Process for the production of polymeric hydrocarbons with reactive silyl side groups

• US 3,920,714 A
• Filed: 03/19/1974
• Issued: 11/18/1975
• Est. Priority Date: 11/16/1972
• Status: Expired due to Term

• Current Assignee: Roland Streck
• Original Assignee: Roland Streck
• Inventors: Streck, Roland
• Primary Examiner(s): Shaver, Paul F.
• Application Number:
  US05/452,663
• Time in Patent Office: 609 Days
• Field of Search: 260/4R,23R,28.5R,33.6UA:41R,887,889,894,46.5R,8PS,88.1R,93.1,95R
• US Class Current: 556/457
• CPC Class Codes: C08C 19/28 Reaction with compounds containing carbon-to-carbon unsaturated bonds graft polymers C08F279/00
• CPC Class Codes: C08G 61/08 of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
• CPC Class Codes: C08J 5/08 glass fibres
• CPC Class Codes: C08L 101/10 containing hydrolysable silane groups
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 65/00 Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain C08L7/00 - C08L57/00, C08L61/00 take precedence; Compositions of derivatives of such polymers

Abstract

A process for the production of polymeric hydrocarbons having reactive silyl side groups, characterized in that cycloolefins which can be polymerized under ring opening, and which carry at least one reactive silyl group on the cycloolefin skeleton, are metathetically reacted either by themselves or with other cycloolefins which can be polymerized under ring opening and/or with hydrocarbon polymers having at least one unbranched double bond in the main chain, in the presence of metathetical catalyst.

Claims

1. A PROCESS FOR PREPARING POLYMERIC HYDROCARBONS HAVING HYDROLYZABLE SIDE GROUPS NON-TEMINALLY SUBSTITUTED ALONG THE POLYMER BACKBONE, WHICH COMPRISES METATHETICALLY REACTING A. A SILYLCYCLOOLEFIN CAPABLE OF BEING POLYMERIZED UNDER RING OPENING ANDHAVING AT LEAST ONE HYDROLYZABLE SILYL GROUP SUBSTITUTED ON THE CYCLOOLEFIN SKELETON AT A CARBON ATOM OTHER THAN THE CARBON ATOMS FORMING THE OLEFINIC BOND WITH AT LEAST ONE OF B. A POLYMERIC HYDROCARBON HAVING AT LEAST ONE UNBRANCHED DOUBLE BOND IN THE POLYMER BACKBONE, OR C. A CYCLOOLEFINIC HYDROCARBON CAPABLE OF COPOLYMERIZATION UNDER RING OPENING WITH SAID SILYLCYCLOOLEFIN.

2. A process according to claim 1, wherein the reaction is conducted at a temperature between about -50* and + 80*C.

3. A process according to claim 1, wherein the hydrolyzable silyl group is a halogen atom.

4. A process according to claim 3, wherein the halogen atom is chlorine.

5. A process according to claim 1, wherein the hydrolyzable silyl group is an alkoxy, carboxy or a ketoxime group.

6. A process according to claim 5, conducted in the presence of sufficient Lewis acid to compensate for the electron donor function of the hydrolyzable group.

7. A process according to claim 6, wherein about 1-1.5 mol of Lewis acid is employed per mol of silicone.

8. A process according to claim 7, wherein the Lewis acid is a component of the metathetical catalyst.

9. A process according to claim 8, wherein an alkyl aluminum, alkyl aluminum halide or aluminum halide is employed as the Lewis acid.

10. A process according to claim 1, wherein 0.5-5 mol percent of silycycloolefin is employed per 1 mol of hydrocarbon.

11. A process according to claim 1, wherein 5-20 mol percent of silylcycloolefin is employed per 1 mol of hydrocarbon.