GB1236925A - Stabilisers for polymeric compositions - Google Patents
Stabilisers for polymeric compositionsInfo
- Publication number
- GB1236925A GB1236925A GB4393367A GB4393367A GB1236925A GB 1236925 A GB1236925 A GB 1236925A GB 4393367 A GB4393367 A GB 4393367A GB 4393367 A GB4393367 A GB 4393367A GB 1236925 A GB1236925 A GB 1236925A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- bis
- maleate
- compound
- tin
- 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
- 239000000203 mixture Substances 0.000 title abstract 2
- 239000003381 stabilizer Substances 0.000 title abstract 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 8
- 239000002253 acid Substances 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 2
- -1 mercaptoethyl Chemical group 0.000 abstract 2
- 150000003606 tin compounds Chemical class 0.000 abstract 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 abstract 2
- KSJBMDCFYZKAFH-UHFFFAOYSA-N 2-(2-sulfanylethylsulfanyl)ethanethiol Chemical compound SCCSCCS KSJBMDCFYZKAFH-UHFFFAOYSA-N 0.000 abstract 1
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 abstract 1
- VZYIKHZFVOUXKE-UHFFFAOYSA-N 2-[2-[2-(2-hydroxyethylsulfanyl)ethylsulfanyl]ethylsulfanyl]ethanol Chemical compound OCCSCCSCCSCCO VZYIKHZFVOUXKE-UHFFFAOYSA-N 0.000 abstract 1
- BYACHAOCSIPLCM-UHFFFAOYSA-N 2-[2-[bis(2-hydroxyethyl)amino]ethyl-(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)CCN(CCO)CCO BYACHAOCSIPLCM-UHFFFAOYSA-N 0.000 abstract 1
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 abstract 1
- YMIDALKUZOGUHU-UHFFFAOYSA-N C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.OCC(CO)(CO)CO.OCC(CO)(CO)CO Chemical compound C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.OCC(CO)(CO)CO.OCC(CO)(CO)CO YMIDALKUZOGUHU-UHFFFAOYSA-N 0.000 abstract 1
- FLOFGABOWQIVBQ-UHFFFAOYSA-N C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(CO)O Chemical compound C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(C=C/C(=O)O)(=O)O.C(CO)O FLOFGABOWQIVBQ-UHFFFAOYSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 abstract 1
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003508 Dilauryl thiodipropionate Substances 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005639 Lauric acid Substances 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- 239000007983 Tris buffer Substances 0.000 abstract 1
- ZJLATTXAOOPYRU-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(CO)(CO)CO ZJLATTXAOOPYRU-UHFFFAOYSA-N 0.000 abstract 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 abstract 1
- WIHMDCQAEONXND-UHFFFAOYSA-M butyl-hydroxy-oxotin Chemical compound CCCC[Sn](O)=O WIHMDCQAEONXND-UHFFFAOYSA-M 0.000 abstract 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 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 abstract 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 abstract 1
- 239000012975 dibutyltin dilaurate Substances 0.000 abstract 1
- 235000019304 dilauryl thiodipropionate Nutrition 0.000 abstract 1
- LQRUPWUPINJLMU-UHFFFAOYSA-N dioctyl(oxo)tin Chemical compound CCCCCCCC[Sn](=O)CCCCCCCC LQRUPWUPINJLMU-UHFFFAOYSA-N 0.000 abstract 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 abstract 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 abstract 1
- TVMDUMQNXXNGMG-UHFFFAOYSA-N dodecyl 2-sulfanylacetate Chemical compound CCCCCCCCCCCCOC(=O)CS TVMDUMQNXXNGMG-UHFFFAOYSA-N 0.000 abstract 1
- ARNIBHATWCFIIK-UHFFFAOYSA-N dodecyl 3-sulfanylpropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCS ARNIBHATWCFIIK-UHFFFAOYSA-N 0.000 abstract 1
- 229940093476 ethylene glycol Drugs 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 150000002483 hydrogen compounds Chemical class 0.000 abstract 1
- OLAPPGSPBNVTRF-UHFFFAOYSA-N naphthalene-1,4,5,8-tetracarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1C(O)=O OLAPPGSPBNVTRF-UHFFFAOYSA-N 0.000 abstract 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 150000003385 sodium Chemical class 0.000 abstract 1
- 239000000600 sorbitol Substances 0.000 abstract 1
- 230000000087 stabilizing effect Effects 0.000 abstract 1
- 239000008117 stearic acid Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 abstract 1
- 229950006389 thiodiglycol Drugs 0.000 abstract 1
Classifications
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- 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
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)
Abstract
1,236,925. Stabilizing PVC. IMPERIAL CHEMICAL INDUSTRIES Ltd. 11 Sept., 1968 [27 Sept., 1967], No. 43933/67. Heading C3P. Polymer stabilizers are prepared by reacting (a) at least one mono-, di- or tri-hydrocarbyl (optionally substituted) tin compound; (b) at least one multi-functional active hydrogencontaining compound or dehydration product thereof; and (c) at least one mono-functional active hydrogen-containing compound provided that if (a) is monohydrocarbyl tin, (b) includes a difunctional compound and if (a) is not monohydrocarbyl tin (b) includes a trifunctional compound. In examples (a) is dibutyl tin oxide, dioctyl tin oxide, dibutyl tin dichloride, dibutyl tin dilaurate or butyl stannoic acid; (b) is trimethylolpropane tris-acid maleate, neopentyl glycol, trimethylolpropane, thiodiglycol or its bis-acid maleate, bis-(2-mercaptoethyl) sulphide, bis (hydroxyethylmercaptoethyl) sulphide, 2-mercaptoethanol, bis ethyleneglycol tris maleate, pentane diol, mercaptoethyl acid maleate, tetrakis (hydroxyethyl) ethylene diamine tetra-acid maleate, sorbitol hexa-acid maleate, a polyester from adipic acid and glycerol treated with maleic anhydride, bis - pentaerythritol heptamaleate, pentaerythritol monolaurate tris acid maleate, maleic anhydride, ethylene glycol bis-acid maleate, triethylene tetramaleate, bis trimethylol propane pentamaleate, and mixtures thereof; and (c) cyclohexyl acid maleate, lauric acid, lauryl alcohol, lauryl mercaptan, lauryl mercaptoacetate, lauryl 3-mercaptopropionate or 2-ethylhexyl mercaptoacetate. When the tin compound is a halide the active hydrogen compounds are used as the sodium derivatives. The products are incorporated into PVC together with stearic acid, dioctyl phthalate, and dilauryl thiodipropionate.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4393367A GB1236925A (en) | 1967-09-27 | 1967-09-27 | Stabilisers for polymeric compositions |
| NL6813849A NL6813849A (en) | 1967-09-27 | 1968-09-27 | |
| BE721561D BE721561A (en) | 1967-09-27 | 1968-09-27 | |
| FR167979A FR1581953A (en) | 1967-09-27 | 1968-09-27 | STABILIZING ORGANO-TIN COMPOSITIONS |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4393367A GB1236925A (en) | 1967-09-27 | 1967-09-27 | Stabilisers for polymeric compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1236925A true GB1236925A (en) | 1971-06-23 |
Family
ID=10431003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4393367A Expired GB1236925A (en) | 1967-09-27 | 1967-09-27 | Stabilisers for polymeric compositions |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE721561A (en) |
| FR (1) | FR1581953A (en) |
| GB (1) | GB1236925A (en) |
| NL (1) | NL6813849A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6919392B1 (en) * | 1978-08-29 | 2005-07-19 | Arkema Inc. | Stabilization of vinyl halide polymers |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2558729A1 (en) * | 1975-12-24 | 1977-07-14 | Hoechst Ag | NEW MERCAPTOCARBONIC ACID ESTERS AND THE PROCESS FOR THEIR PRODUCTION |
-
1967
- 1967-09-27 GB GB4393367A patent/GB1236925A/en not_active Expired
-
1968
- 1968-09-27 NL NL6813849A patent/NL6813849A/xx unknown
- 1968-09-27 BE BE721561D patent/BE721561A/xx unknown
- 1968-09-27 FR FR167979A patent/FR1581953A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6919392B1 (en) * | 1978-08-29 | 2005-07-19 | Arkema Inc. | Stabilization of vinyl halide polymers |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6813849A (en) | 1969-03-31 |
| BE721561A (en) | 1969-03-27 |
| FR1581953A (en) | 1969-09-19 |
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