GB791119A - New organo-tin compounds - Google Patents
New organo-tin compoundsInfo
- Publication number
- GB791119A GB791119A GB26074/54A GB2607454A GB791119A GB 791119 A GB791119 A GB 791119A GB 26074/54 A GB26074/54 A GB 26074/54A GB 2607454 A GB2607454 A GB 2607454A GB 791119 A GB791119 A GB 791119A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- carboxylic acid
- acid
- carbon atoms
- alkyl groups
- 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
- 239000002253 acid Substances 0.000 abstract 8
- 150000001732 carboxylic acid derivatives Chemical group 0.000 abstract 7
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 abstract 6
- 150000003839 salts Chemical class 0.000 abstract 5
- 150000007513 acids Chemical class 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 125000003700 epoxy group Chemical group 0.000 abstract 4
- 229920006395 saturated elastomer Polymers 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- -1 alkyl tin oxide Chemical compound 0.000 abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract 2
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 abstract 2
- 229920001971 elastomer Polymers 0.000 abstract 2
- XIRNKXNNONJFQO-UHFFFAOYSA-N ethyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC XIRNKXNNONJFQO-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 2
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 2
- 239000004800 polyvinyl chloride Substances 0.000 abstract 2
- 229910001887 tin oxide Inorganic materials 0.000 abstract 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000005642 Oleic acid Substances 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 1
- AWFFJJAOMMAGFE-BGSQTJHASA-L [dibutyl-[(z)-octadec-9-enoyl]oxystannyl] (z)-octadec-9-enoate Chemical compound CCCC[Sn+2]CCCC.CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O AWFFJJAOMMAGFE-BGSQTJHASA-L 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 229940040526 anhydrous sodium acetate Drugs 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
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- 229940067592 ethyl palmitate Drugs 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- 239000000944 linseed oil Chemical class 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical group C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07F7/2224—Compounds having one or more tin-oxygen linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
Abstract
The invention comprises dialkyl tin salts of mono- or di-basic, saturated or unsaturated carboxylic acids of from 3 to 20 carbon atoms, and the alkyl groups and/or the carboxylic acid residues containing at least one epoxide group. Suitable carboxylic acids specified include propionic, butyric, valeric, caproic, lauric, myristic, palmitic, stearic, malic, maleic, malonic, glutaric, adipic, glycidic, acrylic, vinylacetic, a -methacrylic, crotonic, oleic, ricinoleic, b -vinylacrylic, b -styrylacrylic, sorbic, and geranic acids, linseed oil acids and epoxy-acids derived from unsaturated acids. The salts are prepared by reacting a dialkyl tin oxide RR1SnO where R and R1 are alkyl groups, preferably containing not more than 12 carbon atoms with the selected carboxylic acid or acids, at least either the salt or the acid containing an epoxy group. Alternatively the alkyl tin oxide may be reacted with an unsaturated carboxylic acid and the ethylenic linkage in the salt epoxidized by means of peracetic acid. The so-formed alkyl tin salts may be used as stabilizers for polyvinyl chloride and other chlorine-containing resins, and rubber hydrochloride (see Groups IV (a) and V). In an an example dibutyl tin oxide is reacted with 9 : 10-epoxystearic acid to give di-butyl tin di(9 : 10-epoxystearate). The preparation of the same compound by peracetic acid epoxidation of dibutyl tin dioleate is also described. 9 : 10-Epoxystearic acid may be prepared by reacting oleic acid with peracetic acid in the presence of anhydrous sodium acetate.ALSO:Polyvinyl chloride compositions plasticized with di-(2-ethylhexylphthalate) and ethylpalmitate are stabilized by addition of a dialkyltin salt of a mono- or dibasic, saturated or unsaturated carboxylic acid of from 3 to 20 carbon atoms, the alkyl groups and/or the carboxylic acid residues containing at least one epoxide group. Dibutyltin-di(9 : 10-epoxystearate) is specified.ALSO:Rubber hydrochloride compositions are stabilized by addition of a dialkyltin salt of a mono- or di-basic, saturated or unsaturated carboxylic acid of from 3 to 20 carbon atoms, the alkyl groups and/or the carboxylic acid residues containing at least one epoxide group. Dibutyl tin di-(9 : 10-epoxystearate) is specified.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB26074/54A GB791119A (en) | 1954-09-08 | 1954-09-08 | New organo-tin compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB26074/54A GB791119A (en) | 1954-09-08 | 1954-09-08 | New organo-tin compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB791119A true GB791119A (en) | 1958-02-26 |
Family
ID=10237938
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26074/54A Expired GB791119A (en) | 1954-09-08 | 1954-09-08 | New organo-tin compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB791119A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3095427A (en) * | 1958-12-03 | 1963-06-25 | Union Carbide Corp | Hydrocarbyltin salts of epoxyalkylsubstituted succinic acids |
DE1158974B (en) * | 1960-06-02 | 1963-12-12 | Akad Wissenschaften Ddr | Process for the preparation of organotin compounds containing epoxy groups |
US3117147A (en) * | 1961-01-25 | 1964-01-07 | Dow Chemical Co | Organo-metal chelates of polyamino polyacetic acids |
US3120550A (en) * | 1960-05-27 | 1964-02-04 | Dow Chemical Co | Organo-tin and lead chelates |
US3152155A (en) * | 1960-01-04 | 1964-10-06 | Dow Chemical Co | Insoluble chelates of divalent tin, germanium, and lead |
US3214453A (en) * | 1960-08-25 | 1965-10-26 | Nease Chemical Company Inc | Bis-tributyltin carbonate and a method for the preparation thereof |
US3232905A (en) * | 1958-12-03 | 1966-02-01 | Union Carbide Corp | Vinyl halide resins stabilized with hydrocarbyl tin epoxy-alkyl succinates |
US3264256A (en) * | 1956-07-20 | 1966-08-02 | M & T Chemicals Inc | Vinyl chloride polymers containing epoxidized organotin compounds as stabilizers |
-
1954
- 1954-09-08 GB GB26074/54A patent/GB791119A/en not_active Expired
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3264256A (en) * | 1956-07-20 | 1966-08-02 | M & T Chemicals Inc | Vinyl chloride polymers containing epoxidized organotin compounds as stabilizers |
US3095427A (en) * | 1958-12-03 | 1963-06-25 | Union Carbide Corp | Hydrocarbyltin salts of epoxyalkylsubstituted succinic acids |
US3232905A (en) * | 1958-12-03 | 1966-02-01 | Union Carbide Corp | Vinyl halide resins stabilized with hydrocarbyl tin epoxy-alkyl succinates |
US3152155A (en) * | 1960-01-04 | 1964-10-06 | Dow Chemical Co | Insoluble chelates of divalent tin, germanium, and lead |
US3120550A (en) * | 1960-05-27 | 1964-02-04 | Dow Chemical Co | Organo-tin and lead chelates |
DE1158974B (en) * | 1960-06-02 | 1963-12-12 | Akad Wissenschaften Ddr | Process for the preparation of organotin compounds containing epoxy groups |
US3214453A (en) * | 1960-08-25 | 1965-10-26 | Nease Chemical Company Inc | Bis-tributyltin carbonate and a method for the preparation thereof |
US3117147A (en) * | 1961-01-25 | 1964-01-07 | Dow Chemical Co | Organo-metal chelates of polyamino polyacetic acids |
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