CA1056592A - Systemes stabilisateurs resineux de composes d'organotine a teneur de soufre et additifs de bisulfite de metal alcalin - Google Patents

Systemes stabilisateurs resineux de composes d'organotine a teneur de soufre et additifs de bisulfite de metal alcalin

Info

Publication number: CA1056592A
Authority: CA; Canada
Prior art keywords: organotin; composition; bisulfite; sodium bisulfite; resin
Prior art date: 1974-11-06
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

CA213,121A

Other languages

English (en)

Other versions

CA213121S (en

Inventor

Jerome H. Ludwig

Dale J. Dieckmann

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.)

Dart Industries Inc

Original Assignee

Dart Industries Inc

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.)

1974-11-06

Filing date

1974-11-06

Publication date

1979-06-19

1974-11-06 Application filed by Dart Industries Inc filed Critical Dart Industries Inc

1974-11-06 Priority to CA213,121A priority Critical patent/CA1056592A/fr

1979-06-19 Application granted granted Critical

1979-06-19 Publication of CA1056592A publication Critical patent/CA1056592A/fr

Status Expired legal-status Critical Current

Links

-1 alkali metal bisulfite Chemical class 0.000 title claims abstract description 84
150000001875 compounds Chemical class 0.000 title claims abstract description 67
229920005989 resin Polymers 0.000 title claims abstract description 64
239000011347 resin Substances 0.000 title claims abstract description 64
229910052717 sulfur Inorganic materials 0.000 title claims abstract description 50
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title claims abstract description 45
239000011593 sulfur Substances 0.000 title claims abstract description 45
229910052783 alkali metal Inorganic materials 0.000 title claims abstract description 34
239000003381 stabilizer Substances 0.000 title claims abstract description 24
239000000203 mixture Substances 0.000 claims abstract description 42
229920002554 vinyl polymer Polymers 0.000 claims abstract description 31
229940045942 acetone sodium bisulfite Drugs 0.000 claims abstract description 15
YNJORDSKPXMABC-UHFFFAOYSA-N sodium;2-hydroxypropane-2-sulfonic acid Chemical compound [Na+].CC(C)(O)S(O)(=O)=O YNJORDSKPXMABC-UHFFFAOYSA-N 0.000 claims abstract description 15
150000002148 esters Chemical class 0.000 claims abstract description 13
239000002253 acid Substances 0.000 claims abstract description 12
150000001299 aldehydes Chemical class 0.000 claims abstract description 10
230000000087 stabilizing effect Effects 0.000 claims abstract description 6
QFQWLAWEHZESLG-UHFFFAOYSA-M S([O-])(O)=O.[K+].C1(CCCCC1)=O Chemical compound S([O-])(O)=O.[K+].C1(CCCCC1)=O QFQWLAWEHZESLG-UHFFFAOYSA-M 0.000 claims abstract description 5
JRZIYJSQQILHNO-UHFFFAOYSA-M sodium;1-hydroxycyclohexane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1(O)CCCCC1 JRZIYJSQQILHNO-UHFFFAOYSA-M 0.000 claims abstract description 5
QWSDEEQHECGZSL-UHFFFAOYSA-M sodium;acetaldehyde;hydrogen sulfite Chemical compound [Na+].CC=O.OS([O-])=O QWSDEEQHECGZSL-UHFFFAOYSA-M 0.000 claims abstract description 5
DETXZQGDWUJKMO-UHFFFAOYSA-N 2-hydroxymethanesulfonic acid Chemical compound OCS(O)(=O)=O DETXZQGDWUJKMO-UHFFFAOYSA-N 0.000 claims abstract description 4
235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 36
125000001183 hydrocarbyl group Chemical group 0.000 claims description 16
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 15
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 14
LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims description 14
150000001340 alkali metals Chemical class 0.000 claims description 13
150000002576 ketones Chemical class 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 8
239000001257 hydrogen Substances 0.000 claims description 8
230000002195 synergetic effect Effects 0.000 claims description 8
YHFXJKYHUWPWSJ-UHFFFAOYSA-L [Na+].[Na+].OS([O-])=O.OS([O-])=O Chemical compound [Na+].[Na+].OS([O-])=O.OS([O-])=O YHFXJKYHUWPWSJ-UHFFFAOYSA-L 0.000 claims description 7
229940015043 glyoxal Drugs 0.000 claims description 7
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 6
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
239000011342 resin composition Substances 0.000 claims description 6
229910052708 sodium Inorganic materials 0.000 claims description 6
239000011734 sodium Substances 0.000 claims description 6
IUNVCWLKOOCPIT-UHFFFAOYSA-N 6-methylheptylsulfanyl 2-hydroxyacetate Chemical compound CC(C)CCCCCSOC(=O)CO IUNVCWLKOOCPIT-UHFFFAOYSA-N 0.000 claims description 5
239000003513 alkali Substances 0.000 claims description 5
239000012760 heat stabilizer Substances 0.000 claims description 5
UWLKFGFYBKJASW-UHFFFAOYSA-N ethyl 4-(5-formylfuran-2-yl)benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1C1=CC=C(C=O)O1 UWLKFGFYBKJASW-UHFFFAOYSA-N 0.000 claims description 4
150000002431 hydrogen Chemical class 0.000 claims description 4
VNPRJHMMOKDEDZ-UHFFFAOYSA-L 6-methylheptyl 2-[dibutyl-[2-(6-methylheptoxy)-2-oxoethyl]sulfanylstannyl]sulfanylacetate Chemical compound CC(C)CCCCCOC(=O)CS[Sn](CCCC)(CCCC)SCC(=O)OCCCCCC(C)C VNPRJHMMOKDEDZ-UHFFFAOYSA-L 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 claims description 3
125000000962 organic group Chemical group 0.000 claims description 3
NIXLJQORAUOBAU-UHFFFAOYSA-K 6-methylheptyl 2-[methyl-bis[[2-(6-methylheptoxy)-2-oxoethyl]sulfanyl]stannyl]sulfanylacetate Chemical compound CC(C)CCCCCOC(=O)CS[Sn](C)(SCC(=O)OCCCCCC(C)C)SCC(=O)OCCCCCC(C)C NIXLJQORAUOBAU-UHFFFAOYSA-K 0.000 claims description 2
150000001728 carbonyl compounds Chemical class 0.000 claims description 2
WPOOSSRZRBISJU-UHFFFAOYSA-L dibutyltin(2+);8-methyl-2-(sulfanylmethyl)nonanoate Chemical compound CCCC[Sn+2]CCCC.CC(C)CCCCCC(CS)C([O-])=O.CC(C)CCCCCC(CS)C([O-])=O WPOOSSRZRBISJU-UHFFFAOYSA-L 0.000 claims description 2
HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 0.000 claims description 2
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 2
BEFRKDFWQCSRJO-UHFFFAOYSA-K 6-methylheptyl 2-[butyl-bis[[2-(6-methylheptoxy)-2-oxoethyl]sulfanyl]stannyl]sulfanylacetate Chemical compound CC(C)CCCCCOC(=O)CS[Sn](CCCC)(SCC(=O)OCCCCCC(C)C)SCC(=O)OCCCCCC(C)C BEFRKDFWQCSRJO-UHFFFAOYSA-K 0.000 claims 1
DRNPVWHEWZJIQL-UHFFFAOYSA-L dimethyltin(2+);8-methyl-2-sulfanylnonanoate Chemical compound C[Sn+2]C.CC(C)CCCCCC(S)C([O-])=O.CC(C)CCCCCC(S)C([O-])=O DRNPVWHEWZJIQL-UHFFFAOYSA-L 0.000 claims 1
239000011521 glass Substances 0.000 claims 1
230000007774 longterm Effects 0.000 abstract description 7
150000007513 acids Chemical class 0.000 abstract description 3
BXUKAXFDABMVND-UHFFFAOYSA-L disodium;1,2-dihydroxyethane-1,2-disulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C(O)C(O)S([O-])(=O)=O BXUKAXFDABMVND-UHFFFAOYSA-L 0.000 abstract description 2
150000003568 thioethers Chemical class 0.000 abstract 1
WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 34
239000000306 component Substances 0.000 description 28
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical group [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 23
229940001607 sodium bisulfite Drugs 0.000 description 21
239000000047 product Substances 0.000 description 20
238000007792 addition Methods 0.000 description 18
229910052718 tin Inorganic materials 0.000 description 18
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 16
239000004215 Carbon black (E152) Substances 0.000 description 14
229930195733 hydrocarbon Natural products 0.000 description 12
230000006641 stabilisation Effects 0.000 description 11
238000011105 stabilization Methods 0.000 description 11
239000004800 polyvinyl chloride Substances 0.000 description 9
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 9
229920000915 polyvinyl chloride Polymers 0.000 description 8
150000003254 radicals Chemical class 0.000 description 8
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 7
229910052751 metal Inorganic materials 0.000 description 7
239000002184 metal Substances 0.000 description 7
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
GKHOLUJNLGYFHA-UHFFFAOYSA-N [Na].CC(C)=O Chemical compound [Na].CC(C)=O GKHOLUJNLGYFHA-UHFFFAOYSA-N 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
125000004434 sulfur atom Chemical group 0.000 description 6
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 5
125000003118 aryl group Chemical group 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
150000002430 hydrocarbons Chemical class 0.000 description 5
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical compound [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 5
125000001931 aliphatic group Chemical group 0.000 description 4
125000004429 atom Chemical group 0.000 description 4
239000000463 material Substances 0.000 description 4
238000000034 method Methods 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
239000001993 wax Substances 0.000 description 4
229910014033 C-OH Inorganic materials 0.000 description 3
229910014570 C—OH Inorganic materials 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
239000006057 Non-nutritive feed additive Substances 0.000 description 3
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
238000002845 discoloration Methods 0.000 description 3
150000004820 halides Chemical class 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
238000003801 milling Methods 0.000 description 3
150000002894 organic compounds Chemical class 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
238000012360 testing method Methods 0.000 description 3
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
PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 2
101100406320 Caenorhabditis elegans dbt-1 gene Proteins 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
239000004801 Chlorinated PVC Substances 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
125000002723 alicyclic group Chemical group 0.000 description 2
230000006399 behavior Effects 0.000 description 2
NPAIMXWXWPJRES-UHFFFAOYSA-N butyltin(3+) Chemical compound CCCC[Sn+3] NPAIMXWXWPJRES-UHFFFAOYSA-N 0.000 description 2
150000001721 carbon Chemical group 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
229920000457 chlorinated polyvinyl chloride Polymers 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000009472 formulation Methods 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
229920001519 homopolymer Polymers 0.000 description 2
239000000314 lubricant Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
238000000465 moulding Methods 0.000 description 2
125000001624 naphthyl group Chemical group 0.000 description 2
125000005429 oxyalkyl group Chemical group 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
229910052700 potassium Inorganic materials 0.000 description 2
239000011591 potassium Substances 0.000 description 2
235000010259 potassium hydrogen sulphite Nutrition 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000012545 processing Methods 0.000 description 2
238000013112 stability test Methods 0.000 description 2
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
125000003944 tolyl group Chemical group 0.000 description 2
DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
QFIBRXURBRPXDR-UHFFFAOYSA-N 2-(2-phenoxyethoxy)ethanethiol Chemical compound SCCOCCOC1=CC=CC=C1 QFIBRXURBRPXDR-UHFFFAOYSA-N 0.000 description 1
RFCQDOVPMUSZMN-UHFFFAOYSA-N 2-Naphthalenethiol Chemical compound C1=CC=CC2=CC(S)=CC=C21 RFCQDOVPMUSZMN-UHFFFAOYSA-N 0.000 description 1
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
REFZTFPICLNNPM-UHFFFAOYSA-N 2-sulfanyldodecanoic acid Chemical compound CCCCCCCCCCC(S)C(O)=O REFZTFPICLNNPM-UHFFFAOYSA-N 0.000 description 1
DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
239000004709 Chlorinated polyethylene Substances 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
229920006385 Geon Polymers 0.000 description 1
241001397173 Kali <angiosperm> Species 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
238000007259 addition reaction Methods 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
UENWRTRMUIOCKN-UHFFFAOYSA-N benzyl thiol Chemical compound SCC1=CC=CC=C1 UENWRTRMUIOCKN-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
DGAODIKUWGRDBO-UHFFFAOYSA-N butanethioic s-acid Chemical compound CCCC(O)=S DGAODIKUWGRDBO-UHFFFAOYSA-N 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
125000002837 carbocyclic group Chemical group 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
150000003997 cyclic ketones Chemical class 0.000 description 1
PRZPVJOTGOLXRT-UHFFFAOYSA-N cyclohexanone;sodium Chemical compound [Na].O=C1CCCCC1 PRZPVJOTGOLXRT-UHFFFAOYSA-N 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
125000002704 decyl 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])* 0.000 description 1
230000007812 deficiency Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
PWEVMPIIOJUPRI-UHFFFAOYSA-N dimethyltin Chemical compound C[Sn]C PWEVMPIIOJUPRI-UHFFFAOYSA-N 0.000 description 1
POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
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 1
125000003700 epoxy group Chemical group 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
PVBRSNZAOAJRKO-UHFFFAOYSA-N ethyl 2-sulfanylacetate Chemical compound CCOC(=O)CS PVBRSNZAOAJRKO-UHFFFAOYSA-N 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
230000005484 gravity Effects 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
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230000006872 improvement Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
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150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
239000000178 monomer Substances 0.000 description 1
PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
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229920000058 polyacrylate Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
150000003109 potassium Chemical class 0.000 description 1
DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
229940099427 potassium bisulfite Drugs 0.000 description 1
238000003825 pressing Methods 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
238000011160 research Methods 0.000 description 1
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239000012047 saturated solution Substances 0.000 description 1
150000003385 sodium Chemical class 0.000 description 1
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239000007858 starting material Substances 0.000 description 1
239000011885 synergistic combination Substances 0.000 description 1
230000009897 systematic effect Effects 0.000 description 1
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
229940035024 thioglycerol Drugs 0.000 description 1
AFNRRBXCCXDRPS-UHFFFAOYSA-N tin(ii) sulfide Chemical group [Sn]=S AFNRRBXCCXDRPS-UHFFFAOYSA-N 0.000 description 1
PIILXFBHQILWPS-UHFFFAOYSA-N tributyltin Chemical compound CCCC[Sn](CCCC)CCCC PIILXFBHQILWPS-UHFFFAOYSA-N 0.000 description 1
229920001567 vinyl ester resin Polymers 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1

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Compositions Of Macromolecular Compounds (AREA)

CA213,121A 1974-11-06 1974-11-06 Systemes stabilisateurs resineux de composes d'organotine a teneur de soufre et additifs de bisulfite de metal alcalin Expired CA1056592A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA213,121A CA1056592A (fr)	1974-11-06	1974-11-06	Systemes stabilisateurs resineux de composes d'organotine a teneur de soufre et additifs de bisulfite de metal alcalin

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA213,121A CA1056592A (fr)	1974-11-06	1974-11-06	Systemes stabilisateurs resineux de composes d'organotine a teneur de soufre et additifs de bisulfite de metal alcalin

Publications (1)

Publication Number	Publication Date
CA1056592A true CA1056592A (fr)	1979-06-19

Family

ID=4101554

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA213,121A Expired CA1056592A (fr)	1974-11-06	1974-11-06	Systemes stabilisateurs resineux de composes d'organotine a teneur de soufre et additifs de bisulfite de metal alcalin

Country Status (1)

Country	Link
CA (1)	CA1056592A (fr)

1974
- 1974-11-06 CA CA213,121A patent/CA1056592A/fr not_active Expired

Publication	Publication Date	Title
AU645621B2 (en)	1994-01-20	Stabilized halogen containing polymer compositions
US3565931A (en)	1971-02-23	Process for preparing organotin mercapto carboxylic acid ester sulfides containing more than 18% tin
US3503924A (en)	1970-03-31	Lessening early discoloration of polyvinyl chloride resins when heated and compositions therefor
US6462116B2 (en)	2002-10-08	Combination of an organothio compound and a zinc mercapto ester as a heat stabilizer in PVC processing
JPS5856539B2 (ja)	1983-12-15	ポリ塩化ビニル樹脂用の安定剤
US3919168A (en)	1975-11-11	Vinyl halide resin stabilizer compositions of organotin or antimony organic sulfur-containing compounds and tri-alkali metal phosphates
EP0182526A2 (fr)	1986-05-28	Stabilisateurs de polymères organiques contenant de l'halogène comprenant un composé organostannique et un diester
US3887519A (en)	1975-06-03	Dimethyltin ester stabilizers for vinyl-halide polymers
US4515916A (en)	1985-05-07	Stabilizers for halogen containing polymers comprising zinc mercaptoesters, basic inorganic alkali or alkaline earth metal compounds and, substituted dihydropyridines
US3810868A (en)	1974-05-14	Dimethyltin mercapto ester stabilizers for halogenated resins
AU629870B2 (en)	1992-10-15	Improved stabilizers for halogen-containing polymers
US3632538A (en)	1972-01-04	Stabilizer composition containing more than 20% tin and resin compositions containing the same
US3865787A (en)	1975-02-11	Resin stabilizer systems of organotin sulfur-containing compounds and alkali metal bisulfite addition products
US3890276A (en)	1975-06-17	Synergistic combinations of organic stabilizers for halogenated resins
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
US5340862A (en)	1994-08-23	Stabilizers for halogen containing polymers
US3925309A (en)	1975-12-09	Dimethyltin esters
AU722272B2 (en)	2000-07-27	A pleasantly fragrant process for stabilizing halogen-containing polymers
JP2002129040A (ja)	2002-05-09	潜在性メルカプタンならびにカルボン酸亜鉛および塩化亜鉛の混合物により安定化されたハロゲン含有ポリマー組成物
US4358555A (en)	1982-11-09	Stabilizers for halogen containing polymers comprising alkyltin compounds, zinc mercaptoesters and basic alkali or alkaline earth metal compounds
US3775451A (en)	1973-11-27	Organotin thiocarboxylates and preparation thereof
US3769263A (en)	1973-10-30	Vinyl halide polymers stabilized with two organotin compounds
EP0124833A1 (fr)	1984-11-14	Stabilisants à la chaleur pour des résines halogénées
US4331587A (en)	1982-05-25	Resin stabilizer systems of organotin sulfur-containing compounds and metal compounds