.按照权利要求1的稳定剂混合物,其中n1,n2,n4和n4 *彼此独立地为2到20的整数。
8.按照权利要求1的稳定剂混合物,其中R1和R3彼此独立地为氢,C1-C4烷基或式II的基团,其中R5是氢或甲基,R2是C2-C6亚烷基,R4是C1-C10烷基或环烷基,和n1是2到20的整数;R6和R8彼此独立地为氢,C1-C4烷基或式II基团,其中R5是氢或甲基,R7是C2-C6亚烷基,R9和C10彼此独立地为C1-C8烷基或式II基团,其中R5定义同上,或R9和R10与相连的氮原子一起形成吗啉代,和n2是2到20的整数;和n4和n4 *彼此独立地为2到20的整数。
11.按照权利要求1的稳定剂混合物,其中n3’,n3”和n3彼此独立地为2到4的整数,R11是C1-C4烷基和R12是氢。
12.按照权利要求1的稳定剂混合物,其中组分(c)是下式多胺与氰尿酰氯反应的产物H2N-(CH2)3-NH-(CH2)2-NH-(CH2)3-NH2再与下式化合物反应获得的产物
17.一种组合物,包括一种易氧化、热或光引发降解的有机物和一种权利要求1中所述的稳定剂混合物。
18.根据权利要求17的组合物,其中有机物是聚烯烃。
19.按照权利要求17的组合物,其中有机物是聚乙烯,聚丙烯或聚乙烯或聚丙烯的共聚物。
20.一种稳定易氧化、热或光引发降解的有机物的方法,包括在有机物中并入一种如权利要求1所述的稳定剂混合物。
Applications Claiming Priority (4)
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EP94810621 | 1994-10-28 | ||
EP94810621.6 | 1994-10-28 | ||
CH113395 | 1995-04-20 | ||
CH1133/95 | 1995-04-20 |
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CN1141931A CN1141931A (zh) | 1997-02-05 |
CN1079808C true CN1079808C (zh) | 2002-02-27 |
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US (1) | US5719217A (zh) |
JP (1) | JP3975409B2 (zh) |
KR (1) | KR100426625B1 (zh) |
CN (1) | CN1079808C (zh) |
BR (1) | BR9504592A (zh) |
CA (1) | CA2161499C (zh) |
DE (1) | DE59508533D1 (zh) |
ES (1) | ES2148464T5 (zh) |
SK (1) | SK284174B6 (zh) |
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BR0111216B1 (pt) * | 2000-05-31 | 2011-12-13 | mistura de estabilizadores, composição compreendendo a mesma e método para estabilizar um material orgánico. | |
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KR100426625B1 (ko) | 2004-06-18 |
BR9504592A (pt) | 1997-05-27 |
KR960014218A (ko) | 1996-05-22 |
SK284174B6 (sk) | 2004-10-05 |
SK134595A3 (en) | 1996-06-05 |
DE59508533D1 (de) | 2000-08-10 |
CA2161499A1 (en) | 1996-04-29 |
US5719217A (en) | 1998-02-17 |
CA2161499C (en) | 2007-03-27 |
JP3975409B2 (ja) | 2007-09-12 |
JPH08269233A (ja) | 1996-10-15 |
ES2148464T5 (es) | 2005-06-16 |
ES2148464T3 (es) | 2000-10-16 |
CN1141931A (zh) | 1997-02-05 |
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