Acyl capped quinone-coupled polyphenylene oxides

• US 4,165,422 A
• Filed: 05/26/1977
• Issued: 08/21/1979
• Est. Priority Date: 05/26/1977
• Status: Expired due to Term

• Current Assignee: General Electric Company
• Original Assignee: General Electric Company
• Inventors: White, Dwain M.
• Primary Examiner(s): Lee, Lester L.
• Application Number:
  US05/800,644
• Time in Patent Office: 817 Days
• Field of Search: 260/47 ET, 528/212, 528/213, 528/214, 528/215
• US Class Current: 525/397
• CPC Class Codes: C08G 65/485 Polyphenylene oxides

Abstract

New polymers comprising acyl capped quinone-coupled polyphenylene oxides are described. The resulting new polymers have improved color and in combination with styrene resins provide thermoplastic compositions having improved chemical and physical properties.

Claims

1. An acyl capped quinone-coupled polyphenylene oxide of the formula:

##STR5## wherein independently each --OEO-- is a divalent quinone residue, E is a divalent arene radical, either a or b is at least equal to 1, R'"'"' is hydrogen, a hydrocarbon radical, a halohydrocarbon radical having at least 2 carbon atoms between the halogen atoms and phenol nucleus, a hydrocarbonoxy radical, or a halohydrocarbonoxy radical having at least two carbon atoms between the halogen atoms and phenol nucleus, R" being the same as R'"'"' and, in addition, halogen, and R is an alkyl, cycloalkyl or aryl radical.

2. A claim 1 compound, wherein --OEO-- is of the formula:

##STR6## wherein R'"'"' and R" are as defined hereinbefore.

3. A claim 1 compound, wherein the sum of a plus b is at least equal to 10.

4. A claim 1 compound, wherein the sum of a plus b is equal to 40 to 500.

5. A claim 1 compound, wherein each R'"'"' is hydrogen, a hydrocarbon radical, or a halohydrocarbon radical.

6. A claim 5 compound, wherein each R and R'"'"' is a methyl radical and R" is hydrogen.

7. A process for capping quinone-coupled polyphenylene oxides which comprises contacting quinone-coupled polyphenylene oxides with a capping agent selected from the class consisting of monoacyl halides, monosulfonyl halides, anhydrides of monocarboxylic acids, alkyl halides, or dialkylsulfates, wherein said contacting is carried out at a temperature within the range of from about 0°

-150°

C. in the presence of a water soluble base and a catalytic phase transfer agent.

8. A claim 7 process, wherein the quinone-coupled polyphenylene oxide is of the formula ##STR7## wherein independently each --OEO-- is a divalent quinone residue, E is a divalent arene radical, either a or b is at least equal to 1, R'"'"' is hydrogen, a hydrocarbon radical, a halohydrocarbon radical having at least 2 carbon atoms between the halogen atoms and phenol nucleus, a hydrocarbonoxy radical, or a halohydrocarbonoxy radical having at least two carbon atoms between the halogen atoms and phenol nucleus, R" being the same as R'"'"' and, in addition, halogen, and wherein the monoacyl halides, monosulfonyl halides, anhydrides of monocarboxylic acids, alkyl halides, and dialkylsulfates are of the formulae, respectively:

##STR8## including mixtures thereof, wherein R is alkyl, cycloalkyl, aryl or mixtures thereof, and X is chlorine, bromine, fluorine, or iodine.

9. A claim 8 process, wherein the water soluble base is selected from alkali metal or alkaline earth metal hydroxide or carbonate bases and the catalytic phase transfer agent is selected from quaternary ammonium, quaternary phosphonium, tertiary sulfonium compounds or mixtures thereof.

10. A claim 9 process, wherein R'"'"' is hydrogen, a hydrocarbon or a halohydrocarbon radical and the sum of a plus b is at least 10.

11. A claim 10 process, wherein each R'"'"' is a hydrocarbon radical and the sum of a plus b is 40 to 170.

12. A claim 11 process, wherein each R and R'"'"' is a methyl radical.