CN1064283A - 液态有机锡硫代链烷醇稳定剂组合物和含它的卤乙烯树脂组合物 - Google Patents
液态有机锡硫代链烷醇稳定剂组合物和含它的卤乙烯树脂组合物 Download PDFInfo
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- CN1064283A CN1064283A CN92101342A CN92101342A CN1064283A CN 1064283 A CN1064283 A CN 1064283A CN 92101342 A CN92101342 A CN 92101342A CN 92101342 A CN92101342 A CN 92101342A CN 1064283 A CN1064283 A CN 1064283A
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- Prior art keywords
- organotin
- thio
- weight
- chain triacontanol
- composition
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- REZQBEBOWJAQKS-UHFFFAOYSA-N triacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO REZQBEBOWJAQKS-UHFFFAOYSA-N 0.000 title claims abstract description 163
- 239000000203 mixture Substances 0.000 title claims abstract description 128
- -1 vinyl halide Chemical class 0.000 title claims abstract description 103
- 239000003381 stabilizer Substances 0.000 title claims abstract description 49
- 229920002554 vinyl polymer Polymers 0.000 title abstract description 28
- 239000007788 liquid Substances 0.000 title description 8
- 238000000034 method Methods 0.000 claims abstract description 16
- 238000001556 precipitation Methods 0.000 claims abstract description 10
- 238000001879 gelation Methods 0.000 claims abstract description 7
- 229910052718 tin Inorganic materials 0.000 claims description 48
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 31
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 29
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 28
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 22
- 239000011347 resin Substances 0.000 claims description 20
- 229920005989 resin Polymers 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 18
- 239000005864 Sulphur Substances 0.000 claims description 16
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 15
- 150000002148 esters Chemical class 0.000 claims description 14
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 14
- 239000004800 polyvinyl chloride Substances 0.000 claims description 14
- 239000005977 Ethylene Substances 0.000 claims description 13
- 125000005843 halogen group Chemical group 0.000 claims description 12
- YMLFYGFCXGNERH-UHFFFAOYSA-K butyltin trichloride Chemical compound CCCC[Sn](Cl)(Cl)Cl YMLFYGFCXGNERH-UHFFFAOYSA-K 0.000 claims description 10
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 claims description 7
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 4
- 238000001746 injection moulding Methods 0.000 claims 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 230000006641 stabilisation Effects 0.000 abstract description 9
- 238000011105 stabilization Methods 0.000 abstract description 9
- 239000004608 Heat Stabiliser Substances 0.000 abstract 1
- 239000004611 light stabiliser Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 description 33
- 150000001875 compounds Chemical class 0.000 description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- NPAIMXWXWPJRES-UHFFFAOYSA-N butyltin(3+) Chemical compound CCCC[Sn+3] NPAIMXWXWPJRES-UHFFFAOYSA-N 0.000 description 21
- 229910052799 carbon Inorganic materials 0.000 description 17
- 150000003568 thioethers Chemical class 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 229910052801 chlorine Inorganic materials 0.000 description 14
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 239000000463 material Substances 0.000 description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 10
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- 125000000217 alkyl group Chemical group 0.000 description 7
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
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- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
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- 150000007944 thiolates Chemical class 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 5
- CSHCPECZJIEGJF-UHFFFAOYSA-N methyltin Chemical compound [Sn]C CSHCPECZJIEGJF-UHFFFAOYSA-N 0.000 description 5
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 4
- 125000001118 alkylidene group Chemical group 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 125000001309 chloro group Chemical group Cl* 0.000 description 4
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 4
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- 238000001914 filtration Methods 0.000 description 4
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- 239000011593 sulfur Substances 0.000 description 4
- RZBBHEJLECUBJT-UHFFFAOYSA-N 6-methylheptyl 2-sulfanylacetate Chemical compound CC(C)CCCCCOC(=O)CS RZBBHEJLECUBJT-UHFFFAOYSA-N 0.000 description 3
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 3
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- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 3
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- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
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- 239000011342 resin composition Substances 0.000 description 3
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 3
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000003158 alcohol group Chemical group 0.000 description 2
- FYDLBBUBQFJOJT-UHFFFAOYSA-L butyl(dichloro)tin Chemical compound CCCC[Sn](Cl)Cl FYDLBBUBQFJOJT-UHFFFAOYSA-L 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013068 control sample Substances 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(ii) oxide Chemical compound [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 description 2
- AFNRRBXCCXDRPS-UHFFFAOYSA-N tin(ii) sulfide Chemical compound [Sn]=S AFNRRBXCCXDRPS-UHFFFAOYSA-N 0.000 description 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- GHKCSRZBNZQHKW-UHFFFAOYSA-N 1-sulfanylethanol Chemical class CC(O)S GHKCSRZBNZQHKW-UHFFFAOYSA-N 0.000 description 1
- 238000000902 119Sn nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 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 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
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- 229920006385 Geon Polymers 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920005372 Plexiglas® Polymers 0.000 description 1
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- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
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- MOVRNJGDXREIBM-UHFFFAOYSA-N aid-1 Chemical compound O=C1NC(=O)C(C)=CN1C1OC(COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=O)OC2C(OC(C2)N2C3=C(C(NC(N)=N3)=O)N=C2)CO)C(O)C1 MOVRNJGDXREIBM-UHFFFAOYSA-N 0.000 description 1
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- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
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- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
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- 150000002681 magnesium compounds Chemical class 0.000 description 1
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- LGRLWUINFJPLSH-UHFFFAOYSA-N methanide Chemical compound [CH3-] LGRLWUINFJPLSH-UHFFFAOYSA-N 0.000 description 1
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- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
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- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
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- RVEZZJVBDQCTEF-UHFFFAOYSA-N sulfenic acid Chemical compound SO RVEZZJVBDQCTEF-UHFFFAOYSA-N 0.000 description 1
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- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
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- 150000003606 tin compounds Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- YFRLQYJXUZRYDN-UHFFFAOYSA-K trichloro(methyl)stannane Chemical compound C[Sn](Cl)(Cl)Cl YFRLQYJXUZRYDN-UHFFFAOYSA-K 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
-
- 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
-
- 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
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
-
- 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)
- Compositions Of Macromolecular Compounds (AREA)
- Injection Moulding Of Plastics Or The Like (AREA)
- Extrusion Moulding Of Plastics Or The Like (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US662,546 | 1991-02-28 | ||
| US07/662,546 US5109046A (en) | 1991-02-28 | 1991-02-28 | Liquid organotinthioalkanol stabilizer compositions and vinyl halide resin compositions containing the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1064283A true CN1064283A (zh) | 1992-09-09 |
Family
ID=24658156
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN92101342A Pending CN1064283A (zh) | 1991-02-28 | 1992-02-28 | 液态有机锡硫代链烷醇稳定剂组合物和含它的卤乙烯树脂组合物 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5109046A (enExample) |
| EP (1) | EP0501780B1 (enExample) |
| JP (1) | JP2989368B2 (enExample) |
| KR (1) | KR920016527A (enExample) |
| CN (1) | CN1064283A (enExample) |
| AT (1) | ATE154804T1 (enExample) |
| BR (1) | BR9200647A (enExample) |
| CA (1) | CA2061821C (enExample) |
| DE (1) | DE69220518T2 (enExample) |
| DK (1) | DK0501780T3 (enExample) |
| ES (1) | ES2104822T3 (enExample) |
| GR (1) | GR3024476T3 (enExample) |
| TW (1) | TW253898B (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5385173A (en) * | 1991-09-03 | 1995-01-31 | American Pipe & Plastics, Inc. | Pipe liner composition |
| AU682287B2 (en) * | 1995-05-10 | 1997-09-25 | Morton International, Inc. | Latent mercaptans as multi-functional additives for halogen-containing polymer compositions |
| US7105109B2 (en) * | 1995-05-10 | 2006-09-12 | Rohm And Haas Company | Latent mercaptans as stabilizers for halogen-containing polymer compositions |
| US5567751A (en) * | 1995-06-01 | 1996-10-22 | Witco Corporation | Alkyl-tin PVC stabilizers with added aromatic ether alcohol to prevent precipitation |
| EP0868480B1 (en) * | 1995-12-21 | 1999-07-21 | Akcros Chemicals | Organo-tin-containing complex stabiliser for synthetic resin compositions |
| US7087193B2 (en) * | 2000-11-27 | 2006-08-08 | Akzo Nobel N.V. | Stabilizer composition for use in polyvinyl chloride formulations having a mixture of at least one organotin sulfide, at least one oranotin chloride, and at least one free mercaptan |
| US6887926B1 (en) | 2001-11-16 | 2005-05-03 | Oatey Co. | Bonding compositions for chlorinated polymers and methods of using the same |
| US20060222850A1 (en) * | 2005-04-01 | 2006-10-05 | The University Of Chicago | Synthesis of a self assembled hybrid of ultrananocrystalline diamond and carbon nanotubes |
| US20060069195A1 (en) * | 2004-09-28 | 2006-03-30 | Akzo Nobel N.V. | Storage stable liquid organotinthioalkanol PVC stabilizer |
| WO2008097257A2 (en) * | 2006-07-10 | 2008-08-14 | California Institute Of Technology | Method for selectively anchoring large numbers of nanoscale structures |
| US8846143B2 (en) | 2006-07-10 | 2014-09-30 | California Institute Of Technology | Method for selectively anchoring and exposing large numbers of nanoscale structures |
| US7959969B2 (en) | 2007-07-10 | 2011-06-14 | California Institute Of Technology | Fabrication of anchored carbon nanotube array devices for integrated light collection and energy conversion |
| EP2123659A1 (en) | 2008-05-15 | 2009-11-25 | Arkema France | High purity monoalkyltin compounds and uses thereof |
| CN102292114A (zh) | 2009-01-27 | 2011-12-21 | 加州理工学院 | 通过具有从装置表面突出的排列的碳纳米管的纳米增强的装置促进的药物递送和物质传递 |
| US9115424B2 (en) | 2010-04-07 | 2015-08-25 | California Institute Of Technology | Simple method for producing superhydrophobic carbon nanotube array |
| WO2012079066A2 (en) | 2010-12-10 | 2012-06-14 | California Institute Of Technology | Method for producing graphene oxide with tunable gap |
| WO2012135238A1 (en) | 2011-03-29 | 2012-10-04 | California Institute Of Technology | Method to increase the capacitance of electrochemical carbon nanotube capacitors by conformal deposition of nanoparticles |
| FR2974101B1 (fr) | 2011-04-18 | 2015-01-16 | Arkema France | Composition de polymere contenant un halogene avec stabilisant a base d'etain et co-stabilisant |
| US8764681B2 (en) | 2011-12-14 | 2014-07-01 | California Institute Of Technology | Sharp tip carbon nanotube microneedle devices and their fabrication |
| US9349543B2 (en) | 2012-07-30 | 2016-05-24 | California Institute Of Technology | Nano tri-carbon composite systems and manufacture |
| CN115124568B (zh) * | 2022-07-25 | 2024-05-28 | 云南锡业锡化工材料有限责任公司 | 一种硫醇甲基锡白色沉淀的回收处理方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3507827A (en) * | 1967-01-27 | 1970-04-21 | Argus Chem | Stabilizer composition for lessening early discoloration of polyvinyl chloride resins when heated |
| US3715333A (en) * | 1969-11-13 | 1973-02-06 | M & T Chemicals Inc | Polyvinylchloride stabilization with mixtures of tin salts |
| US3933680A (en) * | 1970-06-03 | 1976-01-20 | M & T Chemicals Inc. | Stabilizing compositions for polyvinylchloride |
| US4062881A (en) * | 1974-07-26 | 1977-12-13 | Cincinnati Milacron Chemicals, Inc. | Sulfide containing tin stabilizers |
| US4059562A (en) * | 1977-03-21 | 1977-11-22 | Tenneco Chemicals, Inc. | Liquid stabilizer systems and vinyl halide resin compositions containing same |
| US4254017A (en) * | 1978-11-13 | 1981-03-03 | M&T Chemicals Inc. | Organotin mercaptoalkanol esters and alkoxides containing sulfide groups |
| DE3279669D1 (en) * | 1981-02-26 | 1989-06-08 | Thiokol Morton Inc | Polymer stabilising compositions, polymers stabilised therewith and shaped articles formed from such polymers |
| DE3367784D1 (en) * | 1982-04-02 | 1987-01-08 | M & T Chemicals Inc | Stabilizer compositions for antifouling paints |
| GB2139625B (en) * | 1983-05-03 | 1987-05-13 | Ciba Geigy Ag | Novel organo-tin pvc stabilisers |
| EP0129264A3 (en) * | 1983-05-18 | 1985-04-10 | Akzo N.V. | Organotin-containing composition for the stabilization of polymers or copolymers of vinyl chloride |
| DD275690A1 (de) * | 1988-09-19 | 1990-01-31 | Greiz Doelau Chemie | Verfahren zur herstellung von organozinnoxiden |
-
1991
- 1991-02-28 US US07/662,546 patent/US5109046A/en not_active Expired - Lifetime
-
1992
- 1992-02-13 TW TW081101001A patent/TW253898B/zh not_active IP Right Cessation
- 1992-02-25 CA CA002061821A patent/CA2061821C/en not_active Expired - Lifetime
- 1992-02-26 AT AT92301621T patent/ATE154804T1/de not_active IP Right Cessation
- 1992-02-26 DE DE69220518T patent/DE69220518T2/de not_active Expired - Fee Related
- 1992-02-26 DK DK92301621.6T patent/DK0501780T3/da active
- 1992-02-26 EP EP92301621A patent/EP0501780B1/en not_active Expired - Lifetime
- 1992-02-26 ES ES92301621T patent/ES2104822T3/es not_active Expired - Lifetime
- 1992-02-26 JP JP4073019A patent/JP2989368B2/ja not_active Expired - Lifetime
- 1992-02-26 BR BR929200647A patent/BR9200647A/pt not_active IP Right Cessation
- 1992-02-28 KR KR1019920003235A patent/KR920016527A/ko not_active Withdrawn
- 1992-02-28 CN CN92101342A patent/CN1064283A/zh active Pending
-
1997
- 1997-08-19 GR GR970402115T patent/GR3024476T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES2104822T3 (es) | 1997-10-16 |
| DE69220518D1 (de) | 1997-07-31 |
| DE69220518T2 (de) | 1997-11-06 |
| JP2989368B2 (ja) | 1999-12-13 |
| DK0501780T3 (da) | 1998-02-02 |
| JPH0593090A (ja) | 1993-04-16 |
| CA2061821A1 (en) | 1992-08-29 |
| KR920016527A (ko) | 1992-09-25 |
| TW253898B (enExample) | 1995-08-11 |
| US5109046A (en) | 1992-04-28 |
| CA2061821C (en) | 2008-07-08 |
| EP0501780B1 (en) | 1997-06-25 |
| BR9200647A (pt) | 1992-11-10 |
| EP0501780A1 (en) | 1992-09-02 |
| GR3024476T3 (en) | 1997-11-28 |
| ATE154804T1 (de) | 1997-07-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C01 | Deemed withdrawal of patent application (patent law 1993) | ||
| WD01 | Invention patent application deemed withdrawn after publication |