Drying agent for moisture-curing compositions

Patent metadata

Field	Value
Publication number	US-11965056-B2
Application number	US-201917267530-A
Country	US
Kind code	B2
Filing date	Aug 14, 2019
Priority date	Aug 21, 2018
Publication date	Apr 23, 2024
Grant date	Apr 23, 2024

Abstract

The invention relates to a polymer composition that can be produced by (a) reacting an NCO-reactive polymer having exactly one NCO-reactive group per molecule, with a diisocyanate, the molar ratio of the diisocyanate molecule to the NCO-reactive groups of the NCO-reactive polymer being at least 2:1; and (b) reacting the residual NCO groups in the reaction product from step a) with an NCO-reactive silane. The invention also relates to a moisture-reactive composition containing said polymer composition, to methods for producing the polymer composition, and to moisture-reactive compositions containing said polymer composition. Finally, the invention relates to the use of the polymer composition as a drying agent for moisture-curing adhesives, sealants and coating agents.

First claim

The invention claimed is:

1. A polymer composition produced by:
a) reacting an NCO-reactive polymer having a molecular weight Mn of between 2000 and 25 000 g/mol and having exactly one NCO-reactive group per molecule with a diisocyanate, the molar ratio of the diisocyanate molecules to the NCO-reactive groups of the NCO-reactive polymer being at least 2:1;
and subsequently
b) reacting the remaining NCO groups in the reaction product from step a) with an NCO-reactive silane.

2. The polymer composition as claimed in claim 1 , wherein the molar ratio of diisocyanate to NCO-reactive groups of the NCO-reactive polymer in step a) is 2:1 to 20:1.

3. The polymer composition as claimed in claim 1 , wherein the NCO-reactive polymer has a number-average molecular weight of 4000 to 20 000 g/mol.

4. The polymer composition as claimed in claim 1 , wherein the NCO-reactive polymer is a monool.

5. The polymer composition as claimed in claim 1 , wherein the diisocyanate is selected from the group consisting of: 1,4-diisocyanatobutane, 1,5-diisocyanatopentane, hexamethylene 1,6-diisocyanate, 2-methyl-1,5-diisocyanatopentane, 1,5-diisocyanato-2,2-dimethylpentane, 2,2,4-trimethyl-1,6-diisocyanatohexane, 2,4,4-trimethyl-1,6-diisocyanatohexane, 1,10-diisocyanatodecane, 1,3-diisocyanatocyclohexane, 1,4-diisocyanatocyclohexane, 1,4-diisocyanato-3,3,5-trimethylcyclohexane, 1,3-diisocyanato-2-methylcyclohexane, 1,3-diisocyanato-4-methylcyclohexane, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane, 1-isocyanato-1-methyl-4(3)-isocyanatomethylcyclohexane, 2,4′-diisocyanatodicyclohexylmethane, 4,4′-diisocyanatodicyclohexylmethane, 1,3-bis(isocyanatomethyl)cyclohexane, 1,4-bis(isocyanatomethyl)cyclohexane, bis(isocyanatomethyl)norbornane, 4,4′-diisocyanato-3,3′-dimethyldicyclohexylmethane, 4,4′-diisocyanato-3,3′,5,5′-tetramethyldicyclohexylmethane, 4,4′-diisocyanato-1,1′-bi(cyclohexyl), 4,4′-diisocyanato-3,3′-dimethyl-1,1′-bi(cyclohexyl), 4,4′-diisocyanato-2,2′,5,5′-tetramethyl-1,1′-bi(cyclohexyl), 1,8-diisocyanato-p-menthane, 1,3-diisocyanatoadamantane, 1,3-dimethyl-5,7-diisocyanatoadamantane, 1,3-bis(isocyanatomethyl)benzene, 1,4-bis(isocyanatomethyl)benzene, 1,3-bis(1-isocyanato-1-methylethyl)benzene, 1,4-bis(1-isocyanato-1-methylethyl)benzene, bis(4-(1-isocyanato-1-methylethyl)phenyl) carbonate, 2,4-diisocyanatotoluene, 2,6-diisocyanatotoluene, 2,4′-diisocyanatodiphenylmethane, 4,4′-diisocyanatodiphenylmethane, 1,5-diisocyanatonaphthalene, and a mixture thereof.

6. The polymer composition as claimed in claim 1 , wherein the NCO-reactive silane is a compound of formula (I):
R 1 3 Si(CH 2 ) n X  (I),

where
R 1 each radical is in each case independently selected from C 1 -C 8 -alkyl, C 6 -C 20 -aryl, C 1 -C 8 -alkoxy, or C 1 -C 8 -acyloxy and at least one of the radicals R 1 is a C 1 -C 8 -alkoxy or C 1 -C 8 -acyloxy radical,
n is an integer from 1 to 4,
X is selected from —OH, —SH, and —NHR 2 ,
R 2 is selected from H, C 1 -C 20 -alkyl, —CH 2 CH 2 CN, and —CHR 3 CH 2 COOR 4 ,
R 3 is selected from H and —COOR 4 , and
R 4 in each case is C 1 -C 20 -alkyl.

7. A process for producing the polymer composition as claimed in claim 1 , comprising the steps of:
a) reacting an NCO-reactive polymer having a molecular weight Mn of between 2000 and 25 000 g/mol and having exactly one NCO-reactive group per molecule with a diisocyanate, the molar ratio of the diisocyanate molecules to the NCO-reactive groups of the NCO-reactive polymer being at least 2:1;
and subsequently
b) reacting the remaining NCO groups in the reaction product from step a) with an NCO-reactive silane.

8. A moisture-curing composition comprising the polymer composition as claimed in claim 1 and at least one additive selected from the group consisting of: one or more fillers, one or more crosslinking catalysts, one or more adhesion promoters, and one or more plasticizers.

9. The moisture-curing composition as claimed in claim 8 , wherein the moisture-curing composition has a water content, determined according to DIN EN ISO 15512:2017-03, method B2, of up to 0.1% by weight, based on the total weight of the moisture-curing composition.

10. The moisture-curing composition as claimed in claim 8 , containing no further drying agents.

11. The moisture-curing composition as claimed in claim 8 , comprising less than 1% by weight of vinyl group-containing silanes, based on the total weight of the moisture-curing composition.

12. The moisture-curing composition as claimed in claim 8 , comprising
5% to 50% by weight of the polymer composition as claimed in claims 1 ;
10% to 70% by weight of at least one filler;
up to 5% by weight of at least one adhesion promoter;
0.001% to 5% by weight of at least one crosslinking catalyst; and
up to 50% by weight of at least one plasticizer,
based in each case on the total weight of the moisture-curing composition.

13. A process for producing a moisture-curing composition, comprising mixing the polymer composition as claimed in claim 1 with at least one filler, at least one adhesion promoter, at least one crosslinking catalyst, at least one plasticizer, or a combination thereof.

14. The process as claimed in claim 13 , wherein the polymer composition as claimed in claim 1 is mixed with at least one filler having a water content of up to 1% by weight, based on the total weight of the filler.

15. The process as claimed in claim 13 , wherein at most 1% by weight of vinyl group-containing silanes are added to the moisture-curing composition.

16. A drying agent for moisture-curing adhesives, sealants, or coating materials, comprising the polymer composition as claimed in claim 1 .

17. A parquet adhesive containing the polymer composition as claimed in claim 1 .

Assignees

• Covestro Intellectual Property Gmbh & Co Kg

Inventors

• Thiebes Christoph
• Stempfle Florian
• Lorenz Klaus
• Nattke Ute

Classifications

• C08G18/283 Primary

  Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds · CPC title

• C08G18/10 Primary

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• C08G18/246

  containing also tin-carbon bonds · CPC title

• C08G18/4825

  Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence) · CPC title

• C08G18/4866

  having a low unsaturation value · CPC title