Preparation of unsaturated compounds by hydrolysis of xanthate-lewis acid complexes |
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申请号 | US3666738D | 申请日 | 1969-09-10 | 公开(公告)号 | US3666738A | 公开(公告)日 | 1972-05-30 |
申请人 | TEE PAK INC; | 发明人 | BURKE NOEL I; BRIDGEFORD DOUGLAS J; TURBAK ALBIN F; | ||||
摘要 | Simple and complex unsaturated compounds are prepared by decomposition of certain xanthate ester - Lewis acid complexes. Xanthate esters of the form: WHERE R is an alkyl function having at least one H in a position alpha to the R - O bond, (C)n is a linear alkyl function either substituted or unsubstituted, with n 1 - 3, X has a basicity greater than the FUNCTION AND COMPRISES A C or S containing functional group having at least one double or triple bond to a hetero atom, the functional group being connected to (C)n through C or S; are reacted with Lewis acids, either neat or in non-protonic nonaqueous solvents, to yield a Lewis acid complex of the esters. The Lewis acid - xanthate ester complex is decomposed by admixture with water or a protonic non-aqueous solvent, e.g. methanol, ethanol, etc., glycol, cellosolve, liquid ammonia, lower alkyl primary or secondary amines, aniline, etc., to yield an unsaturated derivative of R. | ||||||
权利要求 | 2. A method in accordance with claim 1 in which R is alkyl or cycloalkyl, either unsubstituted or containing inert substituents. 3. A method in accordance with claim 1 in which R is polymeric. 4. A method in accordance with claim 1 in which R is cellulose, starch, amylose, or polyvinyl alcohol. 5. A method in accordance with claim 1 in wHich the xanthate ester is a diester or polyester. 6. A method in accordance with claim 1 in which X is 7. A method in accordance with claim 1 in which R is polyvinyl alcohol and the unsaturated product is polyacetylene or a copolymer of acetylene and vinyl alcohol. 8. A method in accordance with claim 1 in which R is a copolymer of vinyl alcohol and acetylene and the unsaturated product is polyacetylene or a copolymer of vinyl alcohol and acetylene having a higher acetylene content than the initial reactant. 9. A method in accordance with claim 1 in which the xanthate ester complex is prepared by reacting a Lewis acid with a xanthate ester of the formula neat or in a non-aqueous solvent. 10. A method in accordance with claim 9 in which the Lewis acid is of a strength sufficient to complex preferentially with X and does not form a complex with the solvent which is as strong as the X:A complex. 11. A method in accordance with claim 1 in which R is cellulose, starch, amylose, or polyvinyl alcohol, (C)n is 12. A method in accordance with claim 11 in which R is cellulose. |
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