Use of boronic acid-functionalized polymers as yankee coating adhesives

Patent metadata

Field	Value
Publication number	US-11427738-B2
Application number	US-202016913104-A
Country	US
Kind code	B2
Filing date	Jun 26, 2020
Priority date	May 19, 2017
Publication date	Aug 30, 2022
Grant date	Aug 30, 2022

Abstract

Methods and compositions useful in papermaking and tissuemaking applications are provided. Some embodiments of the methods and compositions include a polyaminoamide polymer functionalized with an acrylamidophenyl boronic acid and a crosslinked polyaminoamide functionalized with an acrylamidophenyl boronic acid. The methods and compositions provide useful properties for creping that include good adhesion even under excessively wet conditions, improved film uniformity, and good film durability, while maintaining good film softness and rewettability necessary for efficient runnability of the tissue machine.

First claim

What is claimed is:

1. A creping adhesive composition comprising a boronic acid-functionalized polymer, wherein the boronic acid-functionalized polymer comprises a vinyl boronic acid monomer of formula (I):

wherein:
X is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, halogen, or halosubstituted alkyl;
Y is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, halogen, hydroxyl, alkoxy, carboxyl, or sulfonyl;
each Z is the same or different, and is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, benzyl, alkylheteroaryl, halogen, halosubstituted alkyl, amino, aminoalkyl, cyano, alkoxy, hydroxyl, thiol, alkylthio, carbonyl, nitro, phosphoryl, phosphonyl, or sulfonyl; and
m is 1, 2, 3, or 4;

or a salt thereof,
wherein the composition has a pH of from about 6 to about 10,
wherein the vinyl boronic acid monomer is present in the boronic acid-functionalized polymer in an amount of from about 0.01% to about 15% by weight based on the weight of the boronic acid-functionalized polymer,
wherein the boronic acid-functionalized polymer is selected from a vinyl boronic acid-functionalized crosslinked polyaminoamide or a combination of a vinyl boronic acid-functionalized crosslinked polyaminoamide and a vinyl boronic acid-functionalized polyaminoamide, and
wherein the boronic acid-functionalized polymer is formed from a polyaminoamide crosslinked with an epihalohydrin.

2. The creping adhesive composition of claim 1 , wherein the vinyl boronic acid monomer of formula (I) is 3-acrylamidophenyl boronic acid.

3. The creping adhesive composition of claim 1 , wherein the boronic acid-functionalized polymer has a molecular weight of from about 1,000 Daltons to about 2,000,000 Daltons.

4. The creping adhesive composition of claim 1 , further comprising a polyvinyl alcohol.

5. The creping adhesive composition of claim 1 , wherein the creping adhesive composition is an aqueous mixture or an aqueous solution.

6. The creping adhesive composition of claim 1 , further comprising a humectant.

7. The creping adhesive composition of claim 6 , wherein the composition comprises about 1 wt. % to about 95 wt. % of the humectant, based on weight of the adhesive composition.

8. The creping adhesive composition of claim 1 , further comprising a phosphorus-containing compound.

9. The creping adhesive composition of claim 8 , wherein the phosphorus-containing compound is a sodium, potassium, or ammonium salt of a phosphate selected from the group consisting of orthophosphate, pyrophosphate, metaphosphate, polyphosphate, phosphate, hypophosphite, and any combination thereof.

10. The creping adhesive composition of claim 1 , further comprising a plasticizer.

11. The creping adhesive composition of claim 10 , wherein the plasticizer is a sugar.

12. The creping adhesive composition of claim 1 , further comprising a release aid.

13. The creping adhesive composition of claim 12 , wherein the release aid comprises an oil.

14. A creping adhesive composition comprising a boronic acid-functionalized polymer, wherein the boronic acid-functionalized polymer comprises a vinyl boronic acid monomer of formula (I):

wherein:
X is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, halogen, or halosubstituted alkyl;
Y is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, halogen, hydroxyl, alkoxy, carboxyl, or sulfonyl;
each Z is the same or different, and is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, benzyl, alkylheteroaryl, halogen, halosubstituted alkyl, amino, aminoalkyl, cyano, alkoxy, hydroxyl, thiol, alkylthio, carbonyl, nitro, phosphoryl, phosphonyl, or sulfonyl; and
m is 1, 2, 3, or 4;

or a salt thereof,
wherein the composition has a pH of from about 6 to about 10,

wherein the vinyl boronic acid monomer is present in the boronic acid-functionalized polymer in an amount of from about 0.01% to about 15% by weight based on the weight of the boronic acid-functionalized polymer,
wherein the composition comprises a release aid and the release aid comprises an oil.

15. The composition of claim 14 , further comprising a functional additive, wherein the functional additive comprises an organic quaternary salts having a fatty acid chain including about 12 to about 22 carbon atoms.

16. The composition of claim 15 , wherein the functional additive is selected from the group consisting of a dialkylimidazolinium quaternary salt, a dialkyl diamidoamine quaternary salt, a monoalkyl trimethylanimonium quaternary salt, a dialkyl dimethylanimonium quaternary salt, a trialkylmonomethylammonium quaternary salt, an ethoxylated quaternary salt, a dialkyl ester quaternary salt, a trialkyl ester quaternary salt, a polysiloxanes, a quaternary silicone, and any combination thereof.

17. A creping adhesive composition comprising a boronic acid-functionalized polymer, wherein the boronic acid-functionalized polymer comprises a vinyl boronic acid monomer of formula (I):

wherein:
X is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, halogen, or halosubstituted alkyl;
Y is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, halogen, hydroxyl, alkoxy, carboxyl, or sulfonyl;
each Z is the same or different, and is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, benzyl, alkylheteroaryl, halogen, halosubstituted alkyl, amino, aminoalkyl, cyano, alkoxy, hydroxyl, thiol, alkylthio, carbonyl, nitro, phosphoryl, phosphonyl, or sulfonyl; and
m is 1, 2, 3, or 4;

or a salt thereof,
wherein the composition has a pH of from about 6 to about 10,

wherein the vinyl boronic acid monomer is present in the boronic acid-functionalized polymer in an amount of from about 0.01% to about 15% by weight based on the weight of the boronic acid-functionalized polymer,
wherein the composition comprises a functional additive and the functional additive is a dialkylimidazolinium quaternary salt or quaternary silicone.

Assignees

• Ecolab Usa Inc

Inventors

• Furman Jr Gary Samuel
• Castro David J
• Kaley Christopher
• Mcdonald Kevin
• Wei Mingli

Classifications

• C09J11/08 Primary

  Macromolecular additives · CPC title

• D21F5/181

  on Yankee cylinder · CPC title

• C09J179/02 Primary

  Polyamines · CPC title

• D21H21/146

  Crêping adhesives · CPC title