CN1878828A - 用于含卤聚合物的稳定剂组合物 - Google Patents
用于含卤聚合物的稳定剂组合物 Download PDFInfo
- Publication number
- CN1878828A CN1878828A CNA2004800327323A CN200480032732A CN1878828A CN 1878828 A CN1878828 A CN 1878828A CN A2004800327323 A CNA2004800327323 A CN A2004800327323A CN 200480032732 A CN200480032732 A CN 200480032732A CN 1878828 A CN1878828 A CN 1878828A
- Authority
- CN
- China
- Prior art keywords
- composition
- alkyl
- acid
- methyl
- butyl
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 103
- 229920000642 polymer Polymers 0.000 title claims abstract description 49
- 229910052736 halogen Inorganic materials 0.000 title claims abstract description 35
- 150000002367 halogens Chemical class 0.000 title claims abstract description 35
- 239000003381 stabilizer Substances 0.000 title claims description 8
- 239000002530 phenolic antioxidant Substances 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 22
- 239000000725 suspension Substances 0.000 claims abstract description 16
- 239000000839 emulsion Substances 0.000 claims abstract description 10
- 239000002002 slurry Substances 0.000 claims abstract description 5
- 230000006641 stabilisation Effects 0.000 claims abstract description 5
- 238000011105 stabilization Methods 0.000 claims abstract description 5
- -1 trimethylene isocyanuric acid ester Chemical class 0.000 claims description 133
- 150000001875 compounds Chemical class 0.000 claims description 42
- 150000002148 esters Chemical class 0.000 claims description 32
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 29
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 24
- 150000001412 amines Chemical class 0.000 claims description 23
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 19
- 238000006116 polymerization reaction Methods 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 14
- 150000003568 thioethers Chemical class 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 10
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims 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 claims description 6
- AIDLAEPHWROGFI-UHFFFAOYSA-N 2-methylbenzene-1,3-dicarboxylic acid Chemical compound CC1=C(C(O)=O)C=CC=C1C(O)=O AIDLAEPHWROGFI-UHFFFAOYSA-N 0.000 claims description 5
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical compound C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims description 5
- 239000003508 Dilauryl thiodipropionate Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 235000019304 dilauryl thiodipropionate Nutrition 0.000 claims description 5
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 230000003019 stabilising effect Effects 0.000 claims description 4
- 239000006096 absorbing agent Substances 0.000 claims description 3
- 239000011574 phosphorus Substances 0.000 claims description 3
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 3
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 claims description 2
- DHKGWJHJJZJZGD-UHFFFAOYSA-N 2-tert-butyl-4-(2-methylpropyl)phenol Chemical compound CC(C)CC1=CC=C(O)C(C(C)(C)C)=C1 DHKGWJHJJZJZGD-UHFFFAOYSA-N 0.000 claims description 2
- LZHCVNIARUXHAL-UHFFFAOYSA-N 2-tert-butyl-4-ethylphenol Chemical compound CCC1=CC=C(O)C(C(C)(C)C)=C1 LZHCVNIARUXHAL-UHFFFAOYSA-N 0.000 claims description 2
- 239000002656 Distearyl thiodipropionate Substances 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- BQODPTQLXVVEJG-UHFFFAOYSA-N [O].C=C Chemical compound [O].C=C BQODPTQLXVVEJG-UHFFFAOYSA-N 0.000 claims description 2
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 claims description 2
- 235000019305 distearyl thiodipropionate Nutrition 0.000 claims description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 2
- 239000004611 light stabiliser Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 239000004800 polyvinyl chloride Substances 0.000 abstract description 39
- 229920000915 polyvinyl chloride Polymers 0.000 abstract description 38
- 239000003963 antioxidant agent Substances 0.000 abstract description 9
- 230000003078 antioxidant effect Effects 0.000 abstract description 8
- 239000007787 solid Substances 0.000 abstract description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 3
- 229910052717 sulfur Inorganic materials 0.000 abstract description 2
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 description 66
- 239000010457 zeolite Substances 0.000 description 50
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 48
- 229910021536 Zeolite Inorganic materials 0.000 description 47
- 239000002253 acid Substances 0.000 description 36
- 239000011701 zinc Substances 0.000 description 29
- 239000011734 sodium Substances 0.000 description 28
- 229910052725 zinc Inorganic materials 0.000 description 26
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 20
- 239000000126 substance Substances 0.000 description 20
- 239000011777 magnesium Substances 0.000 description 19
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 17
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 17
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 17
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
- 229910052782 aluminium Inorganic materials 0.000 description 15
- 239000011575 calcium Substances 0.000 description 15
- 239000002585 base Substances 0.000 description 14
- 229960003742 phenol Drugs 0.000 description 14
- 239000000654 additive Substances 0.000 description 13
- 229910052749 magnesium Inorganic materials 0.000 description 13
- 239000004411 aluminium Substances 0.000 description 12
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 12
- 229910052760 oxygen Inorganic materials 0.000 description 12
- 239000001301 oxygen Substances 0.000 description 12
- 239000004902 Softening Agent Substances 0.000 description 11
- 239000000049 pigment Substances 0.000 description 11
- 229910052700 potassium Inorganic materials 0.000 description 11
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- 229910052791 calcium Inorganic materials 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 230000029936 alkylation Effects 0.000 description 9
- 238000005804 alkylation reaction Methods 0.000 description 9
- 229910000329 aluminium sulfate Inorganic materials 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 9
- 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 9
- 229910052708 sodium Inorganic materials 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
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 8
- 125000004429 atom Chemical group 0.000 description 8
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 8
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- 235000006708 antioxidants Nutrition 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 7
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 7
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 7
- 229910001701 hydrotalcite Inorganic materials 0.000 description 7
- 229960001545 hydrotalcite Drugs 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 7
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 229910052718 tin Inorganic materials 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 229910052788 barium Inorganic materials 0.000 description 6
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 6
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 229910052744 lithium Inorganic materials 0.000 description 6
- 239000000314 lubricant Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 6
- 125000005591 trimellitate group Chemical class 0.000 description 6
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 5
- YNGDWRXWKFWCJY-UHFFFAOYSA-N 1,4-Dihydropyridine Chemical compound C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 description 5
- HTSVYUUXJSMGQC-UHFFFAOYSA-N 2-chloro-1,3,5-triazine Chemical class ClC1=NC=NC=N1 HTSVYUUXJSMGQC-UHFFFAOYSA-N 0.000 description 5
- PZBQVZFITSVHAW-UHFFFAOYSA-N 5-chloro-2h-benzotriazole Chemical compound C1=C(Cl)C=CC2=NNN=C21 PZBQVZFITSVHAW-UHFFFAOYSA-N 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 5
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 5
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 229910004298 SiO 2 Inorganic materials 0.000 description 5
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 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
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 5
- 229940035422 diphenylamine Drugs 0.000 description 5
- 238000006735 epoxidation reaction Methods 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 5
- 229910052674 natrolite Inorganic materials 0.000 description 5
- 229940059574 pentaerithrityl Drugs 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 5
- 150000003751 zinc Chemical class 0.000 description 5
- MEIRRNXMZYDVDW-MQQKCMAXSA-N (2E,4E)-2,4-hexadien-1-ol Chemical compound C\C=C\C=C\CO MEIRRNXMZYDVDW-MQQKCMAXSA-N 0.000 description 4
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 4
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 4
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 229910017090 AlO 2 Inorganic materials 0.000 description 4
- KCXZNSGUUQJJTR-UHFFFAOYSA-N Di-n-hexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC KCXZNSGUUQJJTR-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 125000001118 alkylidene group Chemical group 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000004305 biphenyl Substances 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
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- GXFQBBOZTNQHMW-UHFFFAOYSA-N n'-(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine Chemical compound CC1(C)CC(NCCCCCCN)CC(C)(C)N1 GXFQBBOZTNQHMW-UHFFFAOYSA-N 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 229910052759 nickel Inorganic materials 0.000 description 4
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- 235000019260 propionic acid Nutrition 0.000 description 4
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 4
- 229910052712 strontium Inorganic materials 0.000 description 4
- REZQBEBOWJAQKS-UHFFFAOYSA-N triacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO REZQBEBOWJAQKS-UHFFFAOYSA-N 0.000 description 4
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 4
- SQHKJSPPFSVNDF-UHFFFAOYSA-N 1,2,2,3-tetrakis(hydroxymethyl)cyclohexan-1-ol Chemical compound OCC1CCCC(O)(CO)C1(CO)CO SQHKJSPPFSVNDF-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 3
- ICHKVCYUNCKCGL-UHFFFAOYSA-N CN(C)C.OCCCCCCO Chemical compound CN(C)C.OCCCCCCO ICHKVCYUNCKCGL-UHFFFAOYSA-N 0.000 description 3
- 239000004803 Di-2ethylhexylphthalate Substances 0.000 description 3
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- WDRCVXGINNJWPH-UHFFFAOYSA-N tris(6-methylheptyl) benzene-1,2,4-tricarboxylate Chemical compound CC(C)CCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC(C)C)C(C(=O)OCCCCCC(C)C)=C1 WDRCVXGINNJWPH-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/005—Stabilisers against oxidation, heat, light, ozone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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Abstract
本发明涉及用于稳定含卤聚合物浆,特别是聚氯乙稀(PVC)的组合物及稳定方法。该组合物包含水悬浮液或水乳液形式的含卤聚合物、部分受阻的酚抗氧化剂和选定的含硫抗氧化剂,所述抗氧化剂在20℃下均为固体。本发明另一方面是用特定的抗氧化剂混合物稳定含卤聚合物悬浮液或乳液,特别是PVC。
Description
本发明涉及用于稳定含卤聚合物浆,特别是聚氯乙稀(PVC)的组合物及稳定方法。该组合物包含水悬浮液或水乳液形式的含卤聚合物、部分受阻的酚抗氧化剂和选定的含硫抗氧化剂,所述抗氧化剂在20℃下均为固体。本发明另一方面是用特定的抗氧化剂混合物稳定含卤聚合物悬浮液或乳液,特别是PVC。
诸如PVC的含卤聚合物的热稳定性比许多其他聚合物低。但由于其他良好的总体性能、通用性和低成本,使其仍然是相当好的材料。然而,它只有在对由热、光、机械应力等诱发的降解有很好的稳定性时才能使用。防止其受热降解特别重要。
保护PVC化合物及其最终制品不受热降解可通过所谓的“热稳定剂”实现,这种稳定剂主要基于有机分子的金属盐(例如金属皂),广泛描述在文献中(例如H.Zweifel,Handbook of Plastic Additives,第5版,Hanser,2001,第427-483页)。
然而,这些热稳定剂只能在配料阶段加入。这就意味着含卤聚合物树脂在聚合后的单体分离和干燥过程中仍然是不受保护的。在此阶段发生的损坏会降低树脂和相应化合物以及最终制品的热稳定性。
为了提高配料阶段的热稳定性,EP 0849314建议除羧酸锌外还加入酚抗氧化剂和硫代二丙酸酯。
在配料阶段除常规PVC稳定剂外还使用酚抗氧化剂和硫代二丙酸酯也描述在GB 1001344中。
在PVC的情况下,反应混合物中可以已经加入空间上完全或部分受阻的酚抗氧化剂。有时在开始聚合时加入少量全受阻的酚抗氧化剂,而在聚合反应接近结束时往往加入完全或部分受阻的酚抗氧化剂。从而提高PVC树脂,以及得到的PVC化合物的热稳定性,然而并未达到完全满意的水平。
现已发现,将部分受阻的酚抗氧化剂与硫醚或硫醚-酯结合加入含水悬浮液或水乳液形式的含卤聚合物反应混合物中,优选是在临近反应结束时加入,与现有技术比较,极大地提高了含卤聚合物以及所得聚合物化合物的热稳定性。
然后也可在配料阶段加入另外的稳定剂。
例如这样得到的含卤聚合物,特别是新PVC树脂,比用传统方法稳定的PVC在热处理后脱去氯化氢(从PVC中失去氯)和褪色要少得多。
本发明一个方面是组合物,包含:
a)含水悬浮液或水乳液形式的含卤聚合物或共聚物;
b)熔点高于20℃的含有通式(Ia)或(Ib)化合物的空间位阻酚抗氧化剂
其中
n是2或3
R1是叔丁基、仲连接的C3-C18烷基或C5-C6环烷基;
R1’是叔丁基、伯或仲连接的C1-C18烷基、苯基、C7-C9苯基-烷基或C5-C6环烷基;
R3是C1-C18烷基、C1-C18烷氧基、C5-C6环烷基或-CH2-CH2-CO-O-(C1-C18)烷基;
c)熔点高于20℃的通式(IIa)、(IIb)或(IIc)的硫醚或硫醚-酯
R11和R12独立的是C1-C18烷基;
k是2-4;和
X是2-甲基-1,2,3-丙烷-三基-或1,2,3,4-甲烷-四基-(Anspruch 1)
桥基R2’例如在OH基的2或4位,优选在2位上。
悬浮液或乳液中的聚合物,特别是PVC的含量一般为基于水相的30-80重量%,例如40-70%(重量)
含卤,特别是含氯聚合物材料(成分(a))可以是例如:氯乙烯的聚合物;在结构中含有氯乙烯单元的乙烯基树脂,例如氯乙烯与脂族酸的乙烯基酯,优选乙酸乙烯酯的共聚物;氯乙烯与丙烯酸和甲基丙烯酸的酯以及与丙烯腈的共聚物;氯乙烯与二烯化合物和不饱和二元羧酸或它们的酐的共聚物,例如氯乙烯与马来酸二乙酯、富马酸二乙酯或马来酐的共聚物;氯乙烯的后氯化聚合物和共聚物;氯乙烯和1,1-二氯乙烯与不饱和醛、酮以及诸如丙烯醛、丁烯醛、乙烯基甲基酮、乙烯基甲基醚、乙烯基异丁基醚和类似化合物的其他化合物的共聚物;1,1-二氯乙烯的聚合物,以及该聚合物与氯乙烯和其他可聚合化合物的共聚物;氯乙酸乙烯酯和二氯二乙烯基醚的聚合物;乙酸乙烯酯的氯化聚合物、丙烯酸以及α-取代的丙烯酸的氯化聚合物酯;氯化苯乙烯类,一般是二氯苯乙烯的聚合物;氯化橡胶;乙烯的氯化聚合物;氯丁二烯的聚合物和后氯化聚合物,以及它们与氯乙烯的共聚物;以及上述聚合物本身或与其他可聚合化合物的混合物。
其他实例是PVC与EVA、ABS和MBS的接枝聚合物。优选的基材也是上述均聚物和共聚物,优选氯乙烯均聚物与其他热塑性或/和弹性聚合物的混合物,优选与ABS、MBS、NBR、SAN、EVA、CPE、MBAS、PMA、PMMA、EPDM和聚酮类(polyactones)的掺和物。
含氯聚合物特别优选聚氯乙稀作为悬浮液聚合物或乳液聚合物(Anspruch 3)。
在本发明具体实施方案中,含有通式(Ia)或(Ib)的结构单元的空间位阻酚抗氧化剂具有通式(IIIa)、(IIIb)或(IIIc):
其中
n是2或3
R1是叔丁基、仲连接的C3-C18烷基或C5-C6环烷基;
R1’是叔丁基、伯或仲连接的C1-C18烷基、苯基、C7-C9苯基-烷基或C5-C6环烷基;
R3是C1-C18烷基、C1-C18烷氧基、C5-C6环烷基或-CH2-CH2-CO-O-(C1-C18)烷基;
R2’是C1-C12亚烷基、-S-、三亚甲基-异氰脲酸酯,或-CH2-CH2-CO-(OCH2CH2)p-O-CO-CH2CH2-基团,其中p是1-3的数;R2是氢、甲基或基团
其中m是1-10的数(Anspruch 2)。
诸如在常用的取代基定义中出现的烷基和亚烷基可以是不分支的或分支的。典型实例是甲基、乙基、丙基、异丙基、丁基、异丁基、叔丁基、戊基、己基、庚基、辛基、异辛基、2-乙基己基、壬基、癸基、十一基、十二基、十三基、十六基、十八基、二十烷基和二十一基。亚烷基的典型实例是亚乙基、亚丙基、2-甲基亚丙基、2,2-二甲基亚丙基、2-甲基-2-正丙基亚丙基和2-乙基-2-正丁基亚丙基。
C1-C18烷氧基是例如甲氧基、乙氧基、丙氧基、十二烷氧基和十八烷氧基。烷氧基残基可含有直链烷基或支链烷基。
例如在成分c)中,R11是C12-烷基或C18-烷基且R12是C12-烷基(Anspruch 4)。
空间位阻酚抗氧化剂必须具有高于20℃的熔点,以便在室温下为固体。优选熔点高于25℃,特别是高于30℃。同样,硫醚或硫醚-酯具有高于20℃的熔点,以便在室温下为固体。优选熔点高于25℃,特别是高于30℃。
特别优选的空间位阻酚抗氧化剂是:
2-叔丁基-4,6-二甲基酚;
2,4-二甲基-6-(1’-甲基十一-1’-基)酚、2,4-二甲基-6-(1’-甲基十七-1’-基)酚、2,4-二甲基-6-(1’-甲基十三-1’-基)酚、2,4-二甲基-6-(1’-甲基十四-1’-基)酚及其混合物;
2,2’-亚甲基双(6-叔丁基-4-甲基酚)、2,2’-亚甲基双(6-叔丁基-4-乙基酚)、2,2’-亚甲基双(4,6-二叔丁基酚)、2,2’-亚乙基双(4,6-二叔丁基酚)、2,2’-亚乙基双(6-叔丁基-4-异丁基酚);
或
(亚乙基双(氧乙烯)双[3-(5-叔丁基-4-羟基间甲苯基)丙酸酯]。(Anspruch 5)
具体组合物是例如其中成分b)中的空间位阻酚抗氧化剂是2-叔丁基-4,6-二甲基酚、2,4-二甲基-6-(1’-甲基十四-1’-基)酚或它们的混合物,成分c)是二月桂基硫代二丙酸酯、二硬脂酰硫代二丙酸酯或它们的混合物的组合物。(Anspruch 6)
最优选的是其中成分b)中的位阻酚抗氧化剂是2,4-二甲基-6-(1’-甲基十四-1’-基)酚且成分c)是二月桂基硫代二丙酸酯的组合物。(Anspruch 7)
通式Ia、Ib、IIa、IIb、IIc、IIIa、IIIb和IIIc的化合物是公知的大宗商品。
成分b)的位阻酚抗氧化剂的含量通常为含卤单体重量的50-2000ppm,优选100-1000ppm。(Anspruch 8)
成分c)的含量是例如含卤单体重量的50-2000ppm,优选100-1000ppm。(Anspruch 9)
成分b)与成分c)之比为例如1∶10-10∶1。(Anspruch 10)
在本发明具体实施方案中,该组合物含有与成分b)不同的其他位阻酚抗氧化剂、含磷稳定剂、2-苯并呋喃酮稳定剂、位阻胺光稳定剂或紫外线吸收剂。(Anspruch 11)
还可存在诸如填料、颜料、荧光增白剂等的其他添加剂。
稳定剂和其他添加剂的实例如下。
1、抗氧化剂
1.1 烷基化一元酚,例如2,6-二叔丁基-4-甲基酚、2,6-二叔丁基-4-乙基酚、2,6-二叔丁基-4-正丁基酚、2,6-二叔丁基-4-异丁基酚、2,6-二环戊基-4-甲基酚、2,6-双十八烷基-4-甲基酚、2,4,6-三环己基酚、2,6-二叔丁基-4-甲氧基甲基酚,直链或在侧链上支化的壬基酚,例如2,6-二壬基-4-甲基酚。
1.2 烷基硫代甲基酚,例如2,4-二辛基硫代甲基-6-叔丁基酚、2,4-二辛基硫代甲基-6-甲基酚、2,4-二辛基硫代甲基-6-乙基酚、2,6-双十二烷基硫代甲基-4-壬基酚。
1.3 氢醌类和烷基化氢醌类,例如2,6-二叔丁基-4-甲氧基酚、2,5-二叔丁基氢醌、2,5-二叔戊基氢醌、2,6-二苯基-4-十八烷基氧酚、2,6-二叔丁基氢醌、3,5-二叔丁基-4-羟基茴香醚、硬脂酸3,5-二叔丁基-4-羟苯基酯、双(3,5-二叔丁基-4-羟苯基)己二酸酯。
1.4 生育酚,例如α-生育酚、β-生育酚、γ-生育酚、δ-生育酚和它们的混合物(维他命E)。
1.5 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)二硫代对苯二酸酯、双(3,5-二叔丁基-4-羟基苄基)硫醚、异辛基-3,5-二叔丁基-4-羟基苄基巯基乙酸酯。
1.6 羟基苄基化丙二酸酯,例如双十八烷基-2,2-双(3,5-二叔丁基-2-羟基苄基)丙二酸酯、双十八烷基-2-(3-叔丁基-4-羟基-5-甲基苄基)丙二酸酯、双十二烷基巯基乙基-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。
1.7 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)酚。
1.8 三嗪化合物,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-羟苄基)异氰脲酸酯、2,4,6-三(3,5-二叔丁基-4-羟基苯乙基)-1,3,5-三嗪、1,3,5-三(3,5-二叔丁基-4-羟苯基丙酰)-六氢-1,3,5-三嗪。
1.9 苄基膦酸酯类,例如二甲基-2,5-二叔丁基-4-羟基苄基膦酸酯、二乙基-3,5-二叔丁基-4-羟基苄基膦酸酯、双十八烷基-3,5-二叔丁基-4-羟基苄基膦酸酯、双十八烷基-5-叔丁基-4-羟基-3-甲基苄基膦酸酯、3,5-二叔丁基-4-羟基苄基膦酸的一乙酯的钙盐。
1.10 酰氨基酚,例如4-羟基月桂酰苯胺、4-羟基硬脂酰苯胺、-N-(3,5-二叔丁基-4-羟苯基)氨基甲酸辛基酯。
1.11 β-(3,5-二叔丁基-4-羟苯基)丙酸与一元醇或多元醇的酯,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、三(羟乙基)异氰脲酸酯、N,N′-双(羟乙基)草酰胺、3-硫代十一醇、3-硫代十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂二环[2.2.2]辛烷的酯。
1.12 β-(3,5-二环己基-4-羟苯基)丙酸与一元醇或多元醇的酯,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-硫代十一醇、3-硫代十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂二环[2.2.2]辛烷的酯。
1.13 3,5-二叔丁基-4-羟苯基乙酸与一元醇或多元醇的酯,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-硫代十一醇、3-硫代十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂二环[2.2.2]辛烷的酯。
1.14 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-羟苯基丙酰)六亚甲基二酰胺、N,N′-双(3,5-二叔丁基-4-羟苯基丙酰)三亚甲基二酰胺、N,N′-双(3,5-二叔丁基-4-羟苯基丙酰)酰肼、N,N′-双[2-(3-[3,5-二叔丁基-4-羟苯基]丙酰氧)乙基]草酰胺(Naugard_XL-1,Uniroyal提供)。
1.15 抗坏血酸(维他命C)
1.16 胺类(Aminic)抗氧化剂,例如N,N′-二异丙基对亚苯基二胺、N,N′-二仲丁基对亚苯基二胺、N,N′-双(1,4-二甲基戊基)对亚苯基二胺、N,N′-双(1-乙基-3-甲基戊基)对亚苯基二胺、N,N′-双(1-甲基庚基)对亚苯基二胺、N,N′-二环己基对亚苯基二胺、N,N′-二苯基对亚苯基二胺、N,N′-双(2-萘基)对亚苯基二胺、N-异丙基-N′-苯基对亚苯基二胺、N-(1,3-二甲基丁基)-N′-苯基对亚苯基二胺、N-(1-甲基庚基)-N′-苯基对亚苯基二胺、N-环己基-N′-苯基对亚苯基二胺、4-(对甲苯氨磺酰)二苯基氨、N,N′-二甲基-N,N′-二仲丁基对亚苯基二胺、二苯基胺、N-烯丙基二苯基胺、4-异丙氧基二苯基胺、N-苯基-1-萘基胺、N-(4-叔辛基苯基)-1-萘基胺、N-苯基-2-萘基胺;辛基化二苯基胺,例如p,p′-二叔辛基二苯基胺;4-正丁基氨基酚、4-丁酰氨基酚、4-壬酰氨基酚、4-十二酰氨基酚、4-十八酰氨基酚、双(4-甲氧基苯基)胺、2,6-二叔丁基-4-二甲基氨基甲基酚、2,4′-二氨基二苯基甲烷、4,4′-二氨基二苯基甲烷、N,N,N′,N′-四甲基-4,4′-二氨基二苯基甲烷、1,2-双[(2-甲基苯基)氨基]乙烷、1,2-双(苯基氨基)丙烷、邻甲苯基双胍、双[4-(1′,3′-二甲基丁基)苯基]胺、叔辛基化N-苯基-1-萘基胺、一烷基化和二烷基化叔丁基/叔辛基二苯基胺的混合物、一烷基化和二烷基化壬基二苯基胺的混合物、一烷基化和二烷基化十二烷基二苯基胺的混合物、一烷基化和二烷基化异丙基/异己基二苯基胺的混合物、一烷基化和二烷基化叔丁基二苯基胺的混合物、2,3-二氢-3,3-二甲基-4H-1,4-苯并噻嗪、吩噻嗪、一烷基化和二烷基化叔丁基/叔辛基吩噻嗪的混合物、一烷基化和二烷基化叔辛基吩噻嗪的混合物、N-烯丙基吩噻嗪、N,N,N′,N′-四苯基-1,4-二氨基丁-2-烯、N,N-双(2,2,6,6-四甲基哌啶-4-基六亚甲基二胺、双(2,2,6,6-四甲基哌啶-4-基)癸二酸酯、2,2,6,6-四甲基哌啶-4-酮、2,2,6,6-四甲基哌啶-4-醇。
2、紫外线吸收剂和光稳定剂
2.1 2-(2′-羟苯基)苯并三唑类,例如2-(2′-羟基-5′-甲基苯基)苯并三唑、2-(3′,5′-二叔丁基-2′-羟苯基)苯并三唑、2-(5′-叔丁基-2′-羟苯基)苯并三唑、2-(2′-羟基-5′-(1,1,3,3-四甲基丁基)苯基)苯并三唑、2-(3′,5′-二叔丁基-2′-羟苯基)-5-氯苯并三唑、2-(3′-叔丁基-2′-羟基-5′-甲基苯基)-5-氯苯并三唑、2-(3′-仲丁基-5′-叔丁基-2′-羟苯基)苯并三唑、2-(2′-羟基-4′-辛氧基苯基)苯并三唑、2-(3′,5′-二叔戊基-2′-羟苯基)苯并三唑、2-(3′,5′-双(α,α-二甲基苄基)-2′-羟苯基)苯并三唑、2-(3′-叔丁基-2′-羟基-5′-(2-辛氧基羰基乙基)苯基)-5-氯苯并三唑、2-(3′-叔丁基-5′-[2-(2-乙基己氧基)羰基乙基]-2′-羟苯基)-5-氯苯并三唑、2-(3′-叔丁基-2′-羟基-5′-(2-甲氧基羰基乙基)苯基)-5-氯苯并三唑、2-(3′-叔丁基-2′-苯基-5′-(2-甲氧基羰基乙基)苯基)苯并三唑、2-(3′-叔丁基-2′-羟基-5′-(2-辛氧基羰基乙基)苯基)苯并三唑、2-(3′-叔丁基-5′-[2-(2-乙基己氧基)羰基乙基]-2′-羟苯基)苯并三唑、2-(3′-十二烷基-2′-羟基-5′-甲基苯基)苯并三唑、2-(3′-叔丁基-2′-羟基-5′-(2-异辛氧基羰基乙基)苯基苯并三唑、2,2′-亚甲基双[4-(1,1,3,3-四甲基丁基)-6-苯并三唑-2-基酚];2-[3′-叔丁基-5′-(2-甲氧基羰基乙基)-2′-羟苯基]-2H-苯并三唑与聚乙二醇300的酯交换产物;其中R=3′-叔丁基-4′-羟基-5′-2H-苯并三唑-2-基苯基;2-[2′-苯基-3′-(α,α-二甲基苄基)-5′-(1,1,3,3-四甲基丁基)苯基]苯并三唑;2-[2′-羟基-3′-(1,1,3,3-四甲基丁基)-5′-(α,α-二甲基苄基)苯基]苯并三唑。
2.2 2-羟基二苯酮类,例如4-羟基、4-甲氧基、4-辛氧基、4-癸氧基、4-十二烷氧基、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 取代的和未取代的苯甲酸的酯,例如水杨酸4-叔丁基苯酯、水杨酸苯酯、水杨酸辛基苯酯、二苯甲酰基间苯二酚、双(4-叔丁基苯甲酰基)间苯二酚、苯甲酰基间苯二酚、2,4-二叔丁基苯基3,5-二叔丁基-4-羟基苯甲酸酯、3,5-二叔丁基-4-羟基苯甲酸十六烷基酯、3,5-二叔丁基-4-羟基苯甲酸十八烷基酯、2-甲基-4,6-二叔丁基苯基3,5-二叔丁基-4-羟基苯甲酸酯。
2.4 丙烯酸酯类,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-甲酯基对甲氧基肉桂酸甲酯和N-(β-carbomethoxy-β-氰基乙烯基)-2-甲基二氢吲哚。
2.5 镍化合物,例如带有或不带有诸如正丁基胺、三乙醇胺或N-环己基二乙醇胺的另外的配位体的诸如1∶1或1∶2配合物的2,2′-硫代双[4-(1,1,3,3-四甲基丁基)酚]的镍配合物;二丁基二硫代甲氨酸镍;4-羟基-3,5-二叔丁基苄基膦酸的一烷基酯,例如甲基或乙基酯的镍盐;酮肟的镍配合物,例如2-羟基-4-甲基苯基十一烷基酮肟的镍配合物;带有或不带有另外的配位体的1-苯基-4-月桂酰-5-羟基吡唑的镍配合物。
2.6 空间位阻胺,例如双(2,2,6,6-四甲基-4-哌啶基)癸二酸酯、双(2,2,6,6-四甲基-4-哌啶基)琥珀酸酯、双(1,2,2,6,6-五甲基-4-哌啶基)癸二酸酯、双(1-辛氧基-2,2,6,6-四甲基-4-哌啶基)癸二酸酯、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-羟基哌啶与琥珀酸的缩合物;N,N′-双(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺与4-叔辛基氨基-2,6-二氯-1,3,5-三嗪的直链或环状缩合物;三(2,2,6,6-四甲基-4-哌啶基)次氮基三乙酸酯、四(2,2,6,6-四甲基-4-哌啶基)-1,2,3,4-丁烷四羧酸酯、1,1′-(1,2-乙烷二基)-双(3,3,5,5-四甲基哌嗪酮)、4-苯甲酰-2,2,6,6-四甲基哌啶,4-硬脂酰氧基-2,2,6,6-四甲基哌啶、双(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)丙二酸酯、3-正辛基-7,7,9,9-四甲基-1,3,8-三氮杂螺[4.5]癸烷-2,4-二酮、双(1-辛氧基-2,2,6,6-四甲基哌啶基)癸二酸酯、双(1-辛氧基-2,2,6,6-四甲基哌啶基)琥珀酸酯、N,N′-双(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺与4-吗啉代-2,6-二氯-1,3,5-三嗪的直链或环状缩合物;2-氯-4,6-双(4-正丁基氨基-2,2,6,6-四甲基哌啶基)-1,3,5-三嗪与1,2-双(3-氨基丙基氨基)乙烷的缩合物;2-氯-4,6-二(4-正丁基氨基-1,2,2,6,6-五甲基哌啶基)-1,3,5-三嗪与1,2-双(3-氨基丙基氨基)乙烷的缩合物;8-乙酰-3-十二烷基-7,7,9,9-四甲基-1,3,8-三氮杂螺[4.5]癸烷-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;4-十六烷基氧-和4-硬脂酰氧-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)六亚甲基二胺与4-环己基氨基-2,6-二氯-1,3,5-三嗪的缩合物;1,2-双(3-氨基丙基氨基)乙烷与2,4,6-三氯-1,3,5-三嗪以及4-丁氨基-2,2,6,6-四甲基哌啶的缩合物(CAS注册号[136504-96-6]);1,6-己二胺与2,4,6-三氯-1,3,5-三嗪以及N,N-二丁基胺与4-丁氨基-2,2,6,6-四甲基哌啶的缩合物(CAS注册号[192268-64-7]);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-哌啶基)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]癸烷与表氯醇的反应产物;1,1-双(1,2,2,6,6-五甲基-4-哌啶基氧羰基)-2-(4-甲氧基苯基)乙烯、N,N′-双甲酰-N,N′-双(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺;4-甲氧基亚甲基丙二酸与1,2,2,6,6-五甲基-4-羟基哌啶的二酯;聚[甲基丙基-3-氧-4-(2,2,6,6-四甲基-4-哌啶基)]硅氧烷;马来酸酐-α-烯烃共聚物与2,2,6,6-四甲基-4-氨基哌啶或1,2,2,6,6-五甲基-4-氨基哌啶的反应产物。
2.7 草酰胺类,例如4,4′-二辛基氧-N,N’-草酰二苯胺(oxanilide)、2,2′-二乙氧基-N,N’-草酰二苯胺、2,2′-二辛基氧-5,5′-二叔丁基-N,N’-butoxanilide、2,2′-双十二烷氧基-5,5′-二叔丁基-N,N’-butoxanilide、2-乙氧基-2′-乙基-N,N’-草酰二苯胺、N,N′-双(3-二甲基氨基丙基)草酰胺、2-乙氧基-5-叔丁基-2′-ethoxanilide及其与2-乙氧基-2′-乙基-5,4′-二叔丁基-butoxanilide的混合物、邻-和对-甲氧基-二取代的N,N’-草酰二苯胺的混合物以及邻-和对-乙氧基-二取代的N,N’-草酰二苯胺的混合物。
2.8 2-(2-羟苯基)-1,3,5-三嗪类,例如2,4,6-三(2-羟基-4-辛基氧苯基)-1,3,5-三嗪、2-(2-羟基-4-辛基氧苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2,4-二羟苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2,4-双(2-羟基-4-丙基氧苯基)-6-(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-辛基氧苯基)-4,6-双(4-甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-十二烷基氧苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-三癸基氧苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-丁基氧丙氧基)苯基]-4,6-双(2,4-二甲基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-辛基氧丙基氧)苯基]-4,6-双(2,4-二甲基)-1,3,5-三嗪,2-[4-(十二烷基氧/十三烷基氧-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-3-十二烷基氧丙氧基)苯基]-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-己基氧)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、2-{2-羟基-4-[3-(2-乙基己基-1-氧)-2-羟基丙基氧]苯基}-4,6-双(2,4-二甲基苯基)-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-羟苯基丙酰)肼、3-水杨酰氨基-1,2,4-三唑、双(亚苄基)草酰二酰肼、N,N’-草酰二苯胺、异邻苯二甲酰二酰肼、癸二酰双苯基酰肼、N,N′-二乙酰己二酰二酰肼、N,N′-双(水杨酰)草酰二酰肼、N,N′-双(水杨酰)硫代丙酰二酰肼。
4、亚磷酸盐和膦酸盐,例如三苯基亚磷酸盐、二苯基烷基亚磷酸盐、苯基二烷基亚磷酸盐、三(壬基苯基)亚磷酸盐、三月桂基亚磷酸盐、三-十八烷基亚磷酸盐、二硬脂酰季戊四醇二亚磷酸盐、三(2,4-二叔丁基苯基)亚磷酸盐、二异癸基季戊四醇二亚磷酸盐、双(2,4-二叔丁基苯基)季戊四醇二亚磷酸盐、双(2,4-二枯基苯基)季戊四醇二亚磷酸盐、双(2,6-二叔丁基-4-甲基苯基)季戊四醇二亚磷酸盐、二异癸基氧季戊四醇二亚磷酸盐、双(2,4-二叔丁基-6-甲基苯基)季戊四醇二亚磷酸盐、双(2,4,6-三(叔丁基苯基)季戊四醇二亚磷酸盐、三硬脂酰山梨醇三亚磷酸盐、四(2,4-二叔丁基苯基)4,4′-二亚苯基二膦酸盐、6-异辛基氧-2,4,8,10-四叔丁基-12H-二苯基[d,g]-1,3,2-二氧杂phosphocin、双(2,4-二叔丁基-6-甲基苯基)甲基亚磷酸盐、双(2,4-二叔丁基-6-甲基苯基)乙基亚磷酸盐、6-氟-2,4,8,10-四叔丁基-12-甲基-二苯基[d,g]-1,3,2-二氧杂phosphocin、2,2′,2″-次氮基[三乙基三(3,3′,5,5′-四叔丁基-1,1′-二苯基-2,2′-二基)亚磷酸盐]、2-乙基己基(3,3′,5,5′-四叔丁基-1,1′-联苯基-2,2′-二基)亚磷酸盐、5-丁基-5-乙基-2-(2,4,6-三叔丁基苯氧基)-1,3,2-二氧代phosphirane。
特别优选的是以下亚磷酸盐:
三(2,4-二叔丁基苯基)亚磷酸盐(Irgafos_168,Ciba-Geigy)、三(壬基苯基)亚磷酸盐、
5、羟胺,例如N,N-二苄基羟胺、N,N-二乙基羟胺、N,N-二辛基羟胺、N,N-二月桂基羟胺、N,N-双十四烷基羟胺、N,N-双十六烷基羟胺、N,N-双十八烷基羟胺、N-十六烷基-N-十八烷基羟胺、N-十七烷基-N-十八烷基羟胺、衍生自氢化脂胺的N,N-二烷基羟胺。
6、硝酮,例如N-苄基-α-苯基硝酮、N-乙基-α-甲基硝酮、N-辛基-α-庚基硝酮、N-月桂基-α-十一烷基硝酮、N-十四烷基-α-十三烷基硝酮、N-十六烷基-α-十五基硝酮、N-十八烷基-α-十七烷基硝酮、N-十六烷基-α-十七烷基硝酮、N-十八烷基-α-十五烷基硝酮、N-十七烷基-α-十七烷基硝酮、N-十八烷基-α-十六烷基硝酮、衍生自氢化脂胺衍生的N,N-二烷基羟胺的硝酮。
7、过氧化物清除剂,例如β-硫代二丙酸的酯,例如月桂基、硬脂酰基、肉豆蔻基或十三烷基酯;巯基苯并咪唑或2-巯基苯并咪唑的锌盐;二丁基二硫代甲氨酸锌、双十八烷基二硫醚、四(β-十二烷基巯基)丙酸季戊四醇酯。
8、聚酰胺稳定剂,例如与碘化物和/或磷化合物结合的铜盐和二价锰盐。
9、碱性共稳定剂,例如蜜胺、聚乙烯吡咯烷酮、双氰胺、异氰酸脲三烯丙酯、脲衍生物、肼衍生物、胺、聚酰胺、聚氨酯;高级脂肪酸的碱金属盐和碱土金属盐,例如硬脂酸钙、硬脂酸锌、山萮酸镁、硬脂酸镁、蓖麻酸钠和棕榈酸钾;焦儿茶酚酸(pyrocatecholate)锑或焦儿茶酚酸锌。
10、成核剂,例如无机物,例如滑石、诸如二氧化钛或氧化镁的金属氧化物、优选碱土金属的磷酸盐、碳酸盐或硫酸盐;有机化合物,例如一元羧酸或多元羧酸及其盐,例如4-叔丁基苯甲酸、己二酸、二苯基乙酸、琥珀酸钠或苯甲酸钠;聚合物化合物,例如离子共聚物(离聚物)。特别优选1,3:2,4-双(3’,4’-二甲基亚苄基)山梨醇、1,3:2,4-二(对甲基二亚苄基)山梨醇和1,3:2,4-二(亚苄基)山梨醇。
11、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、高岭土、云母、硫酸钡、金属氧化物和氢氧化物、炭黑、石墨、木粉或其他天然产物的纤维、合成纤维。
12、其他添加剂,例如增塑剂、润滑剂、乳化剂、颜料、流变学添加剂、催化剂、流动控制剂、荧光增白剂、耐火剂、抗静电剂和发泡剂。
13、苯并呋喃酮和二氢吲哚酮,例如US 4,325,863、US 4,338,244、US5,175,312、US 5,216,052、US 5,252,643、DE-A-4316611、DE-A-4316622、DE-A-4316876、EP-A-0589839或EP-A-0591102中公开的那些,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-新戊酰氧苯基)-5,7-二叔丁基苯并呋喃-2-酮、3-(3,4-二甲基苯基)-5,7-二叔丁基苯并呋喃-2-酮、3-(2,3-二甲基苯基)-5,7-二叔丁基苯并呋喃-2-酮。
添加剂可方便地以基于100份含卤聚合物计为0.01-10份,优选0.05-5份,特别是0.1-3份的量加入。除在第1项中描述的抗氧化剂外,这些添加剂一般在含卤聚合物的配料阶段加入。
在本发明优选实施方案中,组合物中还存在诸如例如第1项中所述的常用抗氧化剂。
可非必需地加入的其他添加剂是例如经典的PVC稳定剂、润滑剂、颜料、填料和增塑剂。实例如下:
a)锌化合物和其他金属化合物
优选含有Zn-O键的典型有机锌化合物是烯醇酸锌(zinc enol-ate)、酚酸锌或/和羧酸锌。后者是来自脂族饱和和不饱和C1-22羧酸酯、被至少一个OH基取代或/和其链被至少一个或一个以上O原子中断(含氧酸)的脂族饱和和不饱和C2-22羧酸酯系列、含有5-22个碳原子的环状和二环羧酸酯、未取代或被至少一个OH基和/或被C1-16烷基取代的苯基羧酸酯、苯基-C1-16烷基羧酸酯,或未取代的或C1-12烷基取代的酚酸酯,或枞酸的系列的化合物。典型的Zn-S化合物是硫醇锌、巯基羧酸锌和巯基羧酸锌。
其实例可提及诸如乙酸、丙酸、丁酸、戊酸、己酸、庚酸、辛酸、新癸酸、2-乙基己酸、壬酸、癸酸、十一烷酸、十二烷酸、十三烷酸、肉豆蔻酸、棕榈酸、月桂酸、异硬脂酸、硬脂酸、12-羟基硬脂酸、9,10-二羟基硬脂酸、油酸、蓖麻油酸、3,6-二氧杂庚酸、3,6,9-三氧杂癸酸、山萮酸、苯甲酸、对叔丁基苯甲酸、二甲基羟基苯甲酸、3,5-二叔丁基-4-羟基苯甲酸、tolylic acid、二甲基苯甲酸、乙基苯甲酸、正丙基苯甲酸、水杨酸、对叔辛基水杨酸,以及山梨酸、肉桂酸、扁桃酸、乙醇酸的一价羧酸的锌盐;典型的是草酸、丙二酸、琥珀酸、戊二酸、己二酸、富马酸、戊烷1,5-二羧酸、己烷-1,6-二羧酸、庚烷-1,7-二羧酸、辛烷-1,8-二羧酸、3,6,9-三氧杂癸烷-1,10-二羧酸、乳酸、丙二酸、马来酸、酒石酸、苹果酸、水杨酸、聚乙二醇二羧酸(n=10-12)、苯二甲酸、间苯二酸、对苯二酸和羟基苯二酸的二价羧酸的锌盐或这些酸的单酯的锌盐;以及典型的1,2,3-苯三甲酸、1,2,4-苯三酸、1,2,4,5-苯四酸、柠檬酸的三价或四价羧酸的二酯或三酯的锌盐,还有所谓的高碱性羧酸锌或月桂基硫醇锌、巯基乙酸锌、硫代水杨酸锌、双异辛基巯基乙酸锌、巯基丙酸锌、硫羟乳酸锌、硫羟苹果酸锌、双辛基巯基丙酸锌、双异辛基硫羟乳酸锌和双月桂基硫羟苹果酸锌。
烯醇酸锌优选乙酰丙酮、苯甲酰丙酮、二苯甲酰甲烷的烯醇酸盐,以及乙酰乙酸和苯甲酰乙酸酯还有脱氢乙酸的烯醇酸酯。还可以采用诸如氧化锌、氢氧化锌、碳酸锌、碱性碳酸锌或硫化锌的无机锌化合物。
优选采用带有1-22个碳原子的羧酸的中性或碱性羧酸锌(锌皂),典型的是苯甲酸盐或链烷酸盐,优选C8链烷酸盐,硬脂酸盐、油酸盐、月桂酸盐、棕榈酸盐、山萮酸盐、烷烃羧酸盐(versatate)、羟基硬脂酸盐和羟基油酸盐、蓖麻油酸盐、二羟基硬脂酸盐、对叔丁基苯甲酸盐或(异)辛酸盐。特别优选硬脂酸盐、油酸盐、烷烃羧酸盐、苯甲酸盐、对叔丁基苯甲酸盐和2-乙基己酸盐。
除提及的锌化合物外,还可采用有机铝化合物、镁化合物、钙化合物、钡化合物、钾化合物或钠化合物,阴离子基对应于锌化合物中所列的基。优选的这种化合物包括诸如碱式一硬脂酸铝、碱式二硬脂酸铝、三硬脂酸铝、硬脂酸钙、辛酸铝、2-乙基己酸铝、2-乙基己酸钙、2-乙基己酸钡、2-乙基己酸钾、月桂酸铝、油酸钙、油酸钡、叔丁基苯甲酸钙、碱式乙酸铝的羧酸铝、羧酸钙、羧酸钡、羧酸钾或羧酸镁,以及烯醇酸铝或烯醇酸镁,例如乙酰丙酮化铝、乙酰丙酮化镁,还有乙醇化铝或乙醇化镁,以及相应的钡化合物。这里还可提及上述金属的氧化物、氢氧化物、碳酸盐和碱式碳酸盐,以及它们与有机酸的混合盐。典型实例是NaOH、KOH、CaO、Ca(OH2)、MgO、Mg(OH)2、CaCO3、MgCO3白云石、碳酸钙镁矿,以及脂肪酸Na-、K-、Ca或Mg盐。在碱土金属羧酸盐和羧酸锌的情况下,也可采用它们与MO或M(OH)2(M=Ca、Mg、Ba、Sr或Zn)的加合物,即所谓的高碱性化合物。
上述金属化合物或它们的混合物的用量基于100份含卤聚合物为例如0.0001-10,通常是0.001-5,优选0.01-3,例如0.01-1重量份。它们也可作为混合的盐获得(共沉淀)。
b)多元醇
合适的此类化合物是例如:
季戊四醇、二季戊四醇、三季戊四醇、双三羟甲基丙烷、三羟甲基乙烷、双三羟甲基乙烷、三羟甲基丙烷、双三羟甲基丙烷、山梨醇、maltite、isomaltite、lactite、lycasine、甘露醇、铁石棉、肌醇、乳糖、明串珠菌二糖、三(羟乙基)异氰脲酸酯、直辉中基性岩、四羟甲基环己醇(TMCH)、四羟甲基环戊醇、四羟甲基环pyranol、甘油、二甘油、聚甘油、硫代二甘油或1-O-α-D-glycopyranosyl-D-甘露醇二水合物,以及聚乙烯醇和环糊精;还有这些多元醇的缩合物,典型的是己二酸二季戊四醇酯、油酸甘油酯、三油酸甘油酯等。优选TMCH、季戊四醇、二季戊四醇、山梨醇和二多糖醇。
多元醇的用量以100重量份成分(i)计可为例如0.01-20,通常为0.1-20,优选0.1-10重量份。
c)1,3-二羰基化合物
1,3-二羰基化合物的说明性实例是乙酰丙酮、丁酰丙酮、庚酰丙酮、硬脂酰丙酮、棕榈酰丙酮、月桂酰丙酮、7-叔壬基硫代庚烷-2,4-二酮、苯甲酰丙酮、二苯甲酰甲烷、月桂酰-苯甲酰甲烷、棕榈酰-苯甲酰甲烷、硬脂酰-苯甲酰甲烷、异辛基苯甲酰甲烷、5-羟基己酰-苯甲酰甲烷、三苯甲酰甲烷、双(4-甲基苯甲酰)甲烷、苯甲酰-对氯苯甲酰甲烷、双(2-羟基苯甲酰)甲烷、4-甲氧基苯甲酰-苯甲酰甲烷、双(4-甲氧基苯甲酰)甲烷、1-苯甲酰-1-乙酰壬烷、苯甲酰乙酰苯基甲烷、硬脂酰-4-甲氧基苯甲酰甲烷、双(4-叔丁基苯甲酰)甲烷、苯甲酰-甲酰甲烷、苯甲酰苯基乙酰甲烷、双(环己酰)甲烷、二(新戊酰)甲烷、乙酰乙酸甲酯、乙酰乙酸乙酯、乙酰乙酸己酯、乙酰乙酸辛酯、乙酰乙酸十二烷酯或乙酰乙酸十八烷酯、苯甲酰乙酸乙酯、苯甲酰乙酸丁酯、苯甲酰乙酸2-乙基己酯、苯甲酰乙酸十二烷酯或苯甲酰乙酸十八烷酯、硬脂酰乙酸乙酯、硬脂酰乙酸丙酯、硬脂酰乙酸丁酯、硬脂酰乙酸己酯或硬脂酰乙酸辛酯和脱氢乙酰乙酸,以及它们的锌、碱金属、碱土金属或铝盐。
1,3-二羰基化合物的用量以100重量份PVC计可为例如0.01-10,通常为0.01-3,优选0.01-2重量份。
d)环氧化物和环氧化脂肪酸酯
在这方面,特别提及诸如大豆油或葡萄籽油的来自天然原料的脂肪酸的环氧化酯。
环氧化合物的用量优选例如0.1重量份(以100重量份组合物计),合适的是0.1-30,优选0.5-25重量份(以100重量份成分(i)计)。其他实例是环氧化聚丁二烯、环氧化亚麻子油、环氧化鱼油、环氧化牛脂、甲基丁基-或2-乙基己基环氧硬脂酸酯、三(环氧丙基)异氰脲酸酯、环氧化蓖麻油、环氧化向日葵油、3-苯氧基-1,2-环氧丙烷、双酚A的二缩水甘油醚、乙烯基环己烯二环氧化物、二环戊二烯二环氧化物和3,4-环氧环己基甲基-3,4-环氧环己烷羧酸酯。
合适的环氧化物还有特别是US-A-5 492 949、US-A-5 519 077和US-A-5 543 449中描述的双酚A和双酚F的衍生物。
e)二氢吡啶和聚二氢吡啶
合适的单体二氢吡啶特别是FR-A-2039496、EP-A-2007、EP-A-362012、EP-A-24754和EP-A-716123中描述的化合物。优选的化合物是以下通式的化合物:
其中Z是CO2CH3,CO2C2H5,CO2-n-C12H25 or -CO2C2H4-S-n-C12H25。
聚二氢吡啶优选以下通式的化合物
其中T是未取代的C1-12烷基。
L与T的含义相同。
m和n是0-20的数,
k是0或1,
R和R`相互独立的是乙烯、丙烯、丁烯或-(-CpH2p-X-)tCpH2p类型的亚烷基-或环亚烷基-双亚甲基,
p是2-8,
t是0-10,
X是氧或硫。
这种化合物更详细描述在EP-A-286887中。(聚-)二氢吡啶可以0.001-5,优选0.005-1重量份(以100份聚合物计)的量合适地用于含卤聚合物中。
硫代二亚乙基-双[5-甲氧基羰基-2,6-二甲基-1,4-二氢吡啶-3-羧酸酯]和1,4-二氢-2,6-二甲基-3,5-二碳十二烷基氧吡啶特别优选。
f)高氯酸盐
典型实例是通式M(ClO4)n的高氯酸盐,其中M是Li、Na、K、Mg、Ca、Ba、Zn、Al、Ce或La。根据M的价不同,下标n为1、2或3。高氯酸盐可与醇或醚醇配位。每种高氯酸盐可以不同标准的表述形式采用,例如作为盐的或施加在诸如PVC、硅酸钙、沸石或水滑石的基材上的游离酸的盐或水溶液,或可通过水滑石与高氯酸的化学反应获得。
高氯酸盐的用量可为例如0.001-5,合适的0.01-3,特别优选0.01-2重量份(以100重量份成分(i)计)。
g)水滑石和沸石
这些化合物的化学组分是本领域普通技术人员公知的,例如从DE-A-3843581、US-A-4000100、EP-A-062813、WO-A-93/20135可知。
水滑石系列化合物可用通式(III)描述:
M2+ 1-x·M3+ x·(OH)2·(An-)x/n·mH2O (III),
其中
M2+=一种或几种选自Mg、Ca、Sr、Zn和Sn的金属,
M3+=Al或B,
An是n价阴离子,
n是1-2的数,
0<x≤0.5,
m是0-20的数。
是优选的。
还可以采用包含LiOH或Li2CO3(“固体溶液”)的水滑石。
水滑石的实例是
Al2O3.6MgO.CO2.12H2O,Mg45Al2(OH)13.CO3.3.5H2O,4MgO.Al2O3.CO2.9H2O,
4MgO.Al2O3.CO2.6H2O,ZnO.3MgO.Al2O3.CO2.8-9H2O和ZnO.3MgO.Al2O3.CO2.5-6H2O。
沸石系列的化合物(碱金属铝硅酸盐或碱土金属铝硅酸盐)可用通式(IV)描述:
Mx/n[(AlO2)x(SiO2)y].wH2O (IV),
其中n是阳离子M的电荷;
M是诸如Li、Na、K、Mg、Ca、Sr或Ba的元素周期表中第一和第二主族的元素,或Zn,
y:x是0.8-15,优选0.8-1.2的数;和
w是0-300,优选0.5-30的数。
结构可在例如W.M.Meier和D.H.Olson的“Atlas of Zeolite”,Butterworth-Heinemann,1992年,第3版中找到。
沸石的实例是以下化学式的铝硅酸钠:Na12Al12Si12O48·27H2O[沸石A];Na6Al6Si6O24·2NaX·7.5H2O,X=OH、卤素、ClO4[钠沸石];Na6Al6Si30O72·24H2O;Na8Al8Si40O96·24H2O;Na16Al16Si24O80·16H2O;Na16Al16Si32O96·16H2O;Na56Al56Si136O384·250H2O[沸石Y];Na86Al86Si106O384·264H2O[沸石X];以及Al/Si比为1/1的X-和Y-沸石;或通过部分或全部将钠原子换成Li原子、K原子、Mg原子、Ca原子、Sr原子或Zn原子表示的沸石,例如(Na、K)10Al10Si22O64·20H2O;Ca4.5Na3[(AlO2)12(SiO2)12]·30H2O;K9Na3[(AlO2)12(SiO2)12]·27H2O。
其他合适的沸石是:Na2O·Al2O3·(2至5)SiO2·(3.5至10)H2O[沸石P]、Na2O·Al2O3·2SiO2·(3.5至10)H2O(沸石MAP);或通过部分或全部将钠原子换成Li原子、K原子或H原子表示的沸石,典型的是(Li、Na、K、H)10Al10Si22O64·20H2O、K9Na3[(AlO2)12(SiO2)12]·27H2O、K4Al4Si4O16·6H2O[沸石K-F]、Na8Al8Si40O96·24H2O[沸石D],例如Barrer等的J.Chem.Soc.1952,1561-71中和US 2 950 952中描述的。
以下沸石也是合适的:例如EP-A-400 961中描述的K菱钾沸石;例如GB-A-841 812中描述的沸石R;例如US-A-4 503 023中描述的沸石LZ-217;US-A-4 333 859中描述的无钙沸石LZ-218;US-A-4 503 023中描述的沸石T、沸石LZ-220;Na3K6Al9Si27O72·21H2O [沸石L];US-A-4 503 023中描述的沸石LZ-211;US-A-4 503 023中描述的沸石LZ-212;US-A-4 503 023中描述的沸石O、沸石LZ-217;US-A-4 503 023中描述的沸石LZ-219;US-A-4 503 023中描述的沸石Rho、沸石LZ-14;Am.Mineral.541607(1969)中描述的沸石ZK-19;Barrer等的J.Chem.Soc.1956,2882中描述的沸石W(K-M);Na30Al30Si66O192·98H2O[沸石ZK-5,沸石Q];以及具有沸石结构的AlPO4化合物。
优选采用通式M2O·Al2O3·xSiO2·yH2O(IVa)的P型沸石,其中x是2-5,y是3.5-10,M是碱金属原子;非常优选其中x是2且y是3.5-10的通式IVa的沸石MAP。优选的是沸石Na-P,即M是Na。该沸石通常以变体Na-P-1、Na-P-2和Na-P-3获得,它们相互间的立方体、四边形或正菱形结构不同(R.M.Barrer,B.M.Munday,J.Chem.Soc.A 1971,2909-14)。上述文献还描述了沸石P-1和P-2的制备。根据该文献,沸石P-3非常稀少,因此有任何实用性。沸石P-1的结构相当于从上述Atlas of Zeolite Structures得知的水钙沸石结构。更近的文献(EP-A-384070)把立方体(沸石B或Pc)和四边形(沸石P1)P型沸石区别对待。还提到Si∶Al比小于1.07∶1的更新P型沸石。这些沸石称为MAP或MA-P,即“最大铝P”。根据制备方法不同,沸石P可含有少量其他沸石。WO-A-94/26662中描述了一种非常纯的沸石。
在本发明范围内,还可以采用在水溶性无机或有机分散剂存在下沉淀和结晶的微粒状水不溶性铝硅酸钠。它们可在沉淀或结晶之前或期间以任何方式加入反应混合物中。
特别优选钠沸石A、钠沸石P、钠沸石X和钠沸石Y。
水滑石和沸石也可以是天然生成的矿物质或合成获得的化合物。
水滑石和/或沸石的用量可为例如0.1-50,合适的是0.1-10,优选0.1-5重量份(以100重量份含卤聚合物计)。
h)碱铝碳酸盐(片钠铝石)
这些化合物可用通式{(M2O)m·(Al2O3)n·Zo.pH2O}(V)表示,其中M是H、Li、Na、K、Mg1/2、Ca1/2、Sr1/2或Zn1/2;Z是CO2、SO2、(Cl2O7)1/2、B4O6、S2O2(硫代硫酸盐)或C2O2(草酸盐);如果M=Mg1/2或Ca1/2,则m是1-2的数,且在所有其他情况下是1-3的数;n是1-4的数;o是2-4的数;和p是0-30的数。
可采用的通式(V)的铝盐化合物可以是天然生成的矿物质或合成制备的化合物。金属可部分相互交换。提及的铝盐化合物是晶体、部分晶体或非晶体或干凝胶形式。铝盐化合物还可以更稀少的晶体变型获得。EP 394670描述了这种化合物的制备方法。天然生成的铝盐化合物的典型实例是水碳镁铝石、碳钠钙铝石、铝水方解石、对铝水方解石、水碳铝锶石和水水碳铝锶石。铝盐化合物的其他实例是:铝碳酸钾{(K2O)·(Al2O3)·(CO2)2·2H2O}、铝硫代硫酸钠{(Na2O)·(Al2O3)·(S2O2)2·2H2O}、铝亚硫酸钾{(K2O)·(Al2O3)·(SO2)2·2H2O}、铝草酸钙{(CaO)·(Al2O3)·(C2O2)2·5H2O}、铝四硼酸镁{(MgO)·(Al2O3)·(B4O6)2·5H2O}、{([Mg0.2Na0.6]2O)·(Al2O3)·(CO2)2·4.1H2O}、{([Mg0.2Na0.6]2O)·(Al2O3)·(CO2)2·4.3H2O}和{([Mg0.3Na0.4]2O)·(Al2O3)·(CO2)2.2·4.9H2O}。
混合的铝盐化合物可通过阳离子交换本身公知的方法获得,优选从碱金属铝盐化合物获得,或通过结合沉淀获得(参见例如US 5 055284)。
优选的铝盐化合物是以上通式的那些,其中M是Na或K;Z是CO2、SO2或(Cl2O7)1/2;m是1-3;n是1-4;o是2-4,且p是0-20。Z特别优选CO2。
其他优选的化合物是可由以下通式表示的那些:M2O·Al2O3·(CO2)2·pH2O(Ia)、(M2O)2·(Al2O3)2·(CO2)2·pH2O(Ib)、M2O·(Al2O3)2·(CO2)2·pH2O(Ic),其中M是诸如Na、K、Mg1/2、Ca1/2、Sr1/2或Zn1/2的金属,p是0-12的数。特别优选铝二羟基碳酸钠(DASC)和同系钾化合物(DAPC)。
除片钠铝石外,还可采用具有阳离子交换剂性能的硅酸盐,例如膨润土、天然硅酸钠、haremite等。
片钠铝石的用量可为例如0.01-50,合适的0.1-10,特别优选0.1-5重量份(以100重量份含卤聚合物计)。
i)增塑剂
合适的有机增塑剂是例如以下那些:
A)邻苯二甲酸酯类
这种增塑剂的典型实例是邻苯二甲酸二甲酯、邻苯二甲酸二乙酯、邻苯二甲酸二丁酯、邻苯二甲酸二己酯、邻苯二甲酸二2-乙基己酯、邻苯二甲酸二正辛酯、邻苯二甲酸二异辛酯、邻苯二甲酸二异壬酯、邻苯二甲酸二异癸酯、邻苯二甲酸二异十三烷酯、邻苯二甲酸二环己酯、邻苯二甲酸二甲基环己酯、二甲基乙二醇邻苯二甲酸酯、二丁基乙二醇邻苯二甲酸酯、邻苯二甲酸苄基丁酯和邻苯二甲酸二苯酯,以及诸如主要是直链醇的邻苯二甲酸C7-9和C9-11烷基酯、邻苯二甲酸C6-10正烷基酯和邻苯二甲酸C8-10正烷基酯的邻苯二甲酸酯的混合物。其中优选邻苯二甲酸二丁酯、邻苯二甲酸二己酯、邻苯二甲酸二-2-乙基己酯、邻苯二甲酸二正辛酯、邻苯二甲酸二异辛酯、邻苯二甲酸二异壬酯、邻苯二甲酸二异癸酯、邻苯二甲酸二异十三烷酯、和邻苯二甲酸苄基丁酯,以及所提及的邻苯二甲酸烷基酯混合物。特别优选邻苯二甲酸二-2-乙基己酯、邻苯二甲酸二异壬酯和邻苯二甲酸二异癸酯,它们还通过其标准简写DOP(邻苯二甲酸二辛酯,邻苯二甲酸二-2-乙基己酯)、DINP(邻苯二甲酸二异壬酯)、DIDP(邻苯二甲酸二异癸酯)公知。
B)脂族二元羧酸的酯,特别是己二酸、壬二酸和癸二酸的酯
这种增塑剂的典型实例是己二酸二-2-乙基己酯、己二酸二异辛酯(混合物)、己二酸二异壬酯(混合物)、己二酸二异癸酯(混合物)、己二酸苄基丁酯、己二酸苄基辛酯、壬二酸二-2-乙基己酯、癸二酸二-2-乙基己酯和癸二酸二异癸酯(混合物)。优选的是己二酸二-2-乙基己酯和己二酸二异辛酯。
C)偏苯三酸酯类
典型的是偏苯三酸三-2-乙基己酯、偏苯三酸三异癸酯(混合物)、偏苯三酸三异十三烷酯、偏苯三酸三异辛酯(混合物),以及偏苯三酸三-C6-8烷基酯、偏苯三酸三-C6-10烷基酯、偏苯三酸三-C7-9烷基酯和偏苯三酸三-C9-11烷基酯。最后提及的偏苯三酸酯通过偏苯三酸与相应的链烷醇混合物的酯化反应获得。优选的偏苯三酸酯是偏苯三酸三-2-乙基己酯和提及的链烷醇混合物的偏苯三酸酯。所用的标准简写是TOTM(偏苯三酸三辛酯、偏苯三酸三-2-乙基己酯)、TIDTM(偏苯三酸三异癸酯)和TITDTM(偏苯三酸三异十三烷酯)。
D)环氧化物增塑剂
主要是诸如环氧化大豆油的环氧化不饱和脂肪酸。
E)聚合物增塑剂
用于制备聚酯增塑剂的最常用的原材料是:二元羧酸,例如己二酸、苯二甲酸、壬二酸和癸二酸;二醇,例如1,2-丙二醇、1,3-丁二醇、1,4-丁二醇、1,6-己二醇、新戊二醇和二甘醇。
F)磷酸酯
这种磷酸酯的典型实例是磷酸三丁酯、磷酸三-2-乙基丁酯、磷酸三-2-乙基己酯、磷酸三氯乙酯、磷酸2-乙基己基二苯基酯、磷酸甲苯·联苯酯、磷酸三苯基酯、磷酸三甲苯酯和磷酸三二甲苯基酯。优选磷酸三-2-乙基己酯和_Reofos 50 and 95(ex.FMC)。
G)氯化烃(烷属烃)
H)烃
I)单酯,例如油酸丁酯、油酸苯氧基乙酯、油酸四氢糠酯和烷基磺酸酯。
J)乙二醇酯类,例如苯甲酸二乙二醇酯。
A)组至J)组增塑剂的定义和实例可在以下参考书中找到:
“Taschenbuch der Kunststoffadditive”,R.G_chter和H.Müller编辑,Carl Hanser Verlag,1989年,第5章,341-442页;
“PVC Technology”,W.V.Titow编辑,第4版,ElsevierPublishers,1984年,第6章,147-180页;
也可以采用不同增塑剂的混合物。
增塑剂的用量可为例如5-120,优选10-100重量份(以100重量份PVC计)。
j)合适的润滑剂是例如:
褐煤蜡、脂肪酸酯、PE蜡、酰胺蜡、氯石蜡、甘油酯、固体或液体石蜡或碱土金属皂,或诸如EP-A-225261中描述的基于硅氧烷的润滑剂。可采用的润滑剂还描述在“Taschenbuch derKunststoffad ditive”,R.G_chter和H.Müller编辑,Carl HanserVerlag,第3版,1989年,478-488页中。在加入聚合物材料中前,润滑剂也可与稳定剂掺和。
k)填料
合适的填料(“Handbook of PVC-Formulating”,E.J.Wickson,John Wiley & Sons,New York 1993,393-449页)和增强剂(“Taschenbuch der Kunststoffadditive”,R.G_chter和H.Müller编辑,Carl Hanser Verlag,第3版,1989,549-615页)可以是例如:碳酸钙、白云石、硅灰石、氧化镁、氢氧化镁、硅酸盐、玻璃纤维、滑石、高岭土、白垩、云母、金属氧化物和金属氢氧化物、炭黑或石墨。优选白垩。
l)颜料
合适材料是本领域普通技术人员公知的。无机颜料的典型实例是TiO2、炭黑、Fe2O3、Sb2O3、(Ti,Ba,Sb)O2、Cr2O3、诸如钴蓝和钴绿的尖晶石、Cd(S,Se)、群青蓝。优选TiO2及其粉末形式。有机颜料是例如偶氮颜料、酞菁系颜料、喹吖啶酮系颜料、系颜料、吡咯并吡咯烷酮(pyrrolopyrrylidone)颜料和蒽醌颜料。进一步的细节可在“Handbook of PVC Formulating”,E.J.Wickson,John Wiley & Sons,New York 1993,449-474页中找到。
m)有机锡化合物
有机锡化合物是例如有机锡氧化物、有机锡硫化物、有机锡羧酸酯、有机锡巯基羧酸酯、有机锡硫醇盐和/或有机锡巯基羧酸酯,例如氧化二丁基锡、二辛基锡马来酸酯(dioctyltin maleinate)、二丁基锡马来酸半酯、双二丁基锡-2-乙基己酸酯氧化物,以及例如特别是EP-A-573394中描述的其他SnO化合物。
合适的有机锡硫醇盐是例如通用结构RnSn(SA)4-n的化合物,其中R特别是甲基、丁基、辛基、月桂基或碳丁氧基乙基,n是1或2,且A一般是癸基、十二烷基或碳烷氧基甲基或碳烷氧基乙基,且烷氧基部分是直链或支链C6-C18烷氧基或C5-C8环烷氧基。这种锡化合物的说明性实例是二甲基锡双碳异辛基氧甲基硫醇盐、二丁基锡二月桂基硫醇盐、二辛基锡双碳-2-乙基己氧基甲基硫醇盐、二甲基锡双巯基乙基硬脂酸酯、辛基锡三碳-2-乙基己氧基甲基硫醇盐、一甲基锡巯基乙基油酸酯硫化物和双二甲基锡巯基乙基硬脂酸酯硫化物。
n)有机氮化合物
合适的有机氮化合物是例如脲类和硫脲类、氨基苯磺酸酯类、氨基苯甲酸酯类、氨基苯并酰胺类、氨腈类、二氰基二酰胺类、胍类、胍胺类、蜜胺类、吲哚类、氨基巴豆酸酯类、四唑类、三唑类、取代的氨基三唑类、间氨基苯酚类、氨基尿嘧啶类、吡咯类、氨基吡咯类,以及特别是例如DE-A-746 081,US-A-2 557 474,DD-A-652,DE-A-871 834,EP-A-174412,DE-A-1 162 073,US-A-2 367 483,GB-A-923 319,DE-A-862 512,DE-A-2 524 659,DE-A-1 544 768,DE-A-1 134 197,EP-A-2 756,DE-A-3 048 659,DE-A-3 602 367,EP-A-48 222,EP-A-41 479,EP-A-65 934,EP-A-22 087,EP-A-465 405和EP-A-390 739中描述的其他化合物。
上述非必需的添加剂可在例如配料阶段,以公知方式,通过采用诸如混合器、压延机、捏合机、挤压机、研磨机等的公知装置,将所述化合物和其他非必需的添加剂与含卤聚合物混合加入聚合物中。在该方法中,它们可单独或以混合物形式,或也可以所谓的母炼胶形式加入。该新颖的聚合物组合物可通过诸如压延、挤压、注塑成型、烧结或纺丝的公知方法,还可通过挤压吹塑或通过增塑溶胶处理方法制成期望的形状。该聚合物组合物还可加工成泡沫。
最终聚合物组合物适合例如半硬的或柔软的配方,例如用于导线外皮、电缆绝缘层、楼板材料、管壳和密封外形的柔软配方。在半硬配方形式中,所述聚合物组合物适合用作装饰性膜、泡沫、农用薄膜、管壳、密封外形、办公用膜、挤压外形和板、楼板膜和板、涂料和人造革,以及防震垫膜(用于汽车)。在硬配方形式中,该组合物适于空心制品(瓶子)、包装膜、热定型膜、吹制膜、防震垫膜(汽车)、管道、泡沫、重型轮廓(窗框)、轻质墙外形、建筑物外形、壁板、接头和设备外壳(计算机和家用电器),以及其他注塑成型制品。根据本发明稳定的组合物用作增塑溶胶的实例是人造革、涂料、楼板材料、纺织品涂料、壁纸、线圈涂料、防震垫膜和汽车底封。
根据本发明稳定的聚合物组合物的烧结应用的实例是脂膏、中空模具和线圈涂料。
本发明另一个方面是含卤聚合物抗热降解的稳定方法,该方法包括:
在聚合过程中或聚合后,在含卤聚合物中加入
b)熔点高于20℃的包含通式(Ia)或(Ib)的结构单元的位阻酚抗氧化剂
其中
n是2或3;
R1是叔丁基、仲连接的C3-C18烷基或C5-C6环烷基;
R’1是叔丁基、伯或仲连接的C1-C18烷基、苯基、C7-C9苯基烷基或C5-C6环烷基;
R3是C1-C18烷基、C1-C18烷氧基或C5-C6环烷基;
R’2是二价或三价桥基;
*指直接键或氢。R2是氢、甲基或基团
其中m是1-10的数;和
c)熔点高于20℃的通式(IIa)、(IIb)或(IIc)的硫醚或硫醚-酯
或
R11和R12独立地是C1-C18烷基
k是2-4;和
X是2-甲基-1,2,3-丙烷-三基-或1,2,3,4-甲烷-四基-。
在具体实施方案中,含卤聚合物抗热降解的稳定方法,该方法包括:
在聚合过程中或聚合后,在含水悬浮液和乳液中的含卤聚合物中加入
b)熔点高于20℃的包含通式(Ia)或(Ib)的化合物的位阻酚抗氧化剂
其中
n是2或3;
R1是叔丁基、仲连接的C3-C18烷基或C5-C6环烷基;
R’1是叔丁基、伯或仲连接的C1-C18烷基、苯基、C7-C9苯基烷基或C5-C6环烷基;
R3是C1-C18烷基、C1-C18烷氧基、C5-C6环烷基或-CH2-CH2-CO-O-(C1-C18)烷基;
R’2是二价或三价桥基;R4是基团
或氢;R2是氢、甲基或基团
其中m是1-10的数;和
c)熔点高于20℃的通式(IIa)、(IIb)或(IIc)的硫醚或硫醚-酯或
R11和R12独立地是C1-C18烷基
k是2-4;和
X是2-甲基-1,2,3-丙烷-三基-或1,2,3,4-甲烷-四基-。(Anspruch 12)
上述定义、参考文献和非必需的添加剂同样可用于聚合过程。
例如PVC可通过三种不同方法由氯乙烯单体(VCM)制备。最广泛采用的是悬浮液型聚合,占到约80-85%。在加压搅拌反应器中用保护胶体将液体氯乙烯液滴分散在水中。采用油溶性引发剂的结果是在液滴内部发生聚合反应。产物是100-150μm直径的多孔颗粒形式。另一种方法是乳液途径,其中通过搅拌和强表面活性剂将单体分散在水中,且聚合反应用水溶性引发剂在水相中进行。聚合产物是0.1-20μm直径的PVC颗粒的含水胶乳分散体形式。将其喷雾干燥形成较大的块集岩,在分散到溶剂和增塑剂中之前研磨得到增塑溶胶,用于各种铺展和滴涂应用。第三种途径是整体或本体聚合。本体聚合是指氯乙烯(VCM)的聚合反应在无水情况下进行。关于PVC制造的综述描述在例如Encyclopedia of Polymer Science and Engineering,第2版,第17卷,295-376页中。
成分b)和c)可在聚合反应期间或该反应完成后加入。
关于氯乙烯聚合反应,大量的聚氯乙稀通过悬浮聚合制备。在该方法中,氯乙烯单体和引发剂在适当温度和压力下搅拌分散在水相中。用诸如甲基或乙基纤维素、明胶、聚乙烯醇或其他水溶性聚合物的悬浮剂在聚合反应期间稳定悬浮液。通过真空汽提方法除去未反应的VCM。从反应器中排出浆液形式的聚合物微粒,并离心分离或过滤去除水。彻底冲洗和干燥聚合物,除去微量悬浮液稳定剂和反应介质结束该过程。
在聚合周期即将结束时,体系中的压力开始下降,紧接着很快达到最大聚合速度。达到峰值速度后,聚合速度急剧下降,随着游离单体吸附到聚合物中并聚合,使聚合物微珠的孔隙变少。以孔隙率和粒度分布表示的颗粒特征的这种变化对制造商是不利的,会降低产品性能和经济性。因此,希望保持粒状多孔结构,以提高增塑剂摄取,形成干燥掺和物,用于各种挤压或压延操作。为了避免这种负面影响,制造商应在完成单体转化之前终止聚合反应。尽管70-90%的转化率反映了通常的终止点,但制造商最好根据经验确定聚合反应的结束点,以得到高质量聚合物。
成分b)和c)优选在PVC制造的这一阶段加入。(Anspruch 13)
特别优选其中聚合反应是悬浮聚合,且成分b)和c)作为乳液在聚合反应即将结束时加入浆中。(Anspruch 14)
本发明又一个方面是根据权利要求1将熔点高于20℃的位阻酚抗氧化剂与熔点高于20℃的硫醚或硫醚-酯一起用于含卤聚合物的水悬浮液或水乳液的热稳定。(Anspruch 14)
以下实施例用于说明本发明。
通用聚合过程:
标准PVC聚合反应根据悬浮方法间歇操作进行。容积5000ml的双套层压力反应物在57℃温度下操作,搅拌器速度为1000rpm。记录反应期间反应器中的压力和温度。
将以下成分加入反应器中:
1000ml去离子水,脱气
375g氯乙烯单体
1500mg聚乙烯醇,悬浮剂
75%异癸烷(Luperox 233M_,供应商:Atofina)中的0.1mol%(以乙烯剂氯单体计)引发剂二-2-乙基己基过氧化二碳酸盐
在压力开始下降时(约3小时反应时间后)加入表1中给出的300ppm(以氯乙烯单体重量计)添加剂。再反应1小时后,将反应器脱气,过滤分离所得聚合物。用水冲洗所得粗制聚合物、过滤、用乙醇冲洗,并在40℃下真空干燥至重量保持恒定。产率:88%。
PVC树脂热稳定性评价:
PVC树脂的热稳定性通过用“763 PVC Thermomat_”(供应商Metrohm AG,CH 9101 Herisau,Switzerland)测量脱氢氯化反应进行评价。从PVC树脂中释放出的盐酸的量是其热不稳定性的度量。盐酸的量通过将其溶解在水中,并测量溶液的导电率来定量(见表1)。达到某一导电率水平的时间越长,树脂越稳定。
表1
实施例 | 添加剂 | 添加剂的剂量形式 | 添加剂浓度(活性) | PVC树脂K-值 | PVC树脂的热稳定性* |
比较例1 | Irganox 245 DW_ | 悬浮液 | 300ppm | K-67 | 20分钟 |
比较例2 | Irganoxx 1141 EM_ | 乳液 | 300ppm | K-67 | 24分钟 |
实施例3 | 化合物1/DLTDP 1∶1 | 乳液 | 300ppm | K-67 | 29分钟 |
*试验:在180℃下脱氢氯化,空气(达到60 microsiemens/cm的导电率的分钟数)
PVC化合物的制备及其热稳定性评价:
PVC化合物的热稳定性通过制备基于以下成分的研磨混合物测量:
PVC树脂(S-PVC K-60) 300克
工业操作助剂 9克
蜡 2克
硬脂酸钙 2克
甲基锡硫醇盐稳定剂 1克
将掺和物置于热的两辊轧制机上在约195℃下达到15分钟。每3分钟从轧制机上取下材料压成瓷花金属板。测量瓷花金属板的颜色(根据DIN 6174的泛黄指数(Yellowness Index),YI)。YI越低,PVC化合物的热稳定性越好(表2)
表2中的结果清楚表明根据本发明进行的稳定化还提高了配料步骤期间的稳定性。
表2、PVC混合物的热稳定性(颜色)
在轧制机上195℃下几分钟后的泛黄指数 | |||||
稳定剂 | 3分钟 | 6分钟 | 9分钟 | 12分钟 | 15分钟 |
300ppm Irganox 245_ | 2.4 | 5.8 | 9.4 | 13.9 | 21.6 |
150ppm化合物1150ppm DLTDP | -1.2 | 1.7 | 5.1 | 9.2 | 16.2 |
Irganox 1141_化合物1与Irganox 1076的4∶1混合物;
DLTDP是二月桂基硫代二丙酸酯。
所有化合物均由Ciba Specialty Chemicals提供。
Claims (15)
1、组合物,包含:
c)水悬浮液或水乳液形式的含卤聚合物或共聚物;
d)含有通式(Ia)或(Ib)的熔点高于20℃的位阻酚抗氧化剂
其中
n是2或3
R1是叔丁基、仲连接的C3-C18烷基或C5-C6环烷基;
R1’是叔丁基、伯或仲连接的C1-C18烷基、苯基、C7-C9苯基-烷基或C5-C6环烷基;
R3是C1-C18烷基、C1-C18烷氧基、C5-C6环烷基或-CH2-CH2-CO-O-(C1-C18)烷基;
R2’是二价或三价桥基;
c)通式(IIa)、(IIb)或(IIc)的熔点高于20℃的硫醚或硫醚-酯
或
R11和R12独立的是C1-C18烷基;
k是2-4;和
X是2-甲基-1,2,3-丙烷-三基-或1,2,3,4-甲烷-四基-。
2、权利要求1的组合物,其中含有通式(Ia)或(Ib)的结构单元的位阻酚抗氧化剂具有通式(IIIa)、(IIIb)或(IIIc):
其中
n是2或3
R1是叔丁基、仲连接的C3-C18烷基或C5-C6环烷基;
R1’是叔丁基、伯或仲连接的C1-C18烷基、苯基、C7-C9苯基-烷基或C5-C6环烷基;
R3是C1-C18烷基、C1-C18烷氧基、C5-C6环烷基或基团-CH2-CH2-CO-O-(C1-C18)烷基;
R2’是C1-C12亚烷基、-S-、三亚甲基异氰脲酸酯,或基团-CH2-CH2-CO-(OCH2CH2)p-O-CO-CH2CH2-,其中p是1-3的数;
3、权利要求1的组合物,其中含卤聚合物是PVC。
4、权利要求1的组合物,其中成分c)中的R11是C12烷基或C18烷基且R12是C12烷基。
5、权利要求1的组合物,其中成分b)中的位阻酚抗氧化剂是2-叔丁基-4,6-二甲基酚;2,4-二甲基-6-(1’-甲基十一烷-1’-基)酚、2,4-二甲基-6-(1’-甲基十七烷-1’-基)酚、2,4-二甲基-6-(1’-甲基十三烷-1’-基)酚、2,4-二甲基-6-(1’-甲基十四烷-1’-基)酚及其混合物;2,2’-亚甲基双(6-叔丁基-4-甲基酚)、2,2’-亚甲基双(6-叔丁基-4-乙基酚)、2,2’-亚甲基双(4,6-二叔丁基酚)、2,2’-亚乙基双(4,6-二叔丁基酚)、2,2’-亚乙基双(6-叔丁基-4-异丁基酚);或(亚乙基双(氧乙烯)双[3-(5-叔丁基-4-羟基间甲苯基)丙酸酯]。
6、权利要求1的组合物,其中成分b)中的位阻酚抗氧化剂是2-叔丁基-4,6-二甲基酚、2,4-二甲基-6-(1’-甲基十四烷-1’-基)酚或它们的混合物,且成分c)是二月桂基硫代二丙酸酯、二硬脂酰硫代二丙酸酯或它们的混合物。
7、权利要求1的组合物,其中成分b)中的位阻酚抗氧化剂是2,4-二甲基-6-(1’-甲基十四烷-1’-基)酚,且成分c)是二月桂基硫代二丙酸酯。
8、权利要求1的组合物,其中成分b)的位阻酚抗氧化剂的含量为含卤单体重量的50-2000ppm。
9、权利要求1的组合物,其中成分c)的含量为含卤单体重量的50-2000ppm。
10、权利要求1的组合物,其中成分b)与成分c)之比为1∶10-10∶1。
11、权利要求1的组合物,还含有与成分b)不同的位阻酚抗氧化剂、含磷稳定剂、2-苯并呋喃酮稳定剂、位阻胺光稳定剂或紫外线吸收剂。
12、含卤聚合物抗热降解的稳定方法,该方法包括:
在聚合过程中或聚合后,在水悬浮液或水乳液形式的含卤聚合物中加入
b)熔点高于20℃的包含通式(Ia)或(Ib)的化合物的位阻酚抗氧化剂
n是2或3;
R1是叔丁基、仲连接的C3-C18烷基或C5-C6环烷基;
R’1是叔丁基、伯或仲连接的C1-C18烷基、苯基、C7-C9苯基烷基或C5-C6环烷基;
R3是C1-C18烷基、C1-C18烷氧基、C5-C6环烷基或-CH2-CH2-CO-O-(C1-C18)烷基;
R’2是二价或三价桥基;
R2是氢、甲基或基团
其中m是1-10的数;和
c)熔点高于20℃的通式(IIa)、(IIb)或(IIc)的硫醚或硫醚-酯
或
其中
R11和R12独立地是C1-C18烷基;
k是2-4;和
X是2-甲基-1,2,3-丙烷-三基-或1,2,3,4-甲烷-四基-。
13、权利要求12的方法,其中成分b)和c)在聚合反应即将结束时加入。
14、权利要求12的方法,其中聚合是悬浮聚合,且成分a)和b)在聚合反应即将结束时作为乳液加入浆中。
15、将权利要求1的熔点高于20℃的位阻酚抗氧化剂和熔点高于20℃的硫醚或硫醚-酯一起在含卤聚合物的水悬浮液或水乳液的热稳定中的应用。
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CN110062790A (zh) * | 2016-10-14 | 2019-07-26 | 巴斯夫欧洲公司 | 稳定剂组合物 |
TWI685558B (zh) * | 2014-05-01 | 2020-02-21 | 美商塞特工業公司 | 用於穩定物質抵抗紫外光與熱降解的穩定劑組合物 |
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CN102083900A (zh) * | 2008-07-11 | 2011-06-01 | 巴斯夫欧洲公司 | 作为稳定剂的贮存稳定的水性乳液及具有低粘度的液体掺合物 |
TWI685558B (zh) * | 2014-05-01 | 2020-02-21 | 美商塞特工業公司 | 用於穩定物質抵抗紫外光與熱降解的穩定劑組合物 |
CN110062790A (zh) * | 2016-10-14 | 2019-07-26 | 巴斯夫欧洲公司 | 稳定剂组合物 |
US11001698B2 (en) | 2016-10-14 | 2021-05-11 | Basf Se | Stabilizer composition |
CN115246986A (zh) * | 2021-04-26 | 2022-10-28 | 中国石油化工股份有限公司 | 一种热稳定剂、透明pvc树脂及制备方法 |
CN115246986B (zh) * | 2021-04-26 | 2023-08-11 | 中国石油化工股份有限公司 | 一种热稳定剂、透明pvc树脂及制备方法 |
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KR101104780B1 (ko) | 2012-01-13 |
US8173731B2 (en) | 2012-05-08 |
WO2005049715A2 (en) | 2005-06-02 |
KR20060117923A (ko) | 2006-11-17 |
US20070027243A1 (en) | 2007-02-01 |
SG148148A1 (en) | 2008-12-31 |
US20110112228A1 (en) | 2011-05-12 |
CA2544329C (en) | 2012-10-16 |
TWI374907B (en) | 2012-10-21 |
US20100048776A1 (en) | 2010-02-25 |
ZA200602808B (en) | 2007-06-27 |
EP1680463A2 (en) | 2006-07-19 |
TW200523308A (en) | 2005-07-16 |
AU2004290720B2 (en) | 2010-07-01 |
BRPI0415687B1 (pt) | 2013-12-10 |
AU2004290720A1 (en) | 2005-06-02 |
JP4886519B2 (ja) | 2012-02-29 |
CN100467517C (zh) | 2009-03-11 |
JP2007510767A (ja) | 2007-04-26 |
WO2005049715A3 (en) | 2005-07-21 |
BRPI0415687A (pt) | 2006-12-26 |
CA2544329A1 (en) | 2005-06-02 |
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