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US4049606A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of a manniched polyacrylamide quarternaries thereof

Assignee: ChampionX LLC
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Filing: 1976-07-16
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Granted: 1977-09-20
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Expires: 1996-07-16
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Abstract

Abstract Cationically modified polymers of acrylamide are prepared by adding to a polyacrylamide an aqueous solution of a lower aliphatic aldehyde followed by a lower alkyl secondary amine. The pH of the dilute solution of the acrylamide polymer which is reacted is adjusted prior to addition of the aldehyde to between 4.5 and 5.5 thereby conducting this reaction at an acidic pH. Additionally, quaternized polymers may be prepared by adding to the cationically modified polyacrylamide a lower alkyl halide quaternizing agent. The pH of the solution of the cationically modified acrylamide polymer prior to quaternization should be 7.5-8.5.

Inventors

  • 👤 Wood E. Hunter
  • 👤 Theodore P. Sieder

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 11:21
CPC Classifications
C; C08; C08L; C08L33/00; C08L33/24; C08L33/26; C08F; C08F8/00; C08F8/30; C08F8/32; C08F8/44; C08G; C08G12/00; C08G12/46

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 224 words
An improved method for the preparation of a cationically modified acrylamide polymer, said cationically modified polymers generally being prepared by admixing together: a. an acrylamide polymer; b. a lower aliphatic aldehyde containing 1-3 carbon atoms; and c. a lower alkyl secondary amine containing 2-6 carbon atoms; in a mole ration of amide groups on said acrylamide polymer to b and c above of from 1.0:0.5:0.5 to 1.0:1.5:1.5, the improvement comprising: A. preparing a 5-40% by weight aqueous solution of a water soluble acrylamide polymer; B. adjusting the pH of said aqueous solution of a water soluble acrylamide polymer to between 4.5-5.5; C. adding to the aqueous solution of the acrylamide polymer with mixing, an aqueous solution of a water soluble lower aliphatic aldehyde containing 1-3 carbon atoms in a mole ratio of aldehyde to amide functionality present on said acrylamide polymer of 0.5:1 to 1.1:1 whereby an aqueous acrylamide-aldehyde solution is prepared; D. adding to said aqueous acrylamide-formaldehyde solution with mixing a lower aliphatic secondary amine containing 2-6 carbon atoms in a mole ratio of the lower aliphatic aldehyde added to said acrylamide polymer in step C to amine of 1.0:1.0 to 1.0:1.2, whereby the secondary amine is reacted with the acrylamide-aldehyde solution and a stable cationically modified acrylamide polymer is formed; and then, E. recovering an aqueous solution of cationically modified acrylamide polymer.
Claim 2
Dependent Claim 224 words
An improved method for the preparation of a cationically modified acrylamide polymer, said cationically modified polymers generally being prepared by admixing together: a. an acrylamide polymer; b. a lower aliphatic aldehyde containing 1-3 carbon atoms; and c. a lower alkyl secondary amine containing 2-6 carbon atoms; in a mole ration of amide groups on said acrylamide polymer to b and c above of from 1.0:0.5:0.5 to 1.0:1.5:1.5, the improvement comprising: A. preparing a 5-40% by weight aqueous solution of a water soluble acrylamide polymer; B. adjusting the pH of said aqueous solution of a water soluble acrylamide polymer to between 4.5-5.5; C. adding to the aqueous solution of the acrylamide polymer with mixing, an aqueous solution of a water soluble lower aliphatic aldehyde containing 1-3 carbon atoms in a mole ratio of aldehyde to amide functionality present on said acrylamide polymer of 0.5:1 to 1.1:1 whereby an aqueous acrylamide-aldehyde solution is prepared; D. adding to said aqueous acrylamide-formaldehyde solution with mixing a lower aliphatic secondary amine containing 2-6 carbon atoms in a mole ratio of the lower aliphatic aldehyde added to said acrylamide polymer in step C to amine of 1.0:1.0 to 1.0:1.2, whereby the secondary amine is reacted with the acrylamide-aldehyde solution and a stable cationically modified acrylamide polymer is formed; and then, E. recovering an aqueous solution of cationically modified acrylamide polymer.
Claim 3
Dependent Claim 20 words
The improvement of claim 1 wherein the pH of said aqueous solution of a water soluble acrylamide polymer is 5.0-5.2.
Claim 4
Dependent Claim 12 words
The improvement of claim 1 wherein the secondary amine is dimethyl amine.
Claim 5
Dependent Claim 10 words
The improvement of claim 1 wherein the aldehyde is formaldehyde.
Claim 6
Dependent Claim 31 words
The improvement of claim 1 wherein the aqueous solution of the acrylamide polymer is maintained at a temperature of from 35° C. to 65° C. during the addition of the aldehyde.
Claim 7
Dependent Claim 355 words
An improved method for the preparation of a cationically modified quaternized acrylamide polymer, said cationically modified quaternized polymers generally being prepared by admixing together. a. an acrylamide polymer; b. a lower aliphatic aldehyde containing 1-3 carbon atoms; and c. a lower alkyl secondary amine containing 2-6 carbon atoms; in a mole ratio of amide groups on said acrylamide polymer to b and c above of from 1.0:0.5:0.5 to 1.0:1.5:1.5, and then quaternizing the resultant cationically modified acrylamide polymer, the improvement comprising: A. preparing a 5-40% by weight aqueous solution of a water soluble acrylamide polymer; B. adjusting the pH of said aqueous solution of a water soluble acrylamide polymer to between 4.5-5.5; C. adding to the aqueous solution of a acrylamide polymer with mixing, an aqueous solution of a water soluble lower aliphatic aldehyde containing 1-3 carbon atoms in a mole ratio of aldehyde to amide functionality present on said acrylamide polymer of 0.5:1 to 1.1:1 whereby an aqueous acrylamide-formaldehyde solution is prepared; D. adding to said aqueous acrylamide-formaldehyde solution with mixing a lower aliphatic secondary amine containing 2-6 carbon atoms in a mole ratio of the lower aliphatic aldehyde added to said acrylamide polymer in step C to amine of 1.0:1.0 to 1.0:1.2, whereby the secondary amine is reacted with the acrylamide-formaldehyde solution and a cationically modified acrylamide polymer is formed; E. adding to said dilute solution of a cationically modified acrylamide polymer with mixing a sufficient quantity of a mineral acid so as to adjust the pH of said dilute solution of a cationically modified acylamide polymer to 7.5-8.5; F. adding to said dilute solution of a cationically modified acrylamide polymer with mixing and at a temperature of from 80°-120° F. a quaternizing agent from the group consisting of lower alkyl halides containing 1-4 carbon atoms, in a mole ratio of quaternizing agent to secondary amine added in step 1 above of from 1.0:1.0 to 1.25:1.0; G. maintaining a temperature of from 80°-120° F. for a period of time necessary in order to carry out said quaternization; and then, H. recovering a dilute solution of a water soluble quaternized cationically modified acrylamide polymer.
Claim 8
Dependent Claim 355 words
An improved method for the preparation of a cationically modified quaternized acrylamide polymer, said cationically modified quaternized polymers generally being prepared by admixing together. a. an acrylamide polymer; b. a lower aliphatic aldehyde containing 1-3 carbon atoms; and c. a lower alkyl secondary amine containing 2-6 carbon atoms; in a mole ratio of amide groups on said acrylamide polymer to b and c above of from 1.0:0.5:0.5 to 1.0:1.5:1.5, and then quaternizing the resultant cationically modified acrylamide polymer, the improvement comprising: A. preparing a 5-40% by weight aqueous solution of a water soluble acrylamide polymer; B. adjusting the pH of said aqueous solution of a water soluble acrylamide polymer to between 4.5-5.5; C. adding to the aqueous solution of a acrylamide polymer with mixing, an aqueous solution of a water soluble lower aliphatic aldehyde containing 1-3 carbon atoms in a mole ratio of aldehyde to amide functionality present on said acrylamide polymer of 0.5:1 to 1.1:1 whereby an aqueous acrylamide-formaldehyde solution is prepared; D. adding to said aqueous acrylamide-formaldehyde solution with mixing a lower aliphatic secondary amine containing 2-6 carbon atoms in a mole ratio of the lower aliphatic aldehyde added to said acrylamide polymer in step C to amine of 1.0:1.0 to 1.0:1.2, whereby the secondary amine is reacted with the acrylamide-formaldehyde solution and a cationically modified acrylamide polymer is formed; E. adding to said dilute solution of a cationically modified acrylamide polymer with mixing a sufficient quantity of a mineral acid so as to adjust the pH of said dilute solution of a cationically modified acylamide polymer to 7.5-8.5; F. adding to said dilute solution of a cationically modified acrylamide polymer with mixing and at a temperature of from 80°-120° F. a quaternizing agent from the group consisting of lower alkyl halides containing 1-4 carbon atoms, in a mole ratio of quaternizing agent to secondary amine added in step 1 above of from 1.0:1.0 to 1.25:1.0; G. maintaining a temperature of from 80°-120° F. for a period of time necessary in order to carry out said quaternization; and then, H. recovering a dilute solution of a water soluble quaternized cationically modified acrylamide polymer.
Claim 9
Dependent Claim 23 words
The improvement of claim 6 wherein the pH of said aqueous solution of a water soluble acrylamide polymer in Step B is 5.0-5.2.
Claim 10
Dependent Claim 12 words
The improvement of claim 6 wherein the secondary amine is dimethyl amine.
Claim 11
Dependent Claim 12 words
The improvement of claim 6 wherein the lower aliphatic aldehyde is formaldehyde.
Claim 12
Dependent Claim 33 words
The improvement of claim 6 wherein the aqueous solution of the acrylamide polymer is maintained at a temperature of from 35° C. to 65° C. during the addition of the lower aliphatic aldehyde.
Claim 13
Dependent Claim 12 words
The improvement of claim 6 wherein the lower alkylhalide is methyl chloride.
Claim 14
Dependent Claim 28 words
The improvement of claim 6 wherein the pH of said dilute solution of a cationically modified acrylamide polymer is adjusted to a pH of 8.0-8.5 in Step E.

References Cited (Backward Citations)

US2328901A Cited
US3323979A Cited
US3539535A Cited
CA976671A Cited
US3830655A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-09-19 1981-03-21 1981-09-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-09-19 1985-03-21 1985-09-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-09-19 1989-03-21 1989-09-20 $7700.00 Window Closed / Lapsed

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