CA1202170A - Compositions stabilisatrices, et polymeres qui les renferment - Google Patents

Compositions stabilisatrices, et polymeres qui les renferment

Info

Publication number: CA1202170A
Authority: CA; Canada
Prior art keywords: alkyl; aryl; organic; mixture; alkenyl
Prior art date: 1983-08-30
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

Application number

CA000435649A

Other languages

English (en)

Inventor

Thomas G. Kugele

Keith A. Mesch

Karl R. Wursthorn

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.)

Carstab Corp

Original Assignee

Carstab 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.)

1983-08-30

Filing date

1983-08-30

Publication date

1986-03-25

1983-08-30 Application filed by Carstab Corp filed Critical Carstab Corp

1983-08-30 Priority to CA000435649A priority Critical patent/CA1202170A/fr

1986-03-25 Application granted granted Critical

1986-03-25 Publication of CA1202170A publication Critical patent/CA1202170A/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 106
239000003381 stabilizer Substances 0.000 title claims abstract description 40
229920000642 polymer Polymers 0.000 title claims abstract description 28
RVEZZJVBDQCTEF-UHFFFAOYSA-N sulfenic acid Chemical compound SO RVEZZJVBDQCTEF-UHFFFAOYSA-N 0.000 claims abstract description 42
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims abstract description 39
239000002184 metal Substances 0.000 claims abstract description 38
229910052751 metal Inorganic materials 0.000 claims abstract description 38
150000001463 antimony compounds Chemical class 0.000 claims abstract description 32
229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 claims abstract description 16
230000000087 stabilizing effect Effects 0.000 claims abstract description 12
230000002542 deteriorative effect Effects 0.000 claims abstract description 3
125000000217 alkyl group Chemical group 0.000 claims description 54
150000001875 compounds Chemical class 0.000 claims description 51
125000003118 aryl group Chemical group 0.000 claims description 39
-1 mercapto acids Chemical class 0.000 claims description 37
125000003342 alkenyl group Chemical group 0.000 claims description 33
229910052736 halogen Inorganic materials 0.000 claims description 29
150000002367 halogens Chemical class 0.000 claims description 29
125000000753 cycloalkyl group Chemical group 0.000 claims description 26
101100495912 Arabidopsis thaliana CHR12 gene Proteins 0.000 claims description 24
125000002947 alkylene group Chemical group 0.000 claims description 24
229910052787 antimony Inorganic materials 0.000 claims description 18
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical group [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 18
125000000732 arylene group Chemical group 0.000 claims description 17
229920000620 organic polymer Polymers 0.000 claims description 17
125000004432 carbon atom Chemical group C* 0.000 claims description 16
125000000392 cycloalkenyl group Chemical group 0.000 claims description 16
125000004450 alkenylene group Chemical group 0.000 claims description 15
125000002877 alkyl aryl group Chemical group 0.000 claims description 15
125000003710 aryl alkyl group Chemical group 0.000 claims description 15
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 14
229910052717 sulfur Inorganic materials 0.000 claims description 14
239000011593 sulfur Substances 0.000 claims description 14
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 12
239000002253 acid Substances 0.000 claims description 10
229910052799 carbon Inorganic materials 0.000 claims description 10
229910052739 hydrogen Inorganic materials 0.000 claims description 7
229910052760 oxygen Inorganic materials 0.000 claims description 6
150000001735 carboxylic acids Chemical class 0.000 claims description 5
150000005840 aryl radicals Chemical class 0.000 claims description 4
125000005724 cycloalkenylene group Chemical group 0.000 claims description 4
125000002993 cycloalkylene group Chemical group 0.000 claims description 4
230000006866 deterioration Effects 0.000 claims description 4
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
125000005358 mercaptoalkyl group Chemical group 0.000 claims description 3
239000001301 oxygen Substances 0.000 claims description 3
229910052718 tin Inorganic materials 0.000 claims description 3
239000004215 Carbon black (E152) Substances 0.000 claims description 2
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
229930195733 hydrocarbon Natural products 0.000 claims description 2
CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims 1
239000011203 carbon fibre reinforced carbon Substances 0.000 claims 1
150000002431 hydrogen Chemical group 0.000 claims 1
150000002894 organic compounds Chemical class 0.000 abstract description 30
238000000034 method Methods 0.000 abstract description 5
238000004519 manufacturing process Methods 0.000 abstract description 2
239000000460 chlorine Substances 0.000 description 18
229920002554 vinyl polymer Polymers 0.000 description 18
229920001577 copolymer Polymers 0.000 description 15
229920001519 homopolymer Polymers 0.000 description 13
229920000915 polyvinyl chloride Polymers 0.000 description 11
150000002148 esters Chemical class 0.000 description 10
239000004800 polyvinyl chloride Substances 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
229920002959 polymer blend Polymers 0.000 description 5
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
GFECJPGXKZYZGH-UHFFFAOYSA-N antimony;carbonothioic o,s-acid Chemical compound [Sb].OC(S)=O GFECJPGXKZYZGH-UHFFFAOYSA-N 0.000 description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
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 3
HDFRDWFLWVCOGP-UHFFFAOYSA-N carbonothioic O,S-acid Chemical group OC(S)=O HDFRDWFLWVCOGP-UHFFFAOYSA-N 0.000 description 3
125000004185 ester group Chemical group 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
239000000178 monomer Substances 0.000 description 3
150000003254 radicals Chemical class 0.000 description 3
230000006641 stabilisation Effects 0.000 description 3
238000011105 stabilization Methods 0.000 description 3
125000003396 thiol group Chemical class [H]S* 0.000 description 3
ZQIDVAYOYIKLKI-UHFFFAOYSA-N 2,4-bis(sulfanyl)benzene-1,3-diol Chemical compound OC1=CC=C(S)C(O)=C1S ZQIDVAYOYIKLKI-UHFFFAOYSA-N 0.000 description 2
QDMMXVMPDPEYJK-UHFFFAOYSA-N 3-sulfanylbenzene-1,2,4-triol Chemical compound OC1=CC=C(O)C(S)=C1O QDMMXVMPDPEYJK-UHFFFAOYSA-N 0.000 description 2
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
239000004709 Chlorinated polyethylene Substances 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
239000004698 Polyethylene Substances 0.000 description 2
239000004793 Polystyrene Substances 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
150000001336 alkenes Chemical class 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
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
238000002156 mixing Methods 0.000 description 2
FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
239000012188 paraffin wax Substances 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
229920000573 polyethylene Polymers 0.000 description 2
239000004926 polymethyl methacrylate Substances 0.000 description 2
229920002223 polystyrene Polymers 0.000 description 2
239000011347 resin Substances 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000000126 substance Substances 0.000 description 2
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Substances SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 2
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-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
KUIZKZHDMPERHR-UHFFFAOYSA-N 1-phenylprop-2-en-1-one Chemical compound C=CC(=O)C1=CC=CC=C1 KUIZKZHDMPERHR-UHFFFAOYSA-N 0.000 description 1
GCZFLPFPVKDREQ-UHFFFAOYSA-N 2,3,4,5,6-pentakis(sulfanyl)phenol Chemical compound OC1=C(S)C(S)=C(S)C(S)=C1S GCZFLPFPVKDREQ-UHFFFAOYSA-N 0.000 description 1
OIOHQOFZTHVJIH-UHFFFAOYSA-N 2,3,5-tris(sulfanyl)phenol Chemical compound OC1=CC(S)=CC(S)=C1S OIOHQOFZTHVJIH-UHFFFAOYSA-N 0.000 description 1
NECJXLLROGROIQ-UHFFFAOYSA-N 2,4,6-tris(sulfanyl)benzene-1,3,5-triol Chemical compound OC1=C(S)C(O)=C(S)C(O)=C1S NECJXLLROGROIQ-UHFFFAOYSA-N 0.000 description 1
QQUJZEWWIWTWCZ-UHFFFAOYSA-N 2,6-bis(sulfanyl)phenol Chemical compound OC1=C(S)C=CC=C1S QQUJZEWWIWTWCZ-UHFFFAOYSA-N 0.000 description 1
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
OYUNTGBISCIYPW-UHFFFAOYSA-N 2-chloroprop-2-enenitrile Chemical compound ClC(=C)C#N OYUNTGBISCIYPW-UHFFFAOYSA-N 0.000 description 1
GNBSDSXMQGZNDT-UHFFFAOYSA-N 2-ethylhexyl prop-2-enoate;hydrochloride Chemical compound Cl.CCCCC(CC)COC(=O)C=C GNBSDSXMQGZNDT-UHFFFAOYSA-N 0.000 description 1
PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 1
DKKWUPLGEDIICA-UHFFFAOYSA-N 2-sulfanylbenzene-1,3,5-triol Chemical compound OC1=CC(O)=C(S)C(O)=C1 DKKWUPLGEDIICA-UHFFFAOYSA-N 0.000 description 1
LAXFTJSQHNKERQ-UHFFFAOYSA-N 2-sulfanylbenzene-1,3-diol Chemical compound OC1=CC=CC(O)=C1S LAXFTJSQHNKERQ-UHFFFAOYSA-N 0.000 description 1
ZFQJFYYGUOXGRF-UHFFFAOYSA-N 2-sulfanylbenzene-1,4-diol Chemical compound OC1=CC=C(O)C(S)=C1 ZFQJFYYGUOXGRF-UHFFFAOYSA-N 0.000 description 1
VMKYTRPNOVFCGZ-UHFFFAOYSA-N 2-sulfanylphenol Chemical compound OC1=CC=CC=C1S VMKYTRPNOVFCGZ-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
UHBAWOXYQROEIH-UHFFFAOYSA-N 3-chloro-4-(2-chlorobut-3-enoxy)but-1-ene Chemical compound C=CC(Cl)COCC(Cl)C=C UHBAWOXYQROEIH-UHFFFAOYSA-N 0.000 description 1
DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
KDWUXIZZRXCHEE-UHFFFAOYSA-N 3-sulfanylbenzene-1,2,4,5-tetrol Chemical compound OC1=CC(O)=C(O)C(S)=C1O KDWUXIZZRXCHEE-UHFFFAOYSA-N 0.000 description 1
RQPNXPWEGVCPCX-UHFFFAOYSA-N 3-sulfanylbutanoic acid Chemical compound CC(S)CC(O)=O RQPNXPWEGVCPCX-UHFFFAOYSA-N 0.000 description 1
ZNAIBBAZYGOYFK-UHFFFAOYSA-N 3-sulfanylheptanedioic acid Chemical compound OC(=O)CCCC(S)CC(O)=O ZNAIBBAZYGOYFK-UHFFFAOYSA-N 0.000 description 1
PTPQZNNAUUSACC-UHFFFAOYSA-N 3-sulfanylpentanoic acid Chemical compound CCC(S)CC(O)=O PTPQZNNAUUSACC-UHFFFAOYSA-N 0.000 description 1
CQCOPWQFBKBXRG-UHFFFAOYSA-N 4,5-dioctyl-2-sulfanylbenzene-1,3-diol Chemical compound CCCCCCCCC1=CC(O)=C(S)C(O)=C1CCCCCCCC CQCOPWQFBKBXRG-UHFFFAOYSA-N 0.000 description 1
GWMWXFGQYATKBA-UHFFFAOYSA-N 4-methyl-2-sulfanylphenol Chemical compound CC1=CC=C(O)C(S)=C1 GWMWXFGQYATKBA-UHFFFAOYSA-N 0.000 description 1
DARZUBOPOFHHNY-UHFFFAOYSA-N 4-sulfanylbenzene-1,2,3,5-tetrol Chemical compound OC1=CC(O)=C(S)C(O)=C1O DARZUBOPOFHHNY-UHFFFAOYSA-N 0.000 description 1
AVZAEFXPTVSXQE-UHFFFAOYSA-N 4-sulfanylbenzene-1,2,3-triol Chemical compound OC1=CC=C(S)C(O)=C1O AVZAEFXPTVSXQE-UHFFFAOYSA-N 0.000 description 1
BMUNRGTXDZVVEM-UHFFFAOYSA-N 5-sulfanylbenzene-1,2,3,4-tetrol Chemical compound OC1=CC(S)=C(O)C(O)=C1O BMUNRGTXDZVVEM-UHFFFAOYSA-N 0.000 description 1
BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 1
BRJJFHKQGXEMII-UHFFFAOYSA-N 6-sulfanylbenzene-1,2,3,4,5-pentol Chemical compound OC1=C(O)C(O)=C(S)C(O)=C1O BRJJFHKQGXEMII-UHFFFAOYSA-N 0.000 description 1
WQWKDENEJVGIFR-UHFFFAOYSA-N 6-sulfanylbenzene-1,2,4-triol Chemical compound OC1=CC(O)=C(O)C(S)=C1 WQWKDENEJVGIFR-UHFFFAOYSA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
101100515517 Arabidopsis thaliana XI-I gene Proteins 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
239000004801 Chlorinated PVC Substances 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
IEPRKVQEAMIZSS-UHFFFAOYSA-N Di-Et ester-Fumaric acid Natural products CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 description 1
IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
239000005639 Lauric acid Substances 0.000 description 1
DBTDEFJAFBUGPP-UHFFFAOYSA-N Methanethial Chemical compound S=C DBTDEFJAFBUGPP-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
239000002033 PVDF binder Substances 0.000 description 1
239000005643 Pelargonic acid Substances 0.000 description 1
241000276498 Pollachius virens Species 0.000 description 1
229920001328 Polyvinylidene chloride Polymers 0.000 description 1
PVIAVABRHNUHBX-UHFFFAOYSA-N SO.[Sb] Chemical compound SO.[Sb] PVIAVABRHNUHBX-UHFFFAOYSA-N 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
125000005250 alkyl acrylate group Chemical group 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
150000001733 carboxylic acid esters Chemical class 0.000 description 1
125000000271 carboxylic acid salt group Chemical group 0.000 description 1
ALKXBQOWBSLLQP-IPZCTEOASA-N chloroethene;(e)-2,3-diethylbut-2-enedioic acid Chemical compound ClC=C.CC\C(C(O)=O)=C(\CC)C(O)=O ALKXBQOWBSLLQP-IPZCTEOASA-N 0.000 description 1
SZOPAPBTRRMGMD-UHFFFAOYSA-N chloroethene;1,1,2-trichloroethene Chemical group ClC=C.ClC=C(Cl)Cl SZOPAPBTRRMGMD-UHFFFAOYSA-N 0.000 description 1
HGAZMNJKRQFZKS-UHFFFAOYSA-N chloroethene;ethenyl acetate Chemical compound ClC=C.CC(=O)OC=C HGAZMNJKRQFZKS-UHFFFAOYSA-N 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
229940117389 dichlorobenzene Drugs 0.000 description 1
IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 description 1
IPZJQDSFZGZEOY-UHFFFAOYSA-N dimethylmethylene Chemical compound C[C]C IPZJQDSFZGZEOY-UHFFFAOYSA-N 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
NHOGGUYTANYCGQ-UHFFFAOYSA-N ethenoxybenzene Chemical compound C=COC1=CC=CC=C1 NHOGGUYTANYCGQ-UHFFFAOYSA-N 0.000 description 1
MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
239000010419 fine particle Substances 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
PBZROIMXDZTJDF-UHFFFAOYSA-N hepta-1,6-dien-4-one Chemical compound C=CCC(=O)CC=C PBZROIMXDZTJDF-UHFFFAOYSA-N 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
239000008240 homogeneous mixture Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
229940033355 lauric acid Drugs 0.000 description 1
150000002688 maleic acid derivatives Chemical class 0.000 description 1
AWJZTPWDQYFQPQ-UHFFFAOYSA-N methyl 2-chloroprop-2-enoate Chemical compound COC(=O)C(Cl)=C AWJZTPWDQYFQPQ-UHFFFAOYSA-N 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000000465 moulding Methods 0.000 description 1
RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 1
GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-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
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 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
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920001490 poly(butyl methacrylate) polymer Polymers 0.000 description 1
229920002620 polyvinyl fluoride Polymers 0.000 description 1
239000005033 polyvinylidene chloride Substances 0.000 description 1
229920002981 polyvinylidene fluoride Polymers 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
239000005060 rubber Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229920003051 synthetic elastomer Polymers 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
NJRXVEJTAYWCQJ-UHFFFAOYSA-N thiomalic acid Chemical compound OC(=O)CC(S)C(O)=O NJRXVEJTAYWCQJ-UHFFFAOYSA-N 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
238000009827 uniform distribution Methods 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
FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1

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Compositions Of Macromolecular Compounds (AREA)

CA000435649A 1983-08-30 1983-08-30 Compositions stabilisatrices, et polymeres qui les renferment Expired CA1202170A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000435649A CA1202170A (fr)	1983-08-30	1983-08-30	Compositions stabilisatrices, et polymeres qui les renferment

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000435649A CA1202170A (fr)	1983-08-30	1983-08-30	Compositions stabilisatrices, et polymeres qui les renferment

Publications (1)

Publication Number	Publication Date
CA1202170A true CA1202170A (fr)	1986-03-25

Family

ID=4125973

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000435649A Expired CA1202170A (fr)	1983-08-30	1983-08-30	Compositions stabilisatrices, et polymeres qui les renferment

Country Status (1)

Country	Link
CA (1)	CA1202170A (fr)

1983
- 1983-08-30 CA CA000435649A patent/CA1202170A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2003-08-30	MKEX	Expiry

Publication	Publication Date	Title
CA1080245A (fr)	1980-06-24	Soufre carbofonctionnel et composes d'etain pontes avec des carboxylates
US4254017A (en)	1981-03-03	Organotin mercaptoalkanol esters and alkoxides containing sulfide groups
US3424717A (en)	1969-01-28	Stabilized vinyl resins
JPH0327592B2 (fr)	1991-04-16
AU596722B2 (en)	1990-05-10	Lubricant composition and process
CA1174844A (fr)	1984-09-25	Compositions stabilisatrices, et polymeres qui les renferment
CA1254377A (fr)	1989-05-23	Stabilisateurs a base de mercapto-etain et d'un diester d'acide dicarboxylique insature, pour polymeres organiques halogenes
US4515916A (en)	1985-05-07	Stabilizers for halogen containing polymers comprising zinc mercaptoesters, basic inorganic alkali or alkaline earth metal compounds and, substituted dihydropyridines
US3890276A (en)	1975-06-17	Synergistic combinations of organic stabilizers for halogenated resins
US3015644A (en)	1962-01-02	Stabilizing polypropylene with organictin-mercapto compounds
US3933741A (en)	1976-01-20	Stabilized vinyl chloride polymer compositions
EP0070092B1 (fr)	1986-11-05	Stabilisants de matières polymères halogénées, compositions polymères les contenant et les articles formés obtenus
US4711920A (en)	1987-12-08	Stabilizers for halogen-containing polymers comprising the product of a diorganotin oxide, an ethylenically unsaturated dicarboxylic acid ester and a mercaptan
EP0068640B1 (fr)	1986-11-05	Stabilisants de matières polymères halogénées et composition polymères les contenant
JPH0327593B2 (fr)	1991-04-16
US3775451A (en)	1973-11-27	Organotin thiocarboxylates and preparation thereof
US4160762A (en)	1979-07-10	Halogen-containing resin stabilizer comprising an alkoxycarbonylalkylenetin sulfide
US4617334A (en)	1986-10-14	Stabilizer compositions for PVC
CA1202479A (fr)	1986-04-01	Polymeres contentant un halogene stabilise a l'aide d'un compose organique d'antimoine et d'un compose d'ortho mercapto phenol
US3502616A (en)	1970-03-24	Organotin sulfide stabilizer composition and polymers stabilized therewith
EP0124833A1 (fr)	1984-11-14	Stabilisants à la chaleur pour des résines halogénées
CA1333957C (fr)	1995-01-17	Compositions permettant de stabiliser des polymeres organiques halogenes
EP0059615B1 (fr)	1986-11-20	Compositions stabilisantes de polymères, polymères stabilisés avec elles, articles formés à base de tels polymères et un procédé pour la stabilisation de polymères
US3630992A (en)	1971-12-28	Organotin thiocarboxylates and preparation thereof
US3029267A (en)	1962-04-10	Dibutyltin dithioacylates