Process for capping polyphenylene oxide

• US 4,048,143 A
• Filed: 09/15/1975
• Issued: 09/13/1977
• Est. Priority Date: 02/11/1974
• Status: Expired due to Term

• Current Assignee: General Electric Company
• Original Assignee: General Electric Company
• Inventors: Hay, Allan S., White, Dwain M.
• Primary Examiner(s): Lee, Lester L.
• Application Number:
  US05/613,072
• Time in Patent Office: 729 Days
• Field of Search: 260/47 ET, 260/49
• US Class Current: 525/397
• CPC Class Codes: C08G 65/485 Polyphenylene oxides

Abstract

A process is disclosed which provides for the reduction of the occurrence of oxidative and/or thermal degradation of polyphenylene oxides by contacting the oxides with a capping agent in the presence of a water soluble base, a catalytic phase transfer agent, and, optionally, an effective organic phase reducing agent. The resulting capped polyphenylene oxides can be used to prepare improved articles of manufacture using conventional techniques such as molding, vacuum forming, extrusion, etc.

Claims

1. A process comprising contacting a polyphenylene oxide with a capping agent selected from the class consisting of monoacyl halides of the formula ##STR6## hydrocarbon monosulfonyl halides of the formula R--SO₂ --X, anhydrides of monocarboxylic acids of the formula ##STR7## alkyl halides of the formula R-X, dialkyl sulfates of the formula R--O--SO₂ --O--R, wherein R is alkyl, cycloalkyl, or mixtures thereof, X is chlorine, bromine, fluorine or iodine, wherein the mole ratio of capping agent to hydroxyl group per polymer unit is within the range of from about 0.5:

1 to about 10;

1 and wherein said contacting is carried out at a temperature within the range of from about 0°

to about 100°

C. in the presence of (1) a water soluble base selected from the class consisting of alkali metal and alkaline earth metal hydroxide or carbonate bases, (2) a catalytic phase transfer agent, and optionally, (3) an effective organic phase reducing agent.

2. A process comprising contacting a polyphenylene oxide with a capping agent selected from the class consisting of monoacyl halides of the formula ##STR8## hydrocarbon monosulfonyl halides of the formula R-SO₂ -X, anhydrides of monocarboxylic acids of the formula ##STR9## alkyl halides of the formula R--X, dialkyl sulfates of the formula R--O--SO₂ --O--R, wherein R is alkyl, cycloalkyl, or mixtures thereof, X is chlorine, bromine, fluorine or iodine, wherein the mole ratio of capping agent to hydroxyl group per polymer unit is within the range of from about 0.5:

1 to about 1;

1 and wherein said contacting is carried out at a temperature within the range of from about 15°

to about 80°

C. in the presence of (1) a water soluble base selected from the class consisting of alkali metal and alkaline earth metal hydroxide or carbonate bases, (2) a catalytic phase transfer agent, and optionally, (3) an effective organic phase reducing agent.

3. The claim 2 process, wherein the process sequence comprises contacting sequentially the polyphenylene oxide reaction mixture with -- first -- an effective organic phase reducing agent and a water soluble base, and -- second -- with a capping agent.

4. The claim 3 process, wherein the amount of capping agent present is an amount sufficient to react with substantially all of the hydroxyl groups contained by polymer units, any unreacted phenolic compounds and other low molecular weight oligomers.

5. The claim 4 process, wherein said polyphenylene oxide is 2,6-dimethyl-1,4-polyphenylene oxide, said catalytic phase transfer agent is selected from quaternary ammonium compounds, quaternary phosphonium compounds, tertiary sulfonium compounds, or mixtures thereof, said base is an alkali metal water soluble base, and said capping agent is acetic anhydride.

6. The claim 4 process, further comprising recovering the resulting capped polyphenylene oxide.

7. The claim 6 process, wherein said recovering is carried out at temperatures within the range of from about 0°

to about 50°

C.

8. A process in accordance with claim 2, wherein the process sequence comprises contacting sequentially:

(1) a polyphenylene oxide reaction mixture and an effective organic phase reducing agent which contains cations selected from quaternary ammonium, quaternary phosphonium and tertiary sulfonium ions and an anion selected from dithionite, dithiosulfate and borohydride ions, (2) a water soluble base, and (3) a capping agent.