CN1629218A - 用于含卤素的乙烯基聚合物的热稳定剂组合物 - Google Patents
用于含卤素的乙烯基聚合物的热稳定剂组合物 Download PDFInfo
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- CN1629218A CN1629218A CNA2004100929743A CN200410092974A CN1629218A CN 1629218 A CN1629218 A CN 1629218A CN A2004100929743 A CNA2004100929743 A CN A2004100929743A CN 200410092974 A CN200410092974 A CN 200410092974A CN 1629218 A CN1629218 A CN 1629218A
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- Prior art keywords
- halogen
- zinc
- containing vinyl
- acid
- organic compound
- 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.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 81
- 229910052736 halogen Inorganic materials 0.000 title claims abstract description 47
- 150000002367 halogens Chemical class 0.000 title claims abstract description 47
- 229920002554 vinyl polymer Polymers 0.000 title claims abstract description 43
- 239000003017 thermal stabilizer Substances 0.000 title 1
- 239000011701 zinc Substances 0.000 claims abstract description 30
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 28
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims abstract description 27
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 26
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000003381 stabilizer Substances 0.000 claims abstract description 24
- 150000003751 zinc Chemical class 0.000 claims abstract description 24
- -1 zinc carboxylate Chemical class 0.000 claims description 60
- 239000002253 acid Substances 0.000 claims description 21
- 229910052751 metal Inorganic materials 0.000 claims description 16
- 239000002184 metal Substances 0.000 claims description 16
- 229920000642 polymer Polymers 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 9
- 239000000945 filler Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 150000001721 carbon Chemical group 0.000 claims description 8
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims description 8
- 150000007970 thio esters Chemical class 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 238000005837 enolization reaction Methods 0.000 claims description 3
- FPRWILGFWFTOHA-UHFFFAOYSA-N 2-sulfanylethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCS FPRWILGFWFTOHA-UHFFFAOYSA-N 0.000 claims description 2
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 claims description 2
- 238000012856 packing Methods 0.000 claims description 2
- REGPDRSDSZELCD-UHFFFAOYSA-N phenol;zinc Chemical compound [Zn].OC1=CC=CC=C1 REGPDRSDSZELCD-UHFFFAOYSA-N 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 230000015556 catabolic process Effects 0.000 abstract description 2
- 238000006731 degradation reaction Methods 0.000 abstract description 2
- 238000002845 discoloration Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 17
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-Tetramethylpiperidine Substances CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 7
- 239000004593 Epoxy Substances 0.000 description 7
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 239000004800 polyvinyl chloride Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 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
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- 229910052755 nonmetal Inorganic materials 0.000 description 4
- 125000002524 organometallic group Chemical group 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 210000000582 semen Anatomy 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
- MEIRRNXMZYDVDW-MQQKCMAXSA-N (2E,4E)-2,4-hexadien-1-ol Chemical compound C\C=C\C=C\CO MEIRRNXMZYDVDW-MQQKCMAXSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 239000004902 Softening Agent Substances 0.000 description 3
- 125000005907 alkyl ester group Chemical group 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 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 3
- 238000006735 epoxidation reaction Methods 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000012760 heat stabilizer Substances 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004287 Dehydroacetic acid Substances 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 235000011054 acetic acid Nutrition 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 description 2
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
- 239000008116 calcium stearate Substances 0.000 description 2
- 235000013539 calcium stearate Nutrition 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- HGAZMNJKRQFZKS-UHFFFAOYSA-N chloroethene;ethenyl acetate Chemical compound ClC=C.CC(=O)OC=C HGAZMNJKRQFZKS-UHFFFAOYSA-N 0.000 description 2
- 235000019258 dehydroacetic acid Nutrition 0.000 description 2
- 229940061632 dehydroacetic acid Drugs 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 235000012204 lemonade/lime carbonate Nutrition 0.000 description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 2
- 239000000347 magnesium hydroxide Substances 0.000 description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229940100630 metacresol Drugs 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 2
- 150000002829 nitrogen Chemical class 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical compound C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 2
- 229940059574 pentaerithrityl Drugs 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 150000003016 phosphoric acids Chemical class 0.000 description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
- 150000003053 piperidines Chemical class 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 229910052718 tin Inorganic materials 0.000 description 2
- 239000011135 tin Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- GPYYEEJOMCKTPR-UHFFFAOYSA-L zinc;dodecanoate Chemical group [Zn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O GPYYEEJOMCKTPR-UHFFFAOYSA-L 0.000 description 2
- VACHUYIREGFMSP-UHFFFAOYSA-N (+)-threo-9,10-Dihydroxy-octadecansaeure Natural products CCCCCCCCC(O)C(O)CCCCCCCC(O)=O VACHUYIREGFMSP-UHFFFAOYSA-N 0.000 description 1
- ZWAJLVLEBYIOTI-OLQVQODUSA-N (1s,6r)-7-oxabicyclo[4.1.0]heptane Chemical compound C1CCC[C@@H]2O[C@@H]21 ZWAJLVLEBYIOTI-OLQVQODUSA-N 0.000 description 1
- FXCSCTVYEKPPDO-UHFFFAOYSA-N (2-ethenylphenyl)-phenylmethanone Chemical compound C=CC1=CC=CC=C1C(=O)C1=CC=CC=C1 FXCSCTVYEKPPDO-UHFFFAOYSA-N 0.000 description 1
- ARVUDIQYNJVQIW-UHFFFAOYSA-N (4-dodecoxy-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCCCCCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 ARVUDIQYNJVQIW-UHFFFAOYSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- ANMAWDWFQHQPFX-UHFFFAOYSA-N 1-(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)NC(=O)NC1=O ANMAWDWFQHQPFX-UHFFFAOYSA-N 0.000 description 1
- JPFGKGZYCXLEGQ-UHFFFAOYSA-N 1-(4-methoxyphenyl)-5-methylpyrazole-4-carboxylic acid Chemical compound C1=CC(OC)=CC=C1N1C(C)=C(C(O)=O)C=N1 JPFGKGZYCXLEGQ-UHFFFAOYSA-N 0.000 description 1
- TXECTBGVEUDNSL-UHFFFAOYSA-N 1-acetyloxyprop-2-enyl acetate Chemical compound CC(=O)OC(C=C)OC(C)=O TXECTBGVEUDNSL-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 1
- ZEMPKEQAKRGZGQ-AAKVHIHISA-N 2,3-bis[[(z)-12-hydroxyoctadec-9-enoyl]oxy]propyl (z)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCC(O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CC(O)CCCCCC)COC(=O)CCCCCCC\C=C/CC(O)CCCCCC ZEMPKEQAKRGZGQ-AAKVHIHISA-N 0.000 description 1
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- LSWYGACWGAICNM-UHFFFAOYSA-N 2-(prop-2-enoxymethyl)oxirane Chemical compound C=CCOCC1CO1 LSWYGACWGAICNM-UHFFFAOYSA-N 0.000 description 1
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 description 1
- YHBWXWLDOKIVCJ-UHFFFAOYSA-N 2-[2-(2-methoxyethoxy)ethoxy]acetic acid Chemical compound COCCOCCOCC(O)=O YHBWXWLDOKIVCJ-UHFFFAOYSA-N 0.000 description 1
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- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- SHOJXDKTYKFBRD-UHFFFAOYSA-N mesityl oxide Natural products CC(C)=CC(C)=O SHOJXDKTYKFBRD-UHFFFAOYSA-N 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- PRVDZBGQJZSFNF-UHFFFAOYSA-N nonyl phenyl hydrogen phosphite Chemical class CCCCCCCCCOP(O)OC1=CC=CC=C1 PRVDZBGQJZSFNF-UHFFFAOYSA-N 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- JIVYAYWWEQOVRW-UHFFFAOYSA-N octadecanoic acid;tin Chemical compound [Sn].CCCCCCCCCCCCCCCCCC(O)=O JIVYAYWWEQOVRW-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- TZMFJUDUGYTVRY-UHFFFAOYSA-N pentane-2,3-dione Chemical compound CCC(=O)C(C)=O TZMFJUDUGYTVRY-UHFFFAOYSA-N 0.000 description 1
- UOURRHZRLGCVDA-UHFFFAOYSA-D pentazinc;dicarbonate;hexahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Zn+2].[Zn+2].[Zn+2].[Zn+2].[Zn+2].[O-]C([O-])=O.[O-]C([O-])=O UOURRHZRLGCVDA-UHFFFAOYSA-D 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920002620 polyvinyl fluoride Polymers 0.000 description 1
- 125000004309 pyranyl group Chemical class O1C(C=CC=C1)* 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000012430 stability testing Methods 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- RVEZZJVBDQCTEF-UHFFFAOYSA-N sulfenic acid Chemical compound SO RVEZZJVBDQCTEF-UHFFFAOYSA-N 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 229940071127 thioglycolate Drugs 0.000 description 1
- 150000007944 thiolates Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 125000005591 trimellitate group Chemical group 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- 229940098697 zinc laurate Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- 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
- C08K5/138—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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
-
- 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
- C08K5/0091—Complexes with metal-heteroatom-bonds
-
- 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
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of carboxylic acids
-
- 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
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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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/38—Thiocarbonic acids; Derivatives thereof, e.g. xanthates ; i.e. compounds containing -X-C(=X)- groups, X being oxygen or sulfur, at least one X being sulfur
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
使用稳定剂组合物，稳定填充的含卤素的乙烯基聚合物避免例如降解和变色。该稳定剂组合物包括含硫醇的有机化合物，和用量为有效提供0.075－1.5重量份锌金属的锌盐，以每100重量份含卤素的乙烯基聚合物计。
Description
背景技术
本发明涉及用于含卤素的乙烯基聚合物的稳定剂组合物，由其形成的稳定的含卤素的乙烯基聚合物组合物和制品，和用于稳定含卤素的乙烯基聚合物的方法。
含卤素的乙烯基聚合物，例如聚(氯乙烯)，氯乙烯和醋酸乙烯酯的共聚物，和聚(偏氯乙烯)常用于制造各种制品，如管道、窗套、滑轨、瓶子、墙壁覆盖层和包装膜。已有许多尝试将稳定剂添加到含卤素的乙烯基聚合物中，以改善在聚合物树脂内可能发生的色变，特别地在首先的1-10分钟加工过程中发生的那些色变。锌盐是有用的稳定剂，它可显著降低在早期加工中，于含卤素的乙烯基聚合物内观察到的色变。锌盐作为热稳定剂的缺点是，在加工过程中，可能发生突发和灾难性降解，从而导致称为“锌燃烧”的现象。
其它化合物如有机硫化合物和含硫醇的有机化合物已作为共稳定剂与锌盐一起添加，以改进加工后期的稳定。例如，Zaremsky等的美国专利No.3067166公开了含小量锌化合物和硫醇酯，例如硫基乙醇酸硬脂基酯的稳定剂。锌化合物以有效提供0.002-0.05重量份锌每100重量份PVC的用量存在，但本发明者已发现，由这些组合物提供的稳定程度不那么令人满意。
本发明解决的问题是提供用于含卤素的乙烯基聚合物的稳定剂组合物，特别地在加工或长期使用过程中保护含卤素的乙烯基聚合物免遭降解和变色方面更有效的稳定剂组合物。
发明描述
第一方面，提供一种稳定的聚合物组合物，它包括含卤素的乙烯基聚合物，填料，含硫醇的有机化合物，和以每100重量份含卤素的乙烯基聚合物计用量为有效提供0.075-1.5重量份锌金属的锌盐。
第二方面，提供一种稳定剂组合物，它包括含硫醇的有机化合物和以每100重量份含卤素的乙烯基聚合物计用量为有效提供0.075-1.5重量份锌金属的锌盐。
第三方面，提供一种稳定包括填料的含卤素的乙烯基聚合物的方法，该方法包括将含硫醇的有机化合物和以每100重量份含卤素的乙烯基聚合物计用量为有效提供0.075-1.5重量份锌金属的锌盐加入到含卤素的乙烯基聚合物中。
第四方面，提供一种制品，它包括以上所述的稳定的聚合物组合物。
所披露的稳定剂组合物在相对高含量的锌盐(即以每100重量份含卤素的乙烯基聚合物计含量为0.075-1.5重量份锌金属)下，令人惊奇地在含卤素的乙烯基聚合物组合物中显示出改进的稳定性。这一结果是预料不到的，因为Zaremsky等的美国专利No.3067166教导了在一方面或另一方面，高于或低于0.002-0.50份锌的最佳浓度，会降低组合物的稳定性(第3栏27-29行)。
详细说明
在以上所述的稳定剂组合物中使用的合适的锌盐包括，例如无机盐，如氯化锌、氧化锌、氢氧化锌、碳酸锌、碱式碳酸锌、硫化锌或硼酸锌，和有机盐如羧酸锌、烯醇化(enolate)锌或酚锌，和含前述锌盐任何一种或多种的混合物。
合适的羧酸锌是具有2-30个碳原子的取代或未取代羧酸的锌盐。优选羧酸锌是式1表示的锌盐：
Zn[{OC(＝O)}xR2]2-x (1)
其中x是0或1，和各R2相同或不同，且为具有1-30个碳原子，优选1-17个碳原子的饱和或不饱和、直链或支链烷基。形成锌盐的合适羧酸包括例如单羧酸，如乙酸、丁酸、辛酸、新癸酸、2-乙基己酸、十一酸、棕榈酸、月桂酸、硬脂酸、9，10-二羟基硬脂酸、油酸、3，6，9-三氧杂癸酸、苯甲酸、对叔丁基苯甲酸、二甲基羟基苯甲酸或羟基乙酸；和二价羧酸及其单酯，如草酸、丙二酸、琥珀酸、戊二酸、己二酸、富马酸、辛烷-1，8-二羧酸、3，6，9-三氧杂十二烷-1，10-二羧酸、乳酸、马来酸、酒石酸、聚二醇二羧酸(n＝10-12)、邻苯二甲酸、对苯二甲酸和羟基邻苯二甲酸；和三价或四价羧酸的二酯或三酯，如苯连三酸、偏苯三酸、均苯四酸、柠檬酸，和含前述酸的任何一种或多种的混合物。
烯醇化锌优选包括乙酰丙酮、苯甲酰丙酮、二苯甲酰甲烷、乙酰乙酸酯、苯甲酰乙酸酯的烯醇盐，或脱氢乙酸的烯醇盐，和含前述烯醇盐的任何一种或多种的混合物。
锌盐所提供的锌量大于约0.075phr。锌的特定用量将随应用而变化，和本领域的普通技术人员根据含卤素的乙烯基聚合物配方、加工方法、所打算的用途等等考虑因素可容易地确定。一般地，由锌盐所提供的合适锌量为0.075phr-1.5phr。此处所使用的phr是指以100重量份含卤素的乙烯基聚合物计，特定组分的重量份数。在该范围内，可使用大于或等于0.075phr的用量，优选大于或等于0.1phr，和更优选大于或等于0.15phr。同样在该范围内，可使用小于或等于1.5phr，优选小于或等于1.0phr，和更优选小于或等于0.75phr。大于2.0phr可导致效果降低和/或导致被称为锌燃烧的突发降解现象，而小于0.075phr没有提供所需的稳定程度。
合适的含硫醇的有机化合物包括例如，具有1-100个碳原子和1-4个巯基的烷基硫醇、巯基酯、巯基醇、巯基酸等等。合适的含硫醇的有机化合物具有下式所示的结构：
其中
i＝0-6；j＝0-3，m＝1-2，n＝2-3，条件是m+n＝4；
R8为-H、C1-18烷基或C1-36芳基；
R9和R10各自独立地为-H、-OH、-SH、C1-18烷基、芳基、R16C(＝O)O-或R16OC(＝O)-；
R11为环烷基、环烯基或苯基；
R12为-H、-OH、-SH、C1-18烷基、C6-18芳基、R16C(＝O)O-或R16OC(＝O)-，条件是在式MC2中，当R11为苯基时，R12为-OH和i＝0，-SH基在不相邻的碳原子上；
R13为-H或可含有卤素、羟基、巯基或烷基取代基的二价基团且当R11为苯基时，该二价基团与苯基结合形成萘环。
R14为二价基团，和是-OC(＝O)R17C(＝O)O-、-OC(＝O)CH＝CHC(＝O)O-或-C(＝O)OR17OC(＝O)-；
R15为C1-12烷基，优选-CH3、-CH2CH3；C1-12羟烷基，优选羟甲基；或
R16为-H、C1-24烷基、C1-24链烯基、C6-36芳基、C7-36芳烷基、C7-36烷芳基、C1-16环烷基或C1-36环烯基；和
R17为C6-36亚芳基、C1-8亚烷基、-(CH2CH2O)bCH2CH2-，其中b＝1-6，或
其中f＝1或2。
优选含硫醇的有机化合物是其中R8为-H，R9为-H，R10为-OH、R16C(＝O)O-或R16OC(＝O)-，和i＝1的式MC1的化合物；其中R11为苯基，R8为-H，R12为-H，R13为-H，j＝1和i＝1的式MC2的化合物；其中R8为-H，R14为-OC(＝O)CH＝CHC(＝O)-，和i＝1的式MC3的化合物；其中R9为-H，和i＝1的式MC4的化合物；和其中R15为-C2H5，或
和R8为-H，和i＝1的式MC5的化合物；和其中R8为-H，和i＝1的式MC6的化合物。
在式MC1范围内的合适含硫醇的有机化合物包括例如，表1所示的化合物：
在式MC2范围内的合适含硫醇的有机化合物包括例如，下述化合物：
在式MC3范围内的合适含硫醇的有机化合物包括例如，表2所示的化合物：
在式MC4范围内的合适含硫醇的有机化合物包括例如，下述化合物：
在式MC5范围内的合适含硫醇的有机化合物包括例如，下述化合物：
在式MC6范围内的合适含硫醇的有机化合物包括例如，下述化合物：
优选含硫醇的有机化合物是巯基酯或反酯(reverse ester)，如其中R9、R10或R12各自独立地为R16C(＝O)O-或R16OC(＝O)-的式MC-1或MC-2；或MC-3、MC-4、MC-5或MC-6。合适的酯包括例如硫基乙醇酸硬脂基酯、硫基乙醇酸2-乙基己酯、双(硫基乙醇酸)二甘醇酯，和含一种或多种前述酯的混合物。合适的反酯包括例如，2-巯乙基硬脂酸酯、2-巯乙基己酸酯、2-巯乙基树脂酸酯，和含一种或多种前述反酯的混合物。可例如以含1重量％(wt％)-约99wt％巯基酯和99wt％-1wt％的反巯基酯的用量使用巯基酯和反巯基酯的混合物，每种基于含巯基酯的有机组分的总重量。
含硫醇的有机化合物的用量将随应用而变化，和本领域的普通技术人员根据含卤素的乙烯基聚合物配方、加工方法、所打算的用途等等考虑因素可容易地确定。一般地，由含硫醇的有机化合物的合适用量为0.05phr-5.0phr。在该范围内，可使用大于或等于0.1phr的用量，优选大于或等于0.25phr，和更优选大于或等于0.5phr。同样在该范围内，可使用小于或等于4.0phr，优选小于或等于3.0phr，和更优选小于或等于2.0phr。大于4.0phr可导致效果降低，而小于0.05phr没有提供所需的稳定程度。
任选地，稳定剂包括其它共稳定剂，如环氧化合物、金属稳定剂、亚磷酸酯、含氮稳定剂、其它非金属稳定剂、多元醇、滑块石、片钠铝石，和含一种或多种前述共稳定剂的混合物。
合适的环氧化合物包括，例如环氧化油，如豆油、猪油、橄榄油、亚麻子油、花生油、蓖麻油、玉米油、桐油、棉籽油，和含一种或多种前述环氧化合物的混合物。其它合适的环氧化合物包括，例如表氯醇/双酚A树脂、丁氧基环氧丙烷、缩水甘油基环氧硬脂酸酯、环氧化α-烯烃、环氧化缩水甘油基豆油脂肪酸酯、环氧化丁基甲苯甲酸酯、缩水甘油、乙烯基环己烯二氧化物；间苯二酚、氢醌、1，5-二羟基萘、甘油、季戊四醇和山梨醇的缩水甘油醚；烯丙基缩水甘油醚、丁基缩水甘油醚、环己烷氧化物、4-(2，3-环氧丙氧基)乙酰苯、异亚丙基丙酮环氧化物、2-乙基-3-丙基环氧丙胺(glycidamine)，和含一种或多种前述环氧化合物的混合物。环氧化合物的存在量可多至30phr。
合适的亚磷酸酯包括，例如三烷基亚磷酸酯，如三辛基亚磷酸酯、三癸基亚磷酸酯、三(十二烷基)亚磷酸酯、三(十四烷基)亚磷酸酯、三环己基亚磷酸酯、三硬脂基亚磷酸酯、二硬脂基季戊四醇二亚磷酸酯、或三油基亚磷酸酯；三芳基亚磷酸酯，如三苯基亚磷酸酯、三羟甲苯(cresyl)基亚磷酸酯，或三对壬基苯基亚磷酸酯；烷基二芳基亚磷酸酯，如苯基二癸基亚磷酸酯，或(2，4-二叔丁基苯基)双十二烷基亚磷酸酯、二烷基芳基亚磷酸酯；硫代亚磷酸酯，如三硫代己基亚磷酸酯、三硫代辛基亚磷酸酯、三硫代月桂基亚磷酸酯，或三硫代苄基亚磷酸酯；和含前述亚磷酸酯的任何一种或多种的混合物。可以以例如0.01-10phr，有利地0.05phr-5phr，和特别地0.1phr-3phr的用量使用亚磷酸酯。
金属稳定剂定义为除了锌盐以外的金属盐和有机金属盐。合适的金属盐包括，例如金属的氧化物、氢氧化物、硫化物、硫酸盐、氯化物、溴化物、氟化物、碘化物、磷酸盐、酚盐、高氯酸盐、羧酸盐和碳酸盐。金属盐的实例为盐酸、硫酸、酚、芳族羧酸、脂肪酸、环氧化脂肪酸、草酸、醋酸、和碳酸的钡、锶、钙、锡、镁、钴、镍、钛、锑和铝盐。优选的金属稳定剂包括氢氧化钙、氢氧化镁、硬脂酸钙、2-乙基己酸钙、辛酸钙、油酸钙、recinoleate钙、肉豆蔻酸钙、棕榈酸钙、月桂酸钙、月桂酸钡、二(壬基酚)钡、硬脂酸钡、硬脂酸锡、硬脂酸铝、水滑石，和含一种或多种前述金属盐的混合物。金属稳定剂的存在量可以是多至2wt％，优选0.1wt％-1wt％，基于卤化聚合物的总重量。
优选的有机金属稳定剂包括有机锡羧酸盐和硫醇盐。合适的有机金属稳定剂包括，例如三(十二烷基)硫醇丁基锡、二月桂酸二丁基锡、双十二烷基硫醇二丁基锡、二酸酐三(二丁基锡酸)二醇、羧基硫醇的二烃基锡盐，和含一种或多种前述有机金属稳定剂的混合物。巯基烷基羧酸盐和/或烷基硫基乙醇酸盐的有机锡硫醇盐的单硫化物和/或多硫化物，和含一种或多种前述稳定剂的混合物也适合作为有机金属稳定剂。
合适的含氮稳定剂包括，例如双氰胺、位阻胺、三聚氰胺、脲、二甲基乙内酰脲、胍、硫脲、2-苯基吲哚、氨基巴豆酸酯、N-烷基和N-苯基取代的马来酰亚胺、1，3-二烷基-6-氨基-尿嘧啶衍生物、吡咯并二嗪二酮，和含一种或多种前述氮类稳定剂的混合物。氮类稳定剂的存在量可以是多至10wt％，基于含卤素的乙烯基聚合物的总重量。非金属稳定剂进一步包括二月桂基硫代二丙酸酯、二硬脂基-3，3′-硫代丙酸酯、二苄基-3，3′-硫代二丙酸酯、二环己基-3，3′-硫代二丙酸酯、二油基-3，3′-硫代二丙酸酯、二癸基-3，3′-硫代二丙酸酯、二乙基-3，3′-硫代二丙酸酯、3-巯基丙酸的月桂酯、3-月桂基巯基丙酸的月桂酯、3-辛基巯基丙酸的苯酯，和含一种或多种前述非金属稳定剂的混合物。后一非金属稳定剂的存在量可以是多至0.75wt％，优选0.01wt％-0.75wt％，基于卤化聚合物的总重量。
有用的位阻胺包括，例如2，2，6，6，-四甲基哌啶化合物的单体、低聚物或聚合物。哌啶部分的氮可例如被氢、C1-C12烷基、C3-C8烯基或C7-C12芳烷基取代。哌啶部分的C-4碳可以例如被氢或氧或含氮基团取代。合适的2，2，6，6-四甲基哌啶化合物包括例如，4-羟基-2，2，6，6-四甲基哌啶、1-苄基-4-羟基-2，2，6，6-四甲基哌啶、4-硬脂酰氧基-2，2，6，6-四甲基哌啶、1，2，2，6，6-五甲基哌啶-4-基-β-(3，5-二叔丁基-4-羟基苯基)丙酸酯、二(2，2，6，6-四甲基哌啶-4-基)琥珀酸酯、1-乙酰基-2，2，6，6-四甲基哌啶-4-基乙酸酯、偏苯三酸三(2，2，6，6-四甲基哌啶-4-基)酯，和含一种或多种前述化合物的混合物。哌啶的用量可以是例如0.01phr-1phr，有利地至少约0.1phr或小于0.5phr。
合适的多元醇包括例如，季戊四醇、二季戊四醇、三季戊四醇、双三羟甲基丙烷、三羟甲基丙烷、肌醇、聚乙烯醇、山梨醇、甘露醇、乳糖、三(羟乙基)异氰脲酸酯、四羟甲基环己醇、四羟甲基环吡喃醇(cyclopyranol)、甘油、二甘油、多聚甘油、1，3，5-三(2-羟乙基)异氰脲酸，和含至少一种前述化合物的混合物。优选的多元醇包括例如山梨醇和三羟甲基丙烷。多元醇的使用量可以是例如0.01phr-20phr，有利地至少约0.1phr或小于10phr。
此处所使用的术语含卤素的乙烯基聚合物是指其中卤素直接连接到碳原子上的含卤素聚合物。含卤素的聚合物包括，例如具有约14％-约75％，例如约27％重量氯的氯化聚乙烯，氯化天然和合成橡胶，盐酸橡胶，氯化聚苯乙烯，氯化聚(偏氯乙烯)，氯化聚(氯乙烯)，聚(溴乙烯)，聚(氟乙烯)，其它乙烯基氯聚合物，和含一种或多种前述聚合物的混合物。由单独的氯乙烯单体或基于单体的总重量，含优选至少约70％重量氯乙烯的单体混合物制造被称为聚氯乙烯(PVC)的乙烯基氯聚合物。合适的共聚单体包括，例如醋酸乙烯酯，丁酸乙烯酯，苯甲酸乙烯酯，偏氯乙烯，三氯乙烯，1-氟-2-氯乙烯，二乙基富马酸酯，二乙基马来酸酯，丙烯酸甲酯，丙烯酸2-乙基己酯，α-氯代丙烯酸甲酯，丙烯酸丁酯，甲基丙烯酸甲酯，甲基丙烯酸乙酯，甲基丙烯酸丁酯，苯乙烯，乙烯基酮如乙烯基甲酮和乙烯基苯酮，丙烯腈、氯代丙烯腈，二醋酸亚丙烯酯、二醋酸氯代亚丙烯酯，和乙烯基醚如乙烯基***，乙烯基苯醚，由1mol丙烯醛与1mol乙二醇二乙烯基醚反应制备的乙烯基醚，和含一种或多种前述共聚单体的混合物。合适的含卤素的乙烯基共聚物包括例如氯乙烯-醋酸乙烯酯，氯乙烯-醋酸乙烯酯(87∶13)，氯乙烯-醋酸乙烯酯-马来酸酐(86∶13∶1)，氯乙烯-偏氯乙烯(95∶5)；氯乙烯-富马酸二乙酯(95∶5)，氯乙烯丙烯酸-2-乙基己酯(80∶20)，和含一种或多种前述共聚物的混合物。
硬质的含卤素的乙烯基聚合物组合物是不含增塑剂的聚合物组合物。半硬质的含卤素的乙烯基聚合物组合物含有1-25份增塑剂，以每100重量份含卤素的乙烯基聚合物计。软质的含卤素的乙烯基聚合物组合物含有25-100份增塑剂，以每100重量份含卤素的乙烯基聚合物计。合适的增塑剂包括例如其中存在1-3个具有8-12个碳原子的烷基的多元酸烷基酯。烷基酯中的合适烷基包括例如，正辛基、2-乙基己基、癸基、十二烷基，和含一种或多种前述烷基的混合物。烷基酯中的合适多元酸包括例如邻苯二甲酸、偏苯三酸、苯甲酸、己二酸、癸二酸、戊二酸、磷酸盐，和含一种或多种前述酸的混合物。聚合物增塑剂也是合适的。
合适的填料包括例如，焙烧粘土、碳酸钙、滑石、白云石、硅灰石、氧化镁、氢氧化镁、硅酸盐、玻璃纤维、高岭土、白垩、云母、金属氧化物、金属氢氧化物、炭黑、石墨、和含一种或多种前述填料的混合物。
所添加的填料用量为1.0phr-30phr。在该范围内，可使用大于或等于2.0phr的用量，优选大于或等于3.0phr，和更优选大于或等于4.0phr。同样在该范围内，可使用小于或等于30phr，优选小于或等于15phr，和更优选小于或等于10phr。
任选地，含卤素的乙烯基聚合物组合物可包括其它常规的添加剂，如抗氧剂、润滑剂、颜料、冲击改性剂、加工助剂、发泡剂、染料、紫外光吸收剂、致密剂、杀虫剂，和含一种或多种前述添加剂的混合物。前述添加剂的合适用量可由本领域的普通技术人员根据所需的最终性能和组合物的最终用途容易地确定。一般地，每种添加剂的存在量为0.01-10wt％，优选0.1-5wt％，基于含卤素的乙烯基聚合物的总重量。
合适的抗氧剂包括例如，酚类抗氧剂，如2，6-二叔丁基对甲酚、丁基化羟基茴香醚、4，4′-硫代双(6-叔丁基间甲酚)、4，4′-环亚己基二酚、2，5-二戊基氢醌、4，4′-亚丁基双(6-叔丁基间甲酚)、氢醌单苄醚、2，2′-亚甲基-双(4-甲基-6-叔丁基苯酚)、2-叔丁基-4-十二烷氧基苯酚、对氨基苯酚、N-月桂氧基-对氨基苯酚、4，4′-硫代双(3-甲基-6-叔丁基苯酚)、双[邻-(1，1，3，3-四甲基丁基)苯酚]硫醚、4-十二烷氧基-2-羟基二苯酮、3-羟基-4-(苯基羰基)苯氧基醋酸的正十二烷基酯、叔丁基苯酚，和含一种或多种前述抗氧剂的混合物。
合适的润滑剂包括例如，石蜡、脂肪酸盐、低分子量聚乙烯(即聚乙烯蜡)、脂肪酰胺(即月桂基酰胺和硬脂酰胺)、双酰胺(即癸双酰胺)、脂肪酸酯(例如硬脂酸丁酯、硬脂酸甘油酯、亚麻子油、棕榈油、油酸癸酯、玉米油、棉籽油和类似物)，和含一种或多种前述润滑剂的混合物。合适的颜料包括例如二氧化钛、炭黑、氧化铁，和含一种或多种前述颜料的混合物。
一般地，提供以上所述的热稳定剂组合物作为配制的单份(one-part)混合物，以便提供一种或多种锌盐和至少一种或多种含硫醇的有机化合物。作为其它任选的添加剂也可存在于单份混合物内，各组分的特定用量可从0.1变化到99.9％重量，优选1.0-99.0％重量，基于单份混合物的总重量。本领域的普通技术人员可容易地确定在热稳定性方面有效地导致协同改进的特定用量。优选地，在最高350℃下改进早期颜色至少3分钟，优选在350℃下改进至少5分钟。
可通过在低或高剪切下共混来制备含卤素的乙烯基聚合物组合物。同样，可通过在合适的辊炼机或混合机内混合热稳定剂组合物的组分和聚合物，或通过在整个聚合物中提供稳定剂均匀分布的另一方法，从而在含卤素的乙烯基聚合物组合物中掺混热稳定剂组合物。取决于相容性和物理状态(即液体或固体)，共混物中的组分可要求加热形成具有所需性能特征的均匀稳定的聚合物组合物。
使用各种技术例如模塑、挤塑和注塑使制品成型，从而将稳定的含卤素的乙烯基聚合物组合物用于形成各种硬质制品，如家用滑轨、窗户型材和管道。
实施例
通过下述实施例进一步阐述本发明，其中在高剪切下，通过将100重量份PVC树脂、填料(3.0phr碳酸钙)、颜料(0.5phr)、脱模剂(0.5-2phr)、共稳定剂(1-10phr环氧化豆油和/或硬脂酸钙)、增塑剂(邻苯二甲酸二异癸酯)和润滑剂(0.2-2.0phr)，与表中所示的稳定剂组合物一起混合，从而制备热稳定性测试用PVC组合物。然后在双辊辊炼机内，在390°F(199℃)下加热混合的组合物，并在所指的时间间隔下取出样品并形成为小片。使用Hunter Labs(L，a，b)比色计，测量各小片的色变(通过dE来反映)和黄度(YI)。
实施例1-8示出了包括含硫醇的有机化合物和各种用量以月桂酸锌形式提供的锌金属的稳定剂组合物对聚氯乙烯树脂的影响。
表1
| 组分 | 实施例No. | |||||||
| 1* | 2* | 3 | 4 | 5 | 6 | 7 | 8 | |
| 月桂酸锌** | 0.002 | 0.05 | 0.075 | 0.1 | 0.125 | 0.15 | 0.175 | 0.2 |
| 硫基乙醇酸硬脂基酯 | 2.0 | 2.0 | 2.0 | 2.0 | 2.0 | 0.5 | 0.5 | 0.5 |
| 在下述分钟处的dE | 1* | 2* | 3 | 4 | 5 | 6 | 7 | 8 |
| 2 | 27.1 | 13.6 | 13.4 | 13.5 | 13.4 | 13.5 | 13.2 | 13.4 |
| 4 | 42.0 | 13.9 | 13.9 | 13.9 | 14.1 | 13.8 | 13.6 | 13.9 |
| 6 | 52.3 | 14.2 | 14.2 | 14.3 | 14.2 | 14.2 | 14.0 | 14.5 |
| 8 | 58.8 | 14.8 | 14.8 | 14.9 | 15.0 | 14.8 | 14.7 | 15.2 |
| 10 | 62.8 | 15.7 | 15.7 | 15.7 | 16.0 | 16.0 | 15.8 | 16.3 |
| 12 | ----- | 16.9 | 16.7 | 17.0 | 17.5 | 17.6 | 17.5 | 17.7 |
| 14 | ----- | 23.9 | 21.1 | 19.0 | 19.4 | 19.1 | 18.8 | 19.8 |
| 16 | ----- | 30.7 | 25.0 | 21.7 | 21.9 | 21.5 | 21.1 | 21.8 |
| 18 | ----- | 37.4 | 29.7 | 25.4 | 24.9 | 24.8 | 23.2 | 25.7 |
| 20 | ----- | ---- | 35.9 | 30.8 | 29.5 | 28.4 | 27.7 | 30.2 |
| 在下述分钟处的YI | 1* | 2* | 3 | 4 | 5 | 6 | 7 | 8 |
| 2 | 42.8 | 4.7 | 4.8 | 4.9 | 4.9 | 5.1 | 5.0 | 5.6 |
| 4 | 78.8 | 6.3 | 6.4 | 6.4 | 6.8 | 6.9 | 6.7 | 7.4 |
| 6 | 104.3 | 8.2 | 8.4 | 8.7 | 8.5 | 9.0 | 8.7 | 9.9 |
| 8 | 119.3 | 10.2 | 10.3 | 10.5 | 11.0 | 11.1 | 11.1 | 12.6 |
| 10 | 127.4 | 12.8 | 12.9 | 12.7 | 13.4 | 14.1 | 14.3 | 15.3 |
| 12 | ----- | 15.9 | 15.4 | 15.9 | 16.6 | 16.8 | 16.9 | 17.2 |
| 14 | ----- | 32.8 | 25.1 | 19.4 | 19.8 | 18.9 | 18.6 | 19.9 |
| 16 | ----- | 48.4 | 34.5 | 24.6 | 24.3 | 23.0 | 21.7 | 22.8 |
| 18 | ----- | 62.7 | 44.7 | 32.3 | 29.8 | 28.2 | 25.0 | 29.4 |
| 20 | ----- | ----- | 56.3 | 43.1 | 38.0 | 33.9 | 32.4 | 36.2 |
*对比例
++基于锌金属的报道phr
表1的数据清楚地表明尤其对于长期的颜色保持，小于0.05重量份锌，没有产生满意的结果。在0.075重量份的锌和0.1重量份锌下(这是Zaremsky教导的两倍)实现了更好的稳定作用，在此，于199℃下，观察到至少约20分钟的可接受的颜色。
Claims (10)
1.一种稳定的聚合物组合物，它包括：
含卤素的乙烯基聚合物；
填料；
含硫醇的有机化合物；和
以每100重量份含卤素的乙烯基聚合物计用量为有效提供0.075-1.5重量份锌金属的锌盐。
2.权利要求1的稳定的聚合物组合物，其中含硫醇的有机化合物是巯基酯、反巯基酯，或含至少一种前述酯的混合物。
3.权利要求1或2的稳定的聚合物组合物，其中锌盐是羧酸锌、烯醇化锌、酚锌，或含至少一种前述锌盐的混合物。
4.权利要求1的稳定的聚合物组合物，基于100重量份含卤素的乙烯基聚合物，其包括1.0-30重量份填料，和0.05-4重量份含硫醇的有机化合物。
5.权利要求1或4的稳定的聚合物组合物，其中锌盐是羧酸锌；和含硫醇的有机化合物是巯基酯、反巯基酯，或含至少一种前述酯的混合物。
6.权利要求1或4的稳定的聚合物组合物，其中锌盐是饱和或不饱和、具有1-17个碳原子的直链或支链烷基的盐；和含硫醇的有机化合物是硫基乙醇酸硬脂基酯、硫基乙醇酸2-乙基己酯、双(硫基乙醇酸)二甘醇酯、2-巯乙基硬脂酸酯、2-巯乙基己酸酯、2-巯乙基树脂酸酯，或含至少一种前述酯的混合物。
7.一种稳定包括填料的含卤素的乙烯基聚合物的方法，该方法包括将含硫醇的有机化合物和以每100重量份含卤素的乙烯基聚合物计用量为有效提供0.075-1.5重量份锌金属的锌盐加入到含卤素的乙烯基聚合物中。
8.包括权利要求1的组合物的制品。
9.权利要求8的制品，其中制品是管道、窗套、滑轨、瓶子、墙壁覆盖层或包装膜。
10.一种稳定剂组合物，它包括含硫醇的有机化合物，和以每100重量份含卤素的乙烯基聚合物计用量为有效提供0.075-1.5重量份锌金属的锌盐。
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52336603P | 2003-11-19 | 2003-11-19 | |
| US60/523,366 | 2003-11-19 |
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| Publication Number | Publication Date |
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| CN1629218A true CN1629218A (zh) | 2005-06-22 |
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| Country | Link |
|---|---|
| US (1) | US20050107504A1 (zh) |
| EP (1) | EP1541626A1 (zh) |
| JP (1) | JP2005146245A (zh) |
| CN (1) | CN1629218A (zh) |
| BR (1) | BRPI0405011A (zh) |
| MX (1) | MXPA04011200A (zh) |
| TW (1) | TW200523306A (zh) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105255048A (zh) * | 2015-10-30 | 2016-01-20 | 永高股份有限公司 | 一种高性能环保型u-pvc管材的制备方法 |
| CN106189017A (zh) * | 2016-07-28 | 2016-12-07 | 无锡市凯达来塑胶有限公司 | 一种聚氯乙烯环保地板 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0504215A (pt) * | 2004-10-08 | 2006-05-23 | Rohm & Haas | composição polimérica estabilizada, composição estabilizante, método para estabilizar um polìmero de vinila contendo halogênio, e, artigo |
| DE102009045701A1 (de) * | 2009-10-14 | 2011-04-21 | Ika Innovative Kunststoffaufbereitung Gmbh & Co. Kg | Stabilisator-Kombinationen für halogenhaltige Polymere |
| CN101831121B (zh) * | 2010-04-26 | 2011-09-14 | 常州嘉仁禾化学有限公司 | 一种钾锌pvc稳定剂及其制备方法 |
| JP5804738B2 (ja) * | 2011-03-23 | 2015-11-04 | 旭化成ケミカルズ株式会社 | 窯業系サイディング材用塗料及び窯業系サイディング材 |
| WO2012143794A1 (en) | 2011-04-18 | 2012-10-26 | Galata Chemicals Gmbh | Polymer stabilizer system for polymers containing halogen |
| CN102690476B (zh) * | 2012-06-12 | 2014-06-04 | 华为技术有限公司 | 一种耐高温材料及其制备方法、基站天线外罩 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3067166A (en) * | 1959-09-17 | 1962-12-04 | Ferro Corp | Stabilized halogen containing vinyl resins |
| US6528566B2 (en) * | 1995-05-10 | 2003-03-04 | Rohm And Haas Company | Latent mercaptan as a heat stabilizer |
| AU682287B2 (en) * | 1995-05-10 | 1997-09-25 | Morton International, Inc. | Latent mercaptans as multi-functional additives for halogen-containing polymer compositions |
| US20020103277A1 (en) * | 1995-05-10 | 2002-08-01 | Tod C. Duvall | Synergistic blend of a metal-based stabilizer or lewis acid and a free mercaptan for enhanced pvc stabilization |
| US5969015A (en) * | 1996-09-25 | 1999-10-19 | Witco Vinyl Additives Gmbh | Monomeric and oligomeric bisphosphites as stabilisers for polyvinyl chloride |
| CA2266147A1 (en) * | 1998-03-26 | 1999-09-26 | Paul B. Adams | A latent mercaptan as a heat stabilizer |
| TW200303887A (en) * | 2002-03-07 | 2003-09-16 | Rohm & Haas | Organic based thermal stabilizers and heat stabilized polymer compositions |
-
2004
- 2004-03-30 JP JP2004099431A patent/JP2005146245A/ja active Pending
- 2004-10-18 US US10/967,863 patent/US20050107504A1/en not_active Abandoned
- 2004-11-08 TW TW093133957A patent/TW200523306A/zh unknown
- 2004-11-08 EP EP04256901A patent/EP1541626A1/en not_active Withdrawn
- 2004-11-09 BR BR0405011-8A patent/BRPI0405011A/pt not_active IP Right Cessation
- 2004-11-11 MX MXPA04011200A patent/MXPA04011200A/es unknown
- 2004-11-12 CN CNA2004100929743A patent/CN1629218A/zh active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105255048A (zh) * | 2015-10-30 | 2016-01-20 | 永高股份有限公司 | 一种高性能环保型u-pvc管材的制备方法 |
| CN106189017A (zh) * | 2016-07-28 | 2016-12-07 | 无锡市凯达来塑胶有限公司 | 一种聚氯乙烯环保地板 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2005146245A (ja) | 2005-06-09 |
| BRPI0405011A (pt) | 2005-07-05 |
| TW200523306A (en) | 2005-07-16 |
| US20050107504A1 (en) | 2005-05-19 |
| MXPA04011200A (es) | 2005-10-26 |
| EP1541626A1 (en) | 2005-06-15 |
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