CA1288237C - Compositions de stabilisant homogene pour les polymeres d'halogenure de vinyle - Google Patents

Compositions de stabilisant homogene pour les polymeres d'halogenure de vinyle

Info

Publication number: CA1288237C
Authority: CA; Canada
Prior art keywords: mixture; vinyl halide; homogeneous; acid; alkaline earth
Prior art date: 1985-12-20
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

CA000615919A

Other languages

English (en)

Inventor

Robert Edwin Quinn

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Mooney Chemical Inc

Original Assignee

Lubrizol Corp

Priority date (The priority date 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 date listed.)

1985-12-20

Filing date

1990-10-31

Publication date

1991-09-03

1985-12-20 Priority claimed from US06/811,210 external-priority patent/US4661544A/en

1990-10-31 Application filed by Lubrizol Corp filed Critical Lubrizol Corp

1991-09-03 Application granted granted Critical

1991-09-03 Publication of CA1288237C publication Critical patent/CA1288237C/fr

2006-10-06 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 232
-1 vinyl halide Chemical class 0.000 title claims abstract description 144
239000003381 stabilizer Substances 0.000 title claims abstract description 72
229920000642 polymer Polymers 0.000 title claims abstract description 54
229920002554 vinyl polymer Polymers 0.000 title claims abstract description 49
238000000034 method Methods 0.000 claims abstract description 73
229910052751 metal Inorganic materials 0.000 claims abstract description 62
239000002184 metal Substances 0.000 claims abstract description 62
229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 61
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 60
150000003839 salts Chemical class 0.000 claims abstract description 52
239000003513 alkali Substances 0.000 claims abstract description 24
229910052788 barium Inorganic materials 0.000 claims abstract description 24
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims abstract description 24
239000003085 diluting agent Substances 0.000 claims abstract description 24
239000004215 Carbon black (E152) Substances 0.000 claims abstract description 22
150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 22
229930195733 hydrocarbon Natural products 0.000 claims abstract description 22
150000002430 hydrocarbons Chemical class 0.000 claims abstract description 22
230000007935 neutral effect Effects 0.000 claims abstract description 18
238000010438 heat treatment Methods 0.000 claims abstract description 17
150000004820 halides Chemical class 0.000 claims abstract description 15
125000005456 glyceride group Chemical group 0.000 claims abstract description 14
239000008240 homogeneous mixture Substances 0.000 claims abstract description 14
150000002763 monocarboxylic acids Chemical class 0.000 claims abstract description 14
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 13
239000007788 liquid Substances 0.000 claims abstract description 11
230000000087 stabilizing effect Effects 0.000 claims abstract description 11
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 42
125000004432 carbon atom Chemical group C* 0.000 claims description 40
125000000217 alkyl group Chemical group 0.000 claims description 36
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
239000002585 base Substances 0.000 claims description 27
230000002378 acidificating effect Effects 0.000 claims description 23
229910002092 carbon dioxide Inorganic materials 0.000 claims description 21
239000007789 gas Substances 0.000 claims description 21
239000002253 acid Substances 0.000 claims description 19
229910052728 basic metal Inorganic materials 0.000 claims description 19
239000001569 carbon dioxide Substances 0.000 claims description 16
125000001931 aliphatic group Chemical group 0.000 claims description 14
150000001875 compounds Chemical class 0.000 claims description 14
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 13
125000003118 aryl group Chemical group 0.000 claims description 11
235000015112 vegetable and seed oil Nutrition 0.000 claims description 11
239000008158 vegetable oil Substances 0.000 claims description 11
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 10
150000001447 alkali salts Chemical class 0.000 claims description 9
229910052793 cadmium Inorganic materials 0.000 claims description 9
BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims description 9
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
235000014113 dietary fatty acids Nutrition 0.000 claims description 8
229930195729 fatty acid Natural products 0.000 claims description 8
239000000194 fatty acid Substances 0.000 claims description 8
150000004665 fatty acids Chemical class 0.000 claims description 8
239000001257 hydrogen Substances 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 8
150000002924 oxiranes Chemical class 0.000 claims description 8
KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 claims description 8
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 7
229910052725 zinc Inorganic materials 0.000 claims description 7
239000011701 zinc Substances 0.000 claims description 7
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 6
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 6
229910052783 alkali metal Inorganic materials 0.000 claims description 6
150000001340 alkali metals Chemical class 0.000 claims description 6
229910052718 tin Inorganic materials 0.000 claims description 6
229910052726 zirconium Inorganic materials 0.000 claims description 6
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 5
150000001661 cadmium Chemical class 0.000 claims description 5
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
125000005313 fatty acid group Chemical group 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
239000002904 solvent Substances 0.000 claims description 5
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 5
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 4
150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 4
159000000007 calcium salts Chemical class 0.000 claims description 4
229910052698 phosphorus Inorganic materials 0.000 claims description 4
239000011574 phosphorus Substances 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
125000004356 hydroxy functional group Chemical group O* 0.000 claims description 2
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 4
125000005037 alkyl phenyl group Chemical group 0.000 claims 1
125000005059 halophenyl group Chemical group 0.000 claims 1
125000004464 hydroxyphenyl group Chemical group 0.000 claims 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract description 24
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract description 10
229910052791 calcium Inorganic materials 0.000 abstract description 10
239000011575 calcium Substances 0.000 abstract description 10
150000001735 carboxylic acids Chemical class 0.000 abstract description 6
235000019441 ethanol Nutrition 0.000 description 27
239000003921 oil Substances 0.000 description 25
235000019198 oils Nutrition 0.000 description 25
239000000047 product Substances 0.000 description 24
239000002480 mineral oil Substances 0.000 description 22
235000010446 mineral oil Nutrition 0.000 description 22
150000002989 phenols Chemical class 0.000 description 19
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
159000000009 barium salts Chemical class 0.000 description 16
229920001577 copolymer Polymers 0.000 description 16
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 14
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 13
238000003756 stirring Methods 0.000 description 13
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 12
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 12
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 12
244000068988 Glycine max Species 0.000 description 12
235000010469 Glycine max Nutrition 0.000 description 12
239000005642 Oleic acid Substances 0.000 description 12
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 12
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 12
239000003549 soybean oil Substances 0.000 description 12
235000012424 soybean oil Nutrition 0.000 description 12
FIWYWGLEPWBBQU-UHFFFAOYSA-N 2-heptylphenol Chemical compound CCCCCCCC1=CC=CC=C1O FIWYWGLEPWBBQU-UHFFFAOYSA-N 0.000 description 11
238000002360 preparation method Methods 0.000 description 11
150000001298 alcohols Chemical class 0.000 description 9
150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 9
ZLDHYRXZZNDOKU-UHFFFAOYSA-N n,n-diethyl-3-trimethoxysilylpropan-1-amine Chemical compound CCN(CC)CCC[Si](OC)(OC)OC ZLDHYRXZZNDOKU-UHFFFAOYSA-N 0.000 description 9
150000007513 acids Chemical class 0.000 description 8
KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 7
239000000706 filtrate Substances 0.000 description 7
229910052736 halogen Inorganic materials 0.000 description 7
150000002367 halogens Chemical class 0.000 description 7
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 7
229910052757 nitrogen Inorganic materials 0.000 description 7
HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
235000021355 Stearic acid Nutrition 0.000 description 6
150000003818 basic metals Chemical class 0.000 description 6
239000000463 material Substances 0.000 description 6
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 6
239000003784 tall oil Substances 0.000 description 6
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 5
150000001341 alkaline earth metal compounds Chemical class 0.000 description 5
150000001553 barium compounds Chemical class 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
238000009472 formulation Methods 0.000 description 5
239000003350 kerosene Substances 0.000 description 5
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 5
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 5
229920000620 organic polymer Polymers 0.000 description 5
229920000915 polyvinyl chloride Polymers 0.000 description 5
239000004800 polyvinyl chloride Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
239000008117 stearic acid Substances 0.000 description 5
125000001424 substituent group Chemical group 0.000 description 5
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 4
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 4
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
239000000654 additive Substances 0.000 description 4
QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 4
239000000460 chlorine Substances 0.000 description 4
UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 4
150000002739 metals Chemical class 0.000 description 4
238000002156 mixing Methods 0.000 description 4
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 4
150000003138 primary alcohols Chemical class 0.000 description 4
239000000376 reactant Substances 0.000 description 4
229920005989 resin Polymers 0.000 description 4
239000011347 resin Substances 0.000 description 4
ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
235000021314 Palmitic acid Nutrition 0.000 description 3
239000004743 Polypropylene Substances 0.000 description 3
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
150000001339 alkali metal compounds Chemical class 0.000 description 3
OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 3
239000010775 animal oil Substances 0.000 description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
239000004359 castor oil Substances 0.000 description 3
235000019438 castor oil Nutrition 0.000 description 3
230000001419 dependent effect Effects 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
238000002845 discoloration Methods 0.000 description 3
238000004821 distillation Methods 0.000 description 3
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
125000005474 octanoate group Chemical group 0.000 description 3
229940055577 oleyl alcohol Drugs 0.000 description 3
XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
229910052760 oxygen Inorganic materials 0.000 description 3
239000001301 oxygen Substances 0.000 description 3
229920001748 polybutylene Polymers 0.000 description 3
229920001155 polypropylene Polymers 0.000 description 3
WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 3
238000010992 reflux Methods 0.000 description 3
229910052712 strontium Inorganic materials 0.000 description 3
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 3
150000003626 triacylglycerols Chemical class 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
OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
STMRWVUTGPZZER-UHFFFAOYSA-N 2,3-bis(2-methylpropyl)phenol Chemical compound CC(C)CC1=CC=CC(O)=C1CC(C)C STMRWVUTGPZZER-UHFFFAOYSA-N 0.000 description 2
UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 2
CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 2
YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-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
HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 2
YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical compound CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 description 2
235000021357 Behenic acid Nutrition 0.000 description 2
239000005711 Benzoic acid Substances 0.000 description 2
239000004709 Chlorinated polyethylene Substances 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
239000004593 Epoxy Substances 0.000 description 2
229920006385 Geon Polymers 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
239000005639 Lauric acid Substances 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
239000004698 Polyethylene Substances 0.000 description 2
229920002367 Polyisobutene Polymers 0.000 description 2
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
MGFRKBRDZIMZGO-UHFFFAOYSA-N barium cadmium Chemical compound [Cd].[Ba] MGFRKBRDZIMZGO-UHFFFAOYSA-N 0.000 description 2
229940116226 behenic acid Drugs 0.000 description 2
235000010233 benzoic acid Nutrition 0.000 description 2
FEXXLIKDYGCVGJ-UHFFFAOYSA-N butyl 8-(3-octyloxiran-2-yl)octanoate Chemical compound CCCCCCCCC1OC1CCCCCCCC(=O)OCCCC FEXXLIKDYGCVGJ-UHFFFAOYSA-N 0.000 description 2
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
239000000920 calcium hydroxide Substances 0.000 description 2
229910001861 calcium hydroxide Inorganic materials 0.000 description 2
NDWWLJQHOLSEHX-UHFFFAOYSA-L calcium;octanoate Chemical compound [Ca+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O NDWWLJQHOLSEHX-UHFFFAOYSA-L 0.000 description 2
150000007942 carboxylates Chemical class 0.000 description 2
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
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HVFSJXUIRWUHRG-UHFFFAOYSA-N oic acid Natural products C1CC2C3CC=C4CC(OC5C(C(O)C(O)C(CO)O5)O)CC(O)C4(C)C3CCC2(C)C1C(C)C(O)CC(C)=C(C)C(=O)OC1OC(COC(C)=O)C(O)C(O)C1OC(C(C1O)O)OC(COC(C)=O)C1OC1OC(CO)C(O)C(O)C1O HVFSJXUIRWUHRG-UHFFFAOYSA-N 0.000 description 1
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NRZWYNLTFLDQQX-UHFFFAOYSA-N p-tert-Amylphenol Chemical compound CCC(C)(C)C1=CC=C(O)C=C1 NRZWYNLTFLDQQX-UHFFFAOYSA-N 0.000 description 1
239000002540 palm oil Substances 0.000 description 1
239000000312 peanut oil Substances 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
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OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920005671 poly(vinyl chloride-propylene) Polymers 0.000 description 1
229920000582 polyisocyanurate Polymers 0.000 description 1
239000011495 polyisocyanurate Substances 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229920002620 polyvinyl fluoride Polymers 0.000 description 1
239000005033 polyvinylidene chloride Substances 0.000 description 1
239000011591 potassium Substances 0.000 description 1
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239000002244 precipitate Substances 0.000 description 1
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WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
229960003656 ricinoleic acid Drugs 0.000 description 1
FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
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239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
241000894007 species Species 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
239000002600 sunflower oil Substances 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
239000003760 tallow Substances 0.000 description 1
QZZGJDVWLFXDLK-UHFFFAOYSA-N tetracosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCC(O)=O QZZGJDVWLFXDLK-UHFFFAOYSA-N 0.000 description 1
BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
239000011135 tin Substances 0.000 description 1
229940087291 tridecyl alcohol Drugs 0.000 description 1
CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
XKEHGKBYZJWLQC-UHFFFAOYSA-N tris(2-hydroxyphenyl) phosphite Chemical compound OC1=CC=CC=C1OP(OC=1C(=CC=CC=1)O)OC1=CC=CC=C1O XKEHGKBYZJWLQC-UHFFFAOYSA-N 0.000 description 1
SAAMKFBWYWFBNY-UHFFFAOYSA-N tris(4-tert-butylphenyl) phosphite Chemical compound C1=CC(C(C)(C)C)=CC=C1OP(OC=1C=CC(=CC=1)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1 SAAMKFBWYWFBNY-UHFFFAOYSA-N 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
229940117958 vinyl acetate Drugs 0.000 description 1
150000003739 xylenols Chemical class 0.000 description 1
238000004383 yellowing Methods 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1
239000004711 α-olefin Substances 0.000 description 1

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CA000615919A 1985-12-20 1990-10-31 Compositions de stabilisant homogene pour les polymeres d'halogenure de vinyle Expired - Fee Related CA1288237C (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US06/811,210 US4661544A (en)	1985-12-20	1985-12-20	Homogeneous stabilizer compositions for vinyl halide polymers
US811,210		1985-12-25
CA000519875A CA1281540C (fr)	1985-12-20	1986-10-06	Composes de stabilisation homogenes pour polymeres d'halogenure de vinyl

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000519875A Division CA1281540C (fr)	1985-12-20	1986-10-06	Composes de stabilisation homogenes pour polymeres d'halogenure de vinyl

Publications (1)

Publication Number	Publication Date
CA1288237C true CA1288237C (fr)	1991-09-03

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ID=25671112

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000615919A Expired - Fee Related CA1288237C (fr)	1985-12-20	1990-10-31	Compositions de stabilisant homogene pour les polymeres d'halogenure de vinyle

Country Status (1)

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CA (1)	CA1288237C (fr)

1990
- 1990-10-31 CA CA000615919A patent/CA1288237C/fr not_active Expired - Fee Related

Publication	Publication Date	Title
CA1281540C (fr)	1991-03-19	Composes de stabilisation homogenes pour polymeres d'halogenure de vinyl
EP0289509B1 (fr)	1991-03-13	Sels metalliques basiques presentant une couleur et une stabilite ameliorees et polymeres d'halogenure de vinyle les contenant
US4159973A (en)	1979-07-03	Stabilizer systems and vinyl halide resin compositions containing same
US3194823A (en)	1965-07-13	Organic complexes
US3274135A (en)	1966-09-20	Barium-cadmium organic complexes as stabilizers for halogen-containing resins
EP0446685A1 (fr)	1991-09-18	Composition à base de résine halogénée
US5859267A (en)	1999-01-12	Process for improving color of basic metal organic salts and stabilizing halogen-containing polymers therewith
AU737152B2 (en)	2001-08-09	Process for improving shelf stability of liquid overbased calcium carboxylates, mixed metal stabilizers containing same, and stabilizing halogen-containing polymers therewith
AU710482B2 (en)	1999-09-23	Process for improving colour of basic metal organic salts by employing c7-c17 alkyl glycidyl esters and stabilising halogen-containing polymers therewith
CA1288237C (fr)	1991-09-03	Compositions de stabilisant homogene pour les polymeres d'halogenure de vinyle
EP0069195A2 (fr)	1983-01-12	Composition stabilisée de copolymère éthylène/chlorotrifluoréthylène
US3630979A (en)	1971-12-28	Polyvinyl chloride stabilized with sulfur dioxide complexes of alkaline earth metal phenates
US3202632A (en)	1965-08-24	Stabilization of vinyl resins with an alkaline earth metal phenolatecarbon dioxide reaction product
JP3749153B2 (ja)	2006-02-22	ハロゲン含有重合体用安定剤組成物
KR100357807B1 (ko)	2003-02-05	염기성금속유기염의색상개선방법
JP2003246902A (ja)	2003-09-05	含ハロゲン樹脂用安定剤

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1997-09-03	MKLA	Lapsed