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US 4,868,256 AGranted
Process for the production of 3-mono or 3,5-disubstituted-4-acetoxystyrene its polymerization, and hydrolysis
AssigneeHoechst Celanese Corporation
InventorsMohammad Aslam, Richard Vicari, Ralph Dammel, Juergen Lingnau, Karl-Friedrich Doessel
Life of this patent
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Abstract
The present invention relates to a process for the production of 3-mono or 3,5-disubstituted-4-acetoxystyrene wherein the 3- or 3,5-substitution is independently C.sub.1 to C.sub.10 alkyl, chlorine, bromine, iodine, --NO.sub.2, --NH.sub.2, or --SO.sub.3 H, a process for its polymerization, hydrolysis, and use in a variety of compositions.
Claims17
A process for the production of poly(3-mono or 3,5-disubstituted-hydroxystyrene) which comprises:
- (a) acylating phenol to produce 4-hydroxyacetophenone;
- and
- (b) reacting the 4-hydroxyacetophenone with a reagent under conditions to form 3-mono or 3,5-disubstituted-4-hydroxyacetophenone;
- and
- (c) esterifying the 3-mono or 3,5-disubstituted-4-hydroxyacetophenone to form 3-mono or 3,5-disubstituted-4acetoxyacetophenone;
- and
- (d) reducing the 3-mono or 3,5-disubstituted-4-acetoxyacetophenone with a sufficient amount of a reducing agent to produce 1-(3'-mono or 3',5'-disubstituted-4'-acetoxyphenyl)ethanol;
- and
- (e) dehydrating the 1-(3'-mono or 3',5'-disubstituted-4'-acetoxyphenyl)ethanol to produce 3-mono or 3,5-disubstituted-acetoxystyrene;
- and
- (f) hydrolyzing the 3-mono or 3,5-disubstituted-acetoxystyrene to form 3-mono or 3,5-disubstituted-hydroxystyrene;
- and
- (g) free radical polymerizing the 3-mono or 3,5-disubstituted-hydroxystyrene to form poly(3-mono or 3,5-disubstitutedhydroxystyrene) having a molecular weight in the range of from about 1,000 to about 500,000;
- wherein said substitutions are selected from the group consisting of Cl, Br, I, NO.sub.2, NH.sub.2, SO.sub.3 H, or C.sub.1 -C.sub.10 alkyl.
11 more elements
A process for the production of poly(3-mono or 3,5-disubstituted-hydroxystyrene) which comprises:
- (a) acylating phenol to produce 4-hydroxyacetophenone;
- and
- (b) reacting the 4-hydroxyacetophenone with a reagent under conditions to form 3-mono or 3,5-disubstituted-4hydroxyacetophenone;
- and
- (c) esterifying the 3-mono or 3,5-disubstituted-4-hydroxyacetophenone to form 3-mono or 3,5-disubstituted-4acetoxyacetophenone;
- and
- (d) reducing the 3-mono or 3,5-disubstituted-4-acetoxyacetophenone with a sufficient amount of a reducing agent to produce I-(3'-mono or 3',5'-disubstituted-4'-acetoxyphenyl)ethanol;
- and
- (e) dehydrating the 1-(3'-mono or 3',5'-disubstituted-4'-acetoxyphenyl)ethanol to produce 3-mono or 3,5-disubstituted-acetoxystyrene
- (f) free radical polymerizing the 3-mono or 3,5-disubstituted-acetoxystyrene to form poly(3-mono or 3,5-disubstituted-acetoxystyrene) having a molecular weight in the range of from about 1,000 to about 800,000;
- (g) hydrolyzing the poly(3-mono or 3,5-disubstituted-acetoxystyrene) to form poly(3-mono or 3,5-disubstituted-hydroxystyrene) having a molecular weight in the range of from about 1,000 to about 500,000;
- wherein said substitutions are selected from the group consisting of Cl, Br, I, NO.sub.2, NH.sub.2, SO.sub.3 H, or C.sub.1 -C.sub.10 alkyl.
9 more elements
Dependencies are inferred from the claim text.