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US4450261A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of low molecular weight styrene-maleic anhydride copolymers and sulfonated copolymers thereof

Assignee: Ingredion Inc
•
Filing: 1983-02-22
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Granted: 1984-05-22
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Expires: 2003-02-22
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Abstract

Abstract Styrene and maleic anhydride monomers are copolymerized in 1,2-dichloroethane employing 3-mercaptopropionic acid or methyl-3-mercaptopropionate chain transfer agents producing an odorless copolymer in the molecular weight range of about 500 to 10,000 which remains soluble in the solvent. The resultant copolymer may be conveniently sulfonated in the 1,2-dichloroethane solvent used for the polymerization thereby producing an odorless sulfonated copolymer.

Inventors

  • 👤 Wen B. Chiao
  • 👤 Dilip K. Ray-Chaudhuri

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 08:26
CPC Classifications
C; C08; C08F; C08F222/00; C08F222/04; C08F222/06; C08F222/08; C08F8/00; C08F8/34; C08F8/36; C08F8/44; C08F2800/00; C08F2800/10

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 102 words
An improved process for preparing a copolymer of styrene and maleic anhydride in the molecular weight range of about 500 to 10,000 by polymerizing styrene and maleic anhydride monomers in a molar ratio of about 1:1 to 9:1 in 1,2-dichloroethane at 70°-100° C. in the presence of a free radical generating polymerization catalyst and a mercaptan chain transfer agent, wherein the improvement comprises carrying out the polymerization in the presence of about 0.5-5%, based on the weight of the monomers, of 3-mercaptopropionic acid or methyl-3-mercaptopropionate as the chain transfer agent, whereby a substantially odorless copolymer which remains soluble in said 1,2-dichloroethane results.
Claim 2
Dependent Claim 102 words
An improved process for preparing a copolymer of styrene and maleic anhydride in the molecular weight range of about 500 to 10,000 by polymerizing styrene and maleic anhydride monomers in a molar ratio of about 1:1 to 9:1 in 1,2-dichloroethane at 70°-100° C. in the presence of a free radical generating polymerization catalyst and a mercaptan chain transfer agent, wherein the improvement comprises carrying out the polymerization in the presence of about 0.5-5%, based on the weight of the monomers, of 3-mercaptopropionic acid or methyl-3-mercaptopropionate as the chain transfer agent, whereby a substantially odorless copolymer which remains soluble in said 1,2-dichloroethane results.
Claim 3
Dependent Claim 136 words
An improved process for preparing a sulfonated copolymer of styrene and maleic anhydride by polymerizing styrene and maleic anhydride monomers in a molar ratio of about 1:1 to 9:1 in 1,2-dichloroethane at 70°-100° C. in the presence of a free radical generating polymerization catalyst and a mercaptan chain transfer agent yielding a copolymer in the molecular weight range of about 500 to 10,000, sulfonating the resulting copolymer of styrene and maleic anhydride in said 1,2-dichloroethane, and recovering the resultant precipitated sulfonated copolymer, wherein the improvement comprises carrying out the polymerization in the presence of about 0.5-5%, based on the weight of the monomers, of 3-mercaptopropionic acid or methyl-3-mercaptopropionate as the chain transfer agent, whereby a substantially odorless and soluble copolymer of styrene and maleic anhydride is formed and results in a substantially odorless copolymer after sulfonation.
Claim 4
Dependent Claim 136 words
An improved process for preparing a sulfonated copolymer of styrene and maleic anhydride by polymerizing styrene and maleic anhydride monomers in a molar ratio of about 1:1 to 9:1 in 1,2-dichloroethane at 70°-100° C. in the presence of a free radical generating polymerization catalyst and a mercaptan chain transfer agent yielding a copolymer in the molecular weight range of about 500 to 10,000, sulfonating the resulting copolymer of styrene and maleic anhydride in said 1,2-dichloroethane, and recovering the resultant precipitated sulfonated copolymer, wherein the improvement comprises carrying out the polymerization in the presence of about 0.5-5%, based on the weight of the monomers, of 3-mercaptopropionic acid or methyl-3-mercaptopropionate as the chain transfer agent, whereby a substantially odorless and soluble copolymer of styrene and maleic anhydride is formed and results in a substantially odorless copolymer after sulfonation.
Claim 5
Dependent Claim 13 words
The process of claim 1 wherein the polymerization is conducted between 85°-95° C.
Claim 6
Dependent Claim 36 words
The process of claim 1 wherein said chain transfer agent is used in an amount of 1-3% based on the weight of the monomers and the copolymer has a molecular weight of from 1,000 to 4,000.
Claim 7
Dependent Claim 14 words
The process of claim 1 wherein said free radical generating polymerization catalyst is azoisobutyronitrile.
Claim 8
Dependent Claim 15 words
The process of claim 1 wherein said free radical generating polymerization catalyst is 2,2'-azobis (2-methyl-pentanenitrile).
Claim 9
Dependent Claim 18 words
The process of claim 1 wherein said molar ratio of styrene to maleic anhydride is 1:1 to 3:1.
Claim 10
Dependent Claim 11 words
The process of claim 1 wherein the styrene is α-methyl styrene.
Claim 11
Dependent Claim 11 words
The process of claim 1 wherein the styrene is vinyl toluene.
Claim 12
Dependent Claim 16 words
The process of claim 1 wherein the copolymer is recovered by distilling off the dichloroethane solvent.
Claim 13
Dependent Claim 13 words
The process of claim 2 wherein the polymerization is conducted between 85°-95° C.
Claim 14
Dependent Claim 39 words
The process of claim 2 wherein said chain transfer agent is used in an amount of 1-3% based on the weight of the monomers and the copolymer prior to sulfonation has a molecular weight of from 1,000 to 4,000.
Claim 15
Dependent Claim 14 words
The process of claim 2 wherein said free radical generating polymerization catalyst is azoisobutyronitrile.
Claim 16
Dependent Claim 15 words
The process of claim 2 wherein said free radical generating polymerization catalyst is 2,2'-azobis (2-methyl-pentanenitrile).
Claim 17
Dependent Claim 18 words
The process of claim 2 wherein said molar ratio of styrene to maleic anhydride is 1:1 to 3:1.
Claim 18
Dependent Claim 11 words
The process of claim 2 wherein the styrene is α-methyl styrene.
Claim 19
Dependent Claim 11 words
The process of claim 2 wherein the styrene is vinyl toluene.
Claim 20
Dependent Claim 18 words
The process of claim 2 wherein said sulfonated copolymer is neutralized with sodium carbonate and recovered by filtration.
Claim 21
Dependent Claim 31 words
The process of claim 2 wherein water is added after sulfonation such that the sulfonated copolymer dissolves in the water and is separated and recovered in aqueous phase from the dichloroethane.

References Cited (Backward Citations)

US2606891A Cited
US2635090A Cited
US3085994A Cited
US3072619A Cited
US3388109A Cited
US3960824A Cited
US3730900A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-05-22 1987-11-21 1988-05-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-05-22 1991-11-21 1992-05-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-05-22 1995-11-21 1996-05-22 $7700.00 Window Closed / Lapsed

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