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EP0066366A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Branched polyamidoamines, method for their preparation and method of improving the wet strength of paper using them

Assignee: Dow Chemical Co
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Filing: 1982-04-23
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Granted: —
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Expires: 2002-04-23
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Abstract

Abstract Branched polyamidoamines bearing a plurality of pendant aminoamide moieties exhibit properties which are superior to linear polyamidoamines from which the branched polymers are derived. The branched polyamidoamine is readily prepared by reacting a linear polyamidoamine with an alkyl acrylate or methacrylate to prepare a polymer with pendant ester moieties. The ester moieties are then reacted with an alkylene diamine or a polyalkyene polyamine to produce the pendant aminoamide groups. Ammonium polyamidoamines are prepared by contacting the branched polyamidoamine with an epihalohydrin to form curable ammonium moieties on the branched polyamidoamines. The branched polyamidoamines are particularly useful as curing agents for epoxides; as a demulsification agent, flocculant or dye retention agent. Ammonium polyamidoamines are particularly useful as agents for imparting superior wet strength properties to paper.

Inventors

  • 👤 Donald Andres Tomalia
  • 👤 Larry Ray Wilson
  • 👤 Jerry R. Conklin
  • 👤 George Robert Killat

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-24 21:55
CPC Classifications
C; C08; C08G; C08G69/00; C08G73/00; C08G73/02; C08G73/028; C08G73/0286; D; D21; D21H; D21H17/00; D21H17/20; D21H17/33; D21H17/46; D21H17/54; D21H17/55

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 132 words
A branched polyamidoamine having a weight average molecular weight of at least 550 and consisting essentially of repeating units corresponding to the formula I wherein R at each occurrence is independently -H or lower alkyl; A is m is an integer of from 2 to 6 and n is an integer of from 1 to 3; D at each occurrence is independently -H or corresponds to the formula II with the proviso that at least about 10 percent of the groups represented by D correspond to formula II; B is or wherein x is an integer of from 2 to 10 and y is an integer of from 1 to 6; R'at each occurence is independently -H a C 1 to C 4 alkyl, or a C 1 to C 4 hydroxyalkyl.
Claim 2
Dependent Claim 132 words
A branched polyamidoamine having a weight average molecular weight of at least 550 and consisting essentially of repeating units corresponding to the formula I wherein R at each occurrence is independently -H or lower alkyl; A is m is an integer of from 2 to 6 and n is an integer of from 1 to 3; D at each occurrence is independently -H or corresponds to the formula II with the proviso that at least about 10 percent of the groups represented by D correspond to formula II; B is or wherein x is an integer of from 2 to 10 and y is an integer of from 1 to 6; R'at each occurence is independently -H a C 1 to C 4 alkyl, or a C 1 to C 4 hydroxyalkyl.
Claim 3
Dependent Claim 26 words
A polyamidoamine as claimed in Claim 1 wherein B is ((CH 2 )̵ x NR')̵ y and x and m are each independently 2 or 3.
Claim 4
Dependent Claim 20 words
A polyamidoamine as claimed in Claim 1 or Claim 2 wherein y and n are each independently 1 or 2.
Claim 5
Dependent Claim 25 words
A polyamidoamine as claimed in any one of the preceding claims wherein R' at each occurrence is independently -H, -CH 3 or -CH 2 OH.
Claim 6
Dependent Claim 34 words
A polyamidoamine as claimed in Claim 4 wherein x and m are each 2, y and n are each 1, R' is -CH 3 at each occurrence and R is H at each occurrence.
Claim 7
Dependent Claim 29 words
A polyamidoamine as claimed in Claim 4 wherein X and m are each 2, y and n are each 1 and R' and R are H at each occurrence.
Claim 8
Dependent Claim 21 words
A polyamidoamine as claimed in any one of the preceding claims which bears a pendant ammonium moiety having a cross-linking functionality.
Claim 9
Dependent Claim 116 words
A polyamidoamine as claimed in Claim 7 wherein the pendant ammonium moiety is represented by the formula: wherein each R 1 and each R 2 are independently hydrogen, halohydroxyhydrocarbyl, hydrocarbyl, hydroxyhydrocarbyl or aminohydrocarbyl, wherein amino is a secondary or tertiary amino; E is a monovalent hydrocarbon radical bearing an epoxy group or a group or groups capable of being converted to an epoxy group or E and R 1 are collectively a propylene radical or substituted propylene radical wherein the a-carbon substituents are C 1 -C 3 alkyl and the β-carbon substituent is hydroxy, halo, hydrocarbyl or hydroxyhydrocarbyl; A is a divalent organic radical; X is a monovalent or polyvalent anion common to conventional ammonium salts.
Claim 10
Dependent Claim 158 words
.9. A polyamidoamine as claimed in Claim 8 which contains a quaternary ammonium repeating unit represented by the formula: wherein A and X are defined in Claim 8, each R 1 and each R 2 are independently hydrocarbyl, hydroxyhydrocarbyl or aminohydrocarbyl wherein the amino is a secondary or tertiary amino; E is a monovalent hydrocarbon radical bearing an epoxy group or a group or groups capable of being converted to an epoxy group or E and R 1 are collectively a propylene radical or substituted propylene radical wherein the a-carbon substitutents are C l -C 3 alkyl and the β-carbon substituent is hydroxy, halo, hydrocarbyl or hydroxyhydrocarbyl; A is a divalent organic radical, X is a monovalent or polyvalent anion common to conventional ammonium salts; each R 3 is independently hydrogen or lower alkyl, e.g., methyl or ethyl, each m is a whole number from 2 to 6; and n is a whole number from 1 to 3.
Claim 11
Dependent Claim 144 words
A polyamidoamine as claimed in Claim 8, which is a random polymer represented by the statistical formula: wherein Z is the ammonium moiety; each R 3 is independently hydrogen or methyl; each R 4 is independently hydrogen or lower alkyl; each R 5 is independently hydrogen or wherein R 6 is NH 2' OH or OR 7 wherein R 7 is hydrocarbyl; Y is a terminal group characteristic of a polyamidoamine; V is hydrogen or the residue of polymerization to form a polyamidoamine; each m is a whole number from 2 to 6; n is 1 or 2; x is a whole number from 1 to 1000; y is 0 or a whole number from 1 to 200; and z is 0 or a whole number from 1 to 200, provided that the ratio of x to (y + z) is at least 3:1.
Claim 12
Dependent Claim 49 words
A polyamidoamine as claimed in any one of claims 8 to 10 wherein the pendant ammonium moiety is represented by the formula: wherein R is hydrogen or methyl; m is 2; q is 0, 1, 2 or 3; X is chloride and R 2 is alkyl, halohydroxyalkyl or epoxy.
Claim 13
Dependent Claim 19 words
A polyaminoamide as claimed in Claim 11 wherein R 3 is hydrogen and R 2 is 3-chloro-2-hydroxypropyl or 2,3-epoxypropyl.
Claim 14
Independent Claim 62 words
A method for preparing a branched polyamidoamine comprising the steps of (1) contacting a linear polyamidoamine with an α, β-ethylenically unsaturated carbocylic compound under conditions whereby a substituted polyamidoamine is formed, and (2) contacting the substituted polyamidoamine with a polyamine having at least 2 secondary andJor primary amine moieties under conditions whereby a branched amidoamine bearing a pendant amine moiety is formed.
Claim 15
Independent Claim 62 words
A method for preparing a branched polyamidoamine comprising the steps of (1) contacting a linear polyamidoamine with an α, β-ethylenically unsaturated carbocylic compound under conditions whereby a substituted polyamidoamine is formed, and (2) contacting the substituted polyamidoamine with a polyamine having at least 2 secondary andJor primary amine moieties under conditions whereby a branched amidoamine bearing a pendant amine moiety is formed.
Claim 16
Dependent Claim 88 words
A method for preparing the polyamidoamine as claimed in Claim 9 comprising the steps of (1) contacting a linear polyamidoamine with an α, β -ethylenically unsaturated carboxylic compound under conditions whereby a substituted polyamidoamine is formed, (2) contacting the substituted polyamidoamine with a polyamine having at least 2 secondary andJor primary amine moieties under conditions whereby a branched amidoamine bearing a pendant amine moiety is formed, and (3) contacting the branched polyamidoamine with an epihalohydrin under conditions whereby pendant curable ammonium moieties on the branched polyamidoamine are formed.
Claim 17
Independent Claim 74 words
A method for improving the wet strength of paper, comprising the steps of (1) contacting the paper pulp with an amount of the amminium polyamidoamine as claimed in any one of Claims 7 to 12 which is effective to increase the wet strength of the paper sheet formed from the pulp, (2) forming the pulp into an article of the desired shape and (3) subjecting the article to conditions whereby the polyamidoamine is cross-linked.

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