CA1035781A - Mercaptides d'organoetain a groupements polysulfanediyle - Google Patents
Mercaptides d'organoetain a groupements polysulfanediyleInfo
- Publication number
- CA1035781A CA1035781A CA199,889A CA199889A CA1035781A CA 1035781 A CA1035781 A CA 1035781A CA 199889 A CA199889 A CA 199889A CA 1035781 A CA1035781 A CA 1035781A
- Authority
- CA
- Canada
- Prior art keywords
- atomes
- carbone
- ayant
- groupement
- les
- 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.)
- Expired
Links
- -1 polysulfanediyl groups Polymers 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims abstract description 8
- 150000002009 diols Chemical class 0.000 claims description 22
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 8
- 230000009471 action Effects 0.000 abstract description 7
- 238000001125 extrusion Methods 0.000 abstract description 4
- 239000003381 stabilizer Substances 0.000 abstract description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- 238000004383 yellowing Methods 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- IVDFJHOHABJVEH-UHFFFAOYSA-N pinacol Chemical compound CC(C)(O)C(C)(C)O IVDFJHOHABJVEH-UHFFFAOYSA-N 0.000 description 2
- RZBBHEJLECUBJT-UHFFFAOYSA-N 6-methylheptyl 2-sulfanylacetate Chemical compound CC(C)CCCCCOC(=O)CS RZBBHEJLECUBJT-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 101100421144 Danio rerio selenoo1 gene Proteins 0.000 description 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical compound CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- HJEINPVZRDJRBY-UHFFFAOYSA-N Disul Chemical compound OS(=O)(=O)OCCOC1=CC=C(Cl)C=C1Cl HJEINPVZRDJRBY-UHFFFAOYSA-N 0.000 description 1
- 241001482630 Epinnula magistralis Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 101100202896 Mus musculus Selenoo gene Proteins 0.000 description 1
- 102100026933 Myelin-associated neurite-outgrowth inhibitor Human genes 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- KYNFOMQIXZUKRK-UHFFFAOYSA-N bishydroxyethyldisulfide Natural products OCCSSCCO KYNFOMQIXZUKRK-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- XCIXKGXIYUWCLL-UHFFFAOYSA-N cyclopentanol Chemical compound OC1CCCC1 XCIXKGXIYUWCLL-UHFFFAOYSA-N 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/12—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing tin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
- C07F7/226—Compounds with one or more Sn-S linkages
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/14—Polysulfides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/14—Polysulfides
- C08G75/16—Polysulfides by polycondensation of organic compounds with inorganic polysulfides
-
- 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
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
- C08K5/57—Organo-tin compounds
- C08K5/58—Organo-tin compounds containing sulfur
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Abstract
PRECIS DE LA DIVULGATION:
L'invention concerne de nouveaux dérivés organiques de l'étain. Ces produits, essentiellement constitués de groupements de formule (I):
(I) peuvent étre préparés par action d'un acide mercaptide carboxyli-quo HS-X-COOH sur un mélange, en proportions définies, de compo-sés hydroxylés de formules HO-Y1-(S)x-Y2-OH, HO-Y'-OH et ROH puis action du produit obtenu sur un mé. ?ge, en proportions définies, de dérivés diorganoétain de formules R1R2SnO ou R1R2SnCl2 et de dérivés monoorganoétain, X, Y1, Y2, Y', R, R1, et R2 étant des radicaux hydrocarbonés définis et x étant un nombre de 2 à 6.
Ces produits sont utilisables comme stabilisants pour le chlorure de polyvinyle et permettent en particulier de diminuer do maniè-re importante l'effet jaunissant observé lors de l'extrusion, à
température élevée, d'objets à parol mince transparente.
L'invention concerne de nouveaux dérivés organiques de l'étain. Ces produits, essentiellement constitués de groupements de formule (I):
(I) peuvent étre préparés par action d'un acide mercaptide carboxyli-quo HS-X-COOH sur un mélange, en proportions définies, de compo-sés hydroxylés de formules HO-Y1-(S)x-Y2-OH, HO-Y'-OH et ROH puis action du produit obtenu sur un mé. ?ge, en proportions définies, de dérivés diorganoétain de formules R1R2SnO ou R1R2SnCl2 et de dérivés monoorganoétain, X, Y1, Y2, Y', R, R1, et R2 étant des radicaux hydrocarbonés définis et x étant un nombre de 2 à 6.
Ces produits sont utilisables comme stabilisants pour le chlorure de polyvinyle et permettent en particulier de diminuer do maniè-re importante l'effet jaunissant observé lors de l'extrusion, à
température élevée, d'objets à parol mince transparente.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7317326A FR2229702B1 (fr) | 1973-05-14 | 1973-05-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1035781A true CA1035781A (fr) | 1978-08-01 |
Family
ID=9119272
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA199,889A Expired CA1035781A (fr) | 1973-05-14 | 1974-05-13 | Mercaptides d'organoetain a groupements polysulfanediyle |
Country Status (14)
Country | Link |
---|---|
US (1) | US4001178A (fr) |
JP (1) | JPS5014634A (fr) |
BE (1) | BE814954A (fr) |
BR (1) | BR7403813D0 (fr) |
CA (1) | CA1035781A (fr) |
CH (1) | CH591508A5 (fr) |
DE (1) | DE2423406A1 (fr) |
ES (1) | ES426334A1 (fr) |
FR (1) | FR2229702B1 (fr) |
GB (1) | GB1474108A (fr) |
IE (1) | IE39703B1 (fr) |
IT (1) | IT1012343B (fr) |
LU (1) | LU70059A1 (fr) |
NL (1) | NL7406066A (fr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5542101B2 (fr) * | 1973-10-25 | 1980-10-28 | ||
JPS53118272A (en) * | 1977-03-25 | 1978-10-16 | Kobashi Kogyo Kk | Forming method of rolling for cultivate nail |
CN107417589A (zh) * | 2017-07-20 | 2017-12-01 | 温州大学 | 二‑3‑巯基丙酸‑2.2‑二硫二乙酯及其制备方法和应用 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2752325A (en) * | 1952-05-23 | 1956-06-26 | Argus Chemical Lab Inc | Reaction products of an organic tin compound with a glycol ester of a mercaptocarboxylic acid, and high molecular weight halogenated materials stabilized therewith |
FR1138451A (fr) * | 1954-11-17 | 1957-06-14 | Advance Solvents & Chemical Co | Nouveaux composés organiques de l'étain, et résines halogénées stabilisées à l'aide de ces nouveaux composés |
FR2129974B1 (fr) * | 1971-03-24 | 1974-02-15 | Silicones Ste Indle |
-
1973
- 1973-05-14 FR FR7317326A patent/FR2229702B1/fr not_active Expired
-
1974
- 1974-05-06 NL NL7406066A patent/NL7406066A/xx active Search and Examination
- 1974-05-10 JP JP49052161A patent/JPS5014634A/ja active Pending
- 1974-05-10 IE IE998/74A patent/IE39703B1/xx unknown
- 1974-05-10 US US05/468,997 patent/US4001178A/en not_active Expired - Lifetime
- 1974-05-10 BR BR3813/74A patent/BR7403813D0/pt unknown
- 1974-05-13 GB GB2108374A patent/GB1474108A/en not_active Expired
- 1974-05-13 BE BE144260A patent/BE814954A/fr unknown
- 1974-05-13 LU LU70059A patent/LU70059A1/xx unknown
- 1974-05-13 CH CH651174A patent/CH591508A5/xx not_active IP Right Cessation
- 1974-05-13 CA CA199,889A patent/CA1035781A/fr not_active Expired
- 1974-05-14 IT IT22686/74A patent/IT1012343B/it active
- 1974-05-14 ES ES426334A patent/ES426334A1/es not_active Expired
- 1974-05-14 DE DE2423406A patent/DE2423406A1/de not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
CH591508A5 (fr) | 1977-09-30 |
DE2423406A1 (de) | 1974-12-05 |
FR2229702A1 (fr) | 1974-12-13 |
IE39703L (en) | 1974-11-14 |
BE814954A (fr) | 1974-11-13 |
ES426334A1 (es) | 1976-07-01 |
IE39703B1 (en) | 1978-12-06 |
IT1012343B (it) | 1977-03-10 |
FR2229702B1 (fr) | 1976-05-07 |
LU70059A1 (fr) | 1975-02-24 |
GB1474108A (en) | 1977-05-18 |
BR7403813D0 (pt) | 1974-12-03 |
NL7406066A (fr) | 1974-11-18 |
JPS5014634A (fr) | 1975-02-15 |
US4001178A (en) | 1977-01-04 |
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