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US4057533A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparation of quaternized cationic vinyllactam-acrylamide copolymers

Assignee: ISP Investments LLC
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Filing: 1975-10-29
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Granted: 1977-11-08
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Expires: 1995-10-29
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Abstract

Abstract A composition of matter which is useful as a flocculant for aqueous dispersions containing suspended solid particles and as a filler retention aid in paper-making, consisting essentially of quaternized cationic vinyllactam-acrylamide copolymer containing the following recurring units in a random distribution: ##STR1## wherein R is selected from the group consisting of hydrogen, methyl and ethyl; R 1 is selected from the group consisting of hydrogen and methyl; R 2 and R 3 are selected from the group consisting of alkyl of 1 to 4 carbon atoms, hydroxyalkyl of 1 to 4 carbon atoms and together may represent the residue of a cyclic secondary amine, e.g., morpholine; R 4 is selected from the group consisting of alkyl of 1 to 6 carbon atoms or benzyl radicals (10-100%) and hydrogen (0-90%); and X represents an anion such as chloride, bromide, sulfate, methyl sulfonate, etc.; and Z is selected from the group consisting of hydrogen and the group ##STR2## wherein R 2 , R 3 and R 4 are as defined above; n is a positive integer of from 1 to 3; a represents a range of 30 to 95% by weight of the lactam moiety in said copolymer; b represents a range of 5 to 70% by weight of the acrylamide moiety in said copolymer; and the relative viscosity of said copolymer is from about 5 to about 50 as measured using 1 gram of copolymer in solution in 100 ml. of water at 25° C., and the process of making and using same.

Inventors

  • 👤 Eugene V. Hort
  • 👤 Earl P. Williams

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 23:15
CPC Classifications
D; D21; D21H; D21H17/00; D21H17/20; D21H17/33; D21H17/34; D21H17/41; D21H17/44; D21H17/45; D21H17/455; C; C08; C08F; C08F8/00; C08F8/44

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 344 words
The process which comprises the steps sequentially in combination: A. copolymerizing between about 30 and 95 percent by weight of a N-vinyllactam having the formula: ##STR6## wherein R is hydrogen, methyl or ethyl and n is an integer of 1 to 3, with between about 5 and about 70 percent by weight of acrylamide or methacrylamide in a nonacidic aqueous solution in the presence of a free radical catalyst at a temperature of between about 25° and about 150° C.; B. reacting the resulting copolymer with formaldehyde and a secondary amine having the formula: ##STR7## wherein R 2 and R 3 are independently selected from the group consisting of alkyl having from 1 to 4 carbon atoms, hydroxyalkyl having from 1 to 4 carbon atoms and together may represent morpholine, to produce the corresponding cationic vinyllactam-acrylamide copolymer; and C. quaternizing the cationic polymer by reacting with a compound selected from the group consisting of a benzyl halide, an alkyl halide having from 1 to 6 carbon atoms, an alkyl sulfate having from 1 to 6 carbon atoms, an alkyl ester of sulfonic acid having from 1 to 6 carbon atoms and mixtures thereof to produce a quaternized copolymer having a K value less than 200 consisting essentially of the following recurring units in primarily random distribution: ##STR8## wherein R, R 2 , R 3 and n are as defined above; R 1 is selected from the group consisting of hydrogen and methyl; R 4 is selected from the group consisting of alkyl having 1 to 6 carbon atoms and benzyl radicals in an amount of 10 to 100% by weight and hydrogen in an amount of 0 to 90% by weight; X represents an anion; Z is selected from the group consisting of hydrogen and ##STR9## wherein R 2 , R 3 , and R 4 are as defined above; a represents from 30 to 95 percent by weight of the lactam moiety in the copolymeric product; b represents from 5 to 70 percent by weight of the acrylamide moiety in said copolymeric product.
Claim 2
Dependent Claim 344 words
The process which comprises the steps sequentially in combination: A. copolymerizing between about 30 and 95 percent by weight of a N-vinyllactam having the formula: ##STR6## wherein R is hydrogen, methyl or ethyl and n is an integer of 1 to 3, with between about 5 and about 70 percent by weight of acrylamide or methacrylamide in a nonacidic aqueous solution in the presence of a free radical catalyst at a temperature of between about 25° and about 150° C.; B. reacting the resulting copolymer with formaldehyde and a secondary amine having the formula: ##STR7## wherein R 2 and R 3 are independently selected from the group consisting of alkyl having from 1 to 4 carbon atoms, hydroxyalkyl having from 1 to 4 carbon atoms and together may represent morpholine, to produce the corresponding cationic vinyllactam-acrylamide copolymer; and C. quaternizing the cationic polymer by reacting with a compound selected from the group consisting of a benzyl halide, an alkyl halide having from 1 to 6 carbon atoms, an alkyl sulfate having from 1 to 6 carbon atoms, an alkyl ester of sulfonic acid having from 1 to 6 carbon atoms and mixtures thereof to produce a quaternized copolymer having a K value less than 200 consisting essentially of the following recurring units in primarily random distribution: ##STR8## wherein R, R 2 , R 3 and n are as defined above; R 1 is selected from the group consisting of hydrogen and methyl; R 4 is selected from the group consisting of alkyl having 1 to 6 carbon atoms and benzyl radicals in an amount of 10 to 100% by weight and hydrogen in an amount of 0 to 90% by weight; X represents an anion; Z is selected from the group consisting of hydrogen and ##STR9## wherein R 2 , R 3 , and R 4 are as defined above; a represents from 30 to 95 percent by weight of the lactam moiety in the copolymeric product; b represents from 5 to 70 percent by weight of the acrylamide moiety in said copolymeric product.
Claim 3
Dependent Claim 23 words
The process of claim 1 wherein at least 10% of the available nitrogen of the cationic copolymer obtained in Step (B) is quaternized.
Claim 4
Dependent Claim 15 words
The process of claim 2 wherein not more than 70% of R 4 is hydrogen.
Claim 5
Dependent Claim 19 words
The process of claim 1 wherein the quaternized copolymeric product contains 30% to 80% by weight of component a.
Claim 6
Dependent Claim 10 words
The process of claim 1 wherein the N-vinyllactam is N-vinyl-2-pyrrolidone.
Claim 7
Dependent Claim 10 words
The process of claim 1 wherein the N-vinyllactam is N-vinyl-2-piperidone.
Claim 8
Dependent Claim 10 words
The process of claim 1 wherein the N-vinyllactam is N-vinyl-2-caprolactam.
Claim 9
Dependent Claim 10 words
The process of claim 1 wherein the N-vinyllactam is N-vinyl-5-methyl-2-pyrrolidone.

References Cited (Backward Citations)

US2980657A Cited
GB887900A Cited
GB982269A Cited
US3406155A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-11-07 1981-05-09 1981-11-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-11-07 1985-05-09 1985-11-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-11-07 1989-05-09 1989-11-08 $7700.00 Window Closed / Lapsed

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