GB1003201A - Improvements in or relating to the manufacture of polyurethanes - Google Patents
Improvements in or relating to the manufacture of polyurethanesInfo
- Publication number
- GB1003201A GB1003201A GB1035163A GB1035163A GB1003201A GB 1003201 A GB1003201 A GB 1003201A GB 1035163 A GB1035163 A GB 1035163A GB 1035163 A GB1035163 A GB 1035163A GB 1003201 A GB1003201 A GB 1003201A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphate
- dimethyl
- stannous
- ether
- dioxan
- 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
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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/24—Catalysts containing metal compounds of 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 System
- C07F7/003—Compounds containing elements of Groups 4 or 14 of the Periodic System without C-Metal linkages
Abstract
A process for the manufacture of polyurethanes by the reaction of organic polyisocyanates with hydroxyl group containing polymers is characterized in that the said reaction is carried out in the presence of a complex compound of a stannous salt with an organic ligand which is an ether, a substituted amide a triester of phosphoric acid or a sulphoxide, provided that such a ligand contains no grouping reactive with an isocyanate group. The stannous salt may be the chloride, bromide, fluoride, sulphate, orthophosphate, hypophosphite, octaphosphate, oxalate, tartrate, acetate, butyrate, hexoate, octoate, oleate or p-toluene sulphonate. Suitable ethers are: di-n-propyl ether, di-n-butyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, dioxan, tetrahydrofuran, tetrahydropyran, ethylene propylene and butylene oxides. Substituted amides may be: dimethyl and diethyl formamides, dimethylacetamide and N-methylacetamide. Suitable triesters of phosphoric acid are tri-n-butyl phosphate, tri-(b -chloroethyl) phosphate, triethylphosphate, triphenyl phosphate, dimethylethyl phosphate, tribenzyl phosphate and tricyclohexyl phosphate. Sulphoxides mentioned are: dimethyl, diethyl and dibutyl sulphoxides. The polyurethane may be derived from a polyether, polyester or polyesteramide which may have a molecular weight of 200-5000. Many conventional polyisocyanates are listed. Foamed polyurethanes may be prepared by use of a conventional blowing agent. Polymers having mainly secondary hydroxyl groups e.g. those derived from propylene glycol, 13-butylene glycol or glycerol are suitable for foam preparation. A large number of tertiary cyclic amines for use as catalysts are listed. In a typical Example (10) a mixture of oxypropylated glycerol, siloxane foam stabilizer, 4-dimethyl amino-pyridine, water and various tin complexes were mixed with tolylene diisocyanate to form a foam. The tin complexes used were those of stannous chloride with tetrahydrofuran, dioxan, diethylen glycol dimethyl ether, tributyl phosphate, tri-(b -chloro-ethyl) phosphate, dimethyl formamide, dimethyl sulphoxide and stannous sulphate with dioxan.ALSO:Complex compounds of a stannous salt with an organic ligand which is an ether, a substituted amide, a triester of phosphoric acid or a sulphoxide, provided that such ligand contains no grouping reactive with an isocyanate group are used to catalyse polyurethane formation. The stannous salt may be the chloride, bromide, fluoride, sulphate, or the phosphate, hypophosphite, metaphosphate, oxalate, tartrate, acetate, butyrate, hexoate, octoate, oleate or p-toluene sulphonate. Suitable ethers are: di-n-propyl ether, di-n-butyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, dioxan, tetrahydrofuran, tetrahydropyran, and ethylene propylene and butylene oxides. Substituted amides may be: diethyl and dimethyl formamides, dimethyl acetamide and N-methyl acetamide. Suitable triesters of phosphoric acid are tri-n-butyl phosphate, tri - (b - chloroethyl)phosphate, triethylphosphate, triphenyl phosphate, dimethyl ethyl phosphate, tribenzyl phosphate and tricyclohexyl phosphate. Sulphoxides mentioned are: dimethyl, diethyl and dibutyl sulphoxides. Examples describe the preparation of complexes of stannous chloride with (1) dioxan, (2) tetrahydrofuran, (4) diethylene glycol dimethyl ether, (5) tributyl phosphate, (6) tri-(b -chloroethyl)phosphate; (7) and (8) dimethyl formamide, (9) dimethyl sulphoxide, (14) N,N-dimethylacetamide, (3) stannous sulphate and dioxan, (11) stannous acetate and dimethyl formamide, (12) stannous oxalate and dimethyl formamide, (13) stannous-p-toluene sulphonate and dimethyl formamide, (15) stannous chloride dihydrate and N,N-dimethyl acetamide.
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1035163A GB1003201A (en) | 1963-03-15 | 1963-03-15 | Improvements in or relating to the manufacture of polyurethanes |
GB1156765A GB1008002A (en) | 1963-03-15 | 1963-03-15 | Stannous salt complexes |
NL6402613A NL6402613A (en) | 1963-03-15 | 1964-03-12 | |
FR967416A FR1391255A (en) | 1963-03-15 | 1964-03-13 | Polyurethanes manufacturing process |
DEJ25464A DE1235576B (en) | 1963-03-15 | 1964-03-16 | Process for the production of optionally foamed polyurethanes |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1035163A GB1003201A (en) | 1963-03-15 | 1963-03-15 | Improvements in or relating to the manufacture of polyurethanes |
GB1156763 | 1963-03-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1003201A true GB1003201A (en) | 1965-09-02 |
Family
ID=26247463
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1156765A Expired GB1008002A (en) | 1963-03-15 | 1963-03-15 | Stannous salt complexes |
GB1035163A Expired GB1003201A (en) | 1963-03-15 | 1963-03-15 | Improvements in or relating to the manufacture of polyurethanes |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1156765A Expired GB1008002A (en) | 1963-03-15 | 1963-03-15 | Stannous salt complexes |
Country Status (4)
Country | Link |
---|---|
DE (1) | DE1235576B (en) |
FR (1) | FR1391255A (en) |
GB (2) | GB1008002A (en) |
NL (1) | NL6402613A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4085072A (en) * | 1975-12-18 | 1978-04-18 | M&T Chemicals Inc. | Process for preparing oxidatively stable polyurethane foam |
US4251636A (en) * | 1979-04-30 | 1981-02-17 | Texaco Development Corporation | Stannous halide complexes and their use in preparing polyurethane foams |
EP3575282A4 (en) * | 2017-01-27 | 2021-03-17 | Kyoto University | Complex and method for producing same |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2496107A1 (en) * | 1980-12-12 | 1982-06-18 | Texaco Development Corp | Stannous halide-alcohol complex gelling catalysts - for polyurethane prodn., low blowing activity, allowing prodn. of non-foamed prods. |
US4867892A (en) * | 1987-12-28 | 1989-09-19 | Exxon Research And Engineering Company | Antiwear additives for lubricating oils |
CN112851498B (en) * | 2020-12-31 | 2022-06-14 | 潍坊加易加生物科技有限公司 | Preparation method and application of stannous isooctenoate |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE584911A (en) * | 1958-11-24 |
-
1963
- 1963-03-15 GB GB1156765A patent/GB1008002A/en not_active Expired
- 1963-03-15 GB GB1035163A patent/GB1003201A/en not_active Expired
-
1964
- 1964-03-12 NL NL6402613A patent/NL6402613A/xx unknown
- 1964-03-13 FR FR967416A patent/FR1391255A/en not_active Expired
- 1964-03-16 DE DEJ25464A patent/DE1235576B/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4085072A (en) * | 1975-12-18 | 1978-04-18 | M&T Chemicals Inc. | Process for preparing oxidatively stable polyurethane foam |
US4251636A (en) * | 1979-04-30 | 1981-02-17 | Texaco Development Corporation | Stannous halide complexes and their use in preparing polyurethane foams |
EP3575282A4 (en) * | 2017-01-27 | 2021-03-17 | Kyoto University | Complex and method for producing same |
Also Published As
Publication number | Publication date |
---|---|
GB1008002A (en) | 1965-10-22 |
NL6402613A (en) | 1964-09-16 |
DE1235576B (en) | 1967-03-02 |
FR1391255A (en) | 1965-03-05 |
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