# US 2022/0033692 A1 · Contact adhesives

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- Number: US 2022/0033692 A1
- Document ID: US20220033692A1
- Status: Published application
- Kind: A1
- Application number: 17/276,321
- Filed: 2019-09-06
- Published: 2022-02-03
- Earliest claimed: 2018-09-21
- Assignees: Synthomer Deutschland GmbH
- Applicants: Synthomer Deutschland GmbH
- Inventors: Peter MULLER; Olaf KOPKE; Danny ANTES
- Web page: https://patentgrep.com/patent/US20220033692A1

## CPC

- C09J 133/12: Homopolymers or copolymers of methyl methacrylate
- B32B 7/12: using interposed adhesives or interposed materials with bonding properties
- B32B 9/025: {comprising leather}
- C08F 8/32: by reaction with amines
- C09D 133/066: {containing -OH groups}
- C09D 133/10: Homopolymers or copolymers of methacrylic acid esters
- C09J 7/10: without carriers
- C09J 133/08: Homopolymers or copolymers of acrylic acid esters
- B32B 2437/02: Gloves, shoes
- B32B 2479/00: Furniture
- C08F 220/1804: {C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate}
- C08F 2438/02: Stable Free Radical Polymerisation [SFRP]; Nitroxide Mediated Polymerisation [NMP] for, e.g. using 2,2,6,6-tetramethylpiperidine-1-oxyl [TEMPO]
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)

## Abstract

The present invention relates to a polymer latex composition, a method to prepare polymer latex compositions and an article comprising said polymer latex compositions. In particular but not exclusively, the invention relates also to a one-part aqueous contact adhesive comprising said polymer latex compositions. Furthermore, the present invention refers to a method to coagulate said polymer latex compositions.

## Claims

### Claim 1

A polymer latex composition comprising:
(I) the reaction product obtained by free-radical emulsion polymerization in aqueous medium conducted at a pH of 7.5 or higher of a monomer mixture comprising:
(a) at least one alkyl (meth)acrylate,
(b) at least one ethylenically unsaturated compound comprising at least one additional functional group, the at least one additional functional group being different than the ethylenically unsaturated group; and
(c) optionally at least one polyethylenically unsaturated compound;
wherein the monomer mixture does not comprise any ethylenically unsaturated acids; and
in the presence of
(d) a surfactant system comprising anionic surfactants comprising an alkyl carboxylic acid salt,
(II) a compound which is not polymerizable by free-radical polymerization and which comprises at least 2 functional groups capable of reacting with the at least one additional functional group of (b).

### Claim 2 (depends on 1)

The polymer latex composition of claim 1, wherein the monomer mixture comprises:
(a) 80 to 99.5 wt.-% of alkyl (meth)acrylates;
(b) 0.5 to 10 wt.-% of ethylenically unsaturated compounds comprising at least one additional functional group, wherein the at least one additional functional group is different than the ethylenically unsaturated group; and
(c) 0 to 10 wt.-% of polyethylenically unsaturated compounds;
the weight percentages being based on the total amount of monomers.

### Claim 3 (depends on 1)

The polymer latex composition of claim 1, wherein
the reaction mixture (I) comprises:
0.3 to 5 wt.-% of anionic surfactants comprising a carboxylic acid salt, the weight percentages being based on the total amount of monomers.

### Claim 4 (depends on 1)

The polymer latex composition of claim 1, wherein
the surfactant system (d) consists of anionic surfactants comprising an alkyl carboxylic acid salt and optionally non-ionic surfactants, whereby the ratio of the anionic surfactants and the non-ionic surfactants if present is in the range of 1:0.5 to 1:0.01, preferably 1:0.375 to 1:0.02, more preferably 1:0.2 to 1:0.03, even more preferably 1:0.15 to 1:0.05, most preferably 1:0.1 to 1:0.07.

### Claim 5 (depends on 1)

The polymer latex composition of claim 1, wherein
the polymer latex composition comprises:
(II) 0.1 to 5 wt.-% of a compound which is not polymerizable by radical polymerization and which comprises at least 2 functional groups capable of reacting with the at least one additional functional group of (b),
the weight percentages being based on the total amount of monomers.

### Claim 6 (depends on 1)

The polymer latex composition of claim 1, wherein the pH of the polymer latex composition is in the range of 9 to 13, preferably 10 to 11.4.

### Claim 7 (depends on 1)

The polymer latex composition of claim 1, wherein
the alkyl carboxylic acid salt (d) is selected from the group consisting of alkali metal salts, ammonium salts, and tertiary amino salts of fatty acid, rosinic acid, hydroxyalkanoic acid, epoxyalkanoic acid, cyanoalkanoic acid, diterpene carboxylic acid, and the disproportionation, partial hydrogenation and polymerization products of diterpene carboxylic acid preferably selected from the group consisting of alkali metal salts, ammonium salts, and tertiary amino salts of oleates or elaidic acid, stearates, myristate, palmitate, laurate, undecanate, linolate, caprylate, nonanate, caprinate, tall oil, diterpene carboxylic acid obtained from tall oil, pine resin and root resin and its disproportionation, partial hydrogenation and polymerization products; more preferably selected from the group consisting of sodium oleate, potassium oleate, ammonium oleate, sodium stearate, potassium stearate, sodium myristate, potassium myristate, sodium palmitate, potassium palmitate, potassium laurate, potassium undecanate, sodium linolate, potassium linolate, potassium caprylate, potassium nonanate, potassium caprinate, and disproportionating potassium rosinate.

### Claim 8 (depends on 1)

The polymer latex composition of claim 1, wherein the reaction product has a glass transition temperature Tg of −10° C. or less determined by Dynamic Scanning calorimetry (DSC).

### Claim 9 (depends on 1)

The polymer latex composition of claim 1, wherein the solid content of the polymer latex composition is in the range of 45 to 65 wt.-%.

### Claim 10 (depends on 1)

A one-part aqueous contact adhesive comprising the polymer latex composition of claim 1.

### Claim 11 (depends on 1)

A method to coagulate the polymer latex composition of claim 1 by applying shear forces, preferably by spraying.

### Claim 12

A method to prepare a polymer latex composition, wherein
(I) a monomer mixture comprising:
(a) at least one alkyl (meth)acrylate,
(b) at least one ethylenically unsaturated compound comprising at least one additional functional group, the at least one additional functional group being different than the ethylenically unsaturated group; and
(c) optionally at least one polyethylenically unsaturated compound, wherein the monomer mixture does not comprise any ethylenically unsaturated acids and is polymerized by free-radical emulsion polymerization in aqueous medium at a pH of 7.5 or higher in the presence of
(d) a surfactant system comprising anionic surfactants comprising an alkyl carboxylic acid salt,
(II) a compound which is not polymerizable by free-radical polymerization and which comprises at least 2 functional groups capable of reacting with the at least one additional functional group of (b) is added to the polymer latex composition before or after the free-radical emulsion polymerization.

### Claim 13 (depends on 7, 12)

The method of claim 12, wherein (d) is defined as in claim 7.

### Claim 14 (depends on 1)

An article comprising at least two substrates adhered together with the polymer latex composition of claim 1.

### Claim 15 (depends on 14)

The article of claim 14, wherein the article is selected from the group consisting of textiles and leatherware, including clothing and footwear; pieces of furniture; and mattresses.
