Hydrosilylation process and polymers produced by the process

• US 6,303,728 B1
• Filed: 03/03/2000
• Issued: 10/16/2001
• Est. Priority Date: 07/08/1997
• Status: Expired due to Fees

• Current Assignee: Kaneka Corporation
• Original Assignee: Kaneka Corporation
• Inventors: Hagimori, Shigeru, Yonezawa, Kazuya, Wachi, Syun, Tsuneishi, Koji, Yamanaka, Yoshimichi
• Primary Examiner(s): Moore, Margaret G.
• Assistant Examiner(s): Zimmer, Marc S.
• Application Number:
  US09/462,467
• Time in Patent Office: 592 Days
• Field of Search: 528/23, 528/25, 528/31, 528/15, 252/182.14, 252/182.3, 556/479
• US Class Current: 528/15
• CPC Class Codes: C08F 8/42 Introducing metal atoms or metal-containing groups

Abstract

The present invention has its object to provide an effective method of accelerating a hydrosilylation reaction.

This invention is related to a hydrosilylation reaction method which comprises carrying out the hydrosilylation reaction between a silicon compound (A) represented by the following general formula (1) and an alkenyl group-containing compound (B) in the presence of a Group VIII metal-containing catalyst (C) and a sulfur compound (D);

R_aX_bH_cSi  (1).

Claims

1. A hydrosilylation reaction method which comprises carrying out the hydrosilylation reaction between a silicon compound (A) represented by the following general formula (1) and an alkenyl group-containing compound (B) in the presence of a Group VIII metal-containing catalyst (C) and elemental sulfur;

2. The reaction method according to claim 1, wherein the silicon compound (A) represented by the general formula (1) is at least one compound selected from the class consisting of methyldichlorosilane, dimethoxymethylsilane, diethoxymethylsilane, trimethoxysilane and triethoxysilane.

3. The reaction method according to claim 1, wherein the alkenyl group-containing compound (B) is a polymer having a number average molecular weight of 500 to 200000.

4. The reaction method according to claim 1, wherein the Group VIII metal-containing catalyst (C) is at least one member selected from the class consisting of elemental platinum, chloroplatinic acid, a chloroplastinic acid-alcohol, aldehyde or ketone complex, a platinum-olefin complex, a platinum-vinylsiloxane complex, a platinum-phosphine complex, a platinum-phosphite complex, and those as immobilized on a solid support comprising alumina, silica or carbon black.

5. The reaction method according to claim 1, wherein the addition amount of elemental sulfur is 0.1 to 10 times as large as the molar quantity of said Group VIII metal-containing catalysts (C).

6. The reaction method according to claim 1, or wherein the addition amount of elemental sulfur is 0.002 to 0.1 times as large as the molar quantity of the alkenyl groups of said alkenyl group-containing compounds (B).

7. The reaction method according to claim 1, wherein the addition amount of elemental sulfur is 0.01 to 500 ppm based on the total weight of the reaction mixture.

8. The reaction method according to claim 1, which comprises currying out the reaction with further addition of a paraffinic plasticizer (E) having an average molecular weight of 200 to 800.

9. The reaction method according to claim 1, 2, 3, 4, 5, 6, 7 or 8, wherein the hydrosilylation reaction is conducted with the gas phase within a reactor containing not less than 0.1% of oxygen (F) and with further addition of an antioxidant (G).

10. The reaction method according to claim 1,

wherein said alkenyl group-containing compound (B) is an alkenyl group-containing polymer having a saturated hydrocarbon backbone chain as its backbone chain.

11. The reaction method according to claim 10, wherein the alkenyl group-containing compound (B) is allyl-terminated polyisobutylene.

12. The reaction method according to claim 2, wherein the alkenyl group-containing compound (B) is a polymer having a number average molecular weight of 500 to 200000.

13. The reaction method according to claim 2, wherein the Group VIII metal-containing catalyst (C) is at least one member selected from the class consisting of elemental platinum, chloroplatinic acid, a chloroplastinic acid-alcohol, aldehyde or ketone complex, a platinum-olefin complex, a platinum-vinylsiloxanc complex, a platinum-phosphlilne complex, a platinum-phosphatic complex, and those as immobilized on a solid support comprising alumina, silica or carbon black.

14. The reaction method according to claim 3, wherein the Group VIII metal-containing catalyst (C) is at least one member selected from the class consisting of elemental platinum, chloroplatinic acid, a chloroplastiic acid-alcohol, aldehyde or ketone complex, a platinum-olefin complex, a platinum-viniylsiloxanic complex, a platinum-phosphinie complex, a platinum-phosphite complex, and those as immobilized on a solid support comprising alumina, silica or carbon black.

15. The reaction method according to claim 2, wherein the addition amount of elemental sulfur is 0.1 to 10 times as large as the molar quantity of said Group VIII metal-containing catalysts (C).

16. The reaction method according to claim 3, wherein the addition amount of elemental sulfur is 0.1 to 10 times as large as the molar quantity of said Group VIII metal-containing catalysts (C).

17. The reaction method according to claim 4, wherein the addition amount of elemental sulfur is 0.1 to 10 times as large as the molar quantity of said Group VIII metal-containing catalysts (C).

18. The reaction method according to claim 2, wherein the addition amount of elemental sulfur is 0.002 to 0.1 times as large as the molar quantity of the alkenyl groups of said alkenoyl group-containing, compounds (B).