Process for the preparation of siloxane-oxyalkylene copolymers

• US 6,372,874 B1
• Filed: 12/04/1998
• Issued: 04/16/2002
• Est. Priority Date: 12/04/1998
• Status: Expired due to Term

• Current Assignee: General Electric Company
• Original Assignee: Crompton Corporation (Lanxess AG)
• Inventors: Cameron, Rudolph A.
• Primary Examiner(s): Dawson, Robert
• Assistant Examiner(s): Robertson, Jeffrey B.
• Application Number:
  US09/205,083
• Time in Patent Office: 1,229 Days
• Field of Search: 528/15, 528/21, 528/31, 528/33
• US Class Current: 528/21
• CPC Class Codes: C08G 77/46 containing polyether sequences

Abstract

This invention disclosure describes an improved process for the preparation of siloxane-oxyalkylene copolymers via hydrosilation of unsaturated polyethers with organohydrogensiloxanes in the presence of hydroxyl, carbonyl, or ether-functional amines as buffer-catalyst modifiers for noble metal hydrosilation catalysts. The common side reactions such as dehydrocondensation and acetal formation are significantly reduced or eliminated, by the use of these amines, without reduction in hydrosilation rates.

Claims

1. A process for preparing siloxane-oxyalkylene copolymers comprising the steps of:

reacting (i) an organohydrogen-polysiloxane having the average formula;

2. A process for preparing siloxane-oxyalkylene copolymers comprising the steps of:

reacting (i) an organohydrogen-polysiloxane and (ii) an unsaturated polyoxyalkylene, in the presence of (iii) an amine selected from the group consisting of N,N-dimethylamino-2-propanol, N,N-diethylamino-2-propanol, 5-N,N-diethylamino-2-pentanol, 2-(N,N-diethylamino)ethanol vinyl ether, methyl 3-(N,N-dimethylamino)propionate, (N,N-diethylamino)acetone, 2-(N-methylamino)ethanol, 2-(N-propylamino)ethanol, 1-amino-2-propanol, 2-aminobutanol, N,N-(diethylamino)acetone, (N,N-diethylamino-3-butanone and 3-(N,N-dimethylamino)-1-propanol; and

(iv) a catalytically effective amount of a noble hydrosilation catalyst.

3. A process for preparing siloxane-oxyalkylene copolymers comprising reacting (i) an organohydrogen-polysiloxane and (ii) an unsaturated polyoxyalkylene, in the presence of (iii) an amine which has a boiling point no higher than 220°

C. at atmospheric pressure and (iv) a catalytically effective amount of a noble hydrosilation catalyst wherein the amine and the noble hydrosilation catalyst are combined prior to addition to the organohydrogen-polysiloxane and the unsaturated polyoxyalkylene.

4. A process for preparing siloxane-oxyalkylene copolymers comprising reacting (i) an organohydrogen-polysiloxane and (ii) an unsaturated polyoxyalkylene, in the presence of (iii) N,N-(dimethylamino)-2-propanol and (iv) a catalytically effective amount of a chloroplatinic acid wherein the N,N-(dimethylamino)-2-propanol and the chloroplatinic acid are combined prior to addition to the organohydrogen-polysiloxane and the unsaturated polyoxyalkylene.

5. A process for preparing siloxane-oxyalkylene copolymers comprising reacting (i) an organohydrogen-polysiloxane and (ii) an unsaturated polyoxyalkylene, in the presence of (iii) an amine selected from the group consisting of N,N-(dimethylamino)-2-propanol;

N,N-(diethylamino)-2-propanol;

3-(N,N-dimethylamino)-1-propanol, 5-(N,N-dimethylamino)-2-pentanol, 2-(N-methylamino) ethanol, 2-(N-propylamino)ehtanol, 1-amino-2-propanol and 2-aminobutanol, and (iv) a catalytically effective amount of a noble hydrosilation catalyst comprising a compound containing platinum, or (v) prereacted complex of the amine and the catalyst.

6. A process for preparing siloxane-oxyalkylene copolymers comprising reacting (i) an organohydrogen-polysiloxane and (ii) an unsaturated polyoxyalkylene, in the presence of (iii) an amine comprising 3-(N,N-dimethylamino)propionate, and (iv) a catalytically effective amount of a noble hydrosilation catalyst comprising a compound containing platinum, or (v) a pre-reacted complex of the amine and the catalyst.

7. A process for preparing siloxane-oxyalkylene copolymers comprising reacting (i) an organohydrogen-polysiloxane and (ii) an unsaturated polyoxyalkylene, in the presence of (iii) an amine selected from the group consisting of (N,N-dimethylamino)acetone, (N,N-diethylamino)acetone and (N,N-diethylamino)-3-butanone, and (iv) a catalytically effective amount of a noble hydrosilation catalyst comprising a compound containing platinum, or (v) a pre-reacted complex of the amine and the catalyst.