# US 11,299,658 B2 · Condensation-curable polyethersilicone tile adhesives

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 11,299,658 B2
- Document ID: US11299658B2
- Status: Granted
- Kind: B2
- Application number: 16/345,801
- Filed: 2016-10-28
- Published: 2019-08-15
- Granted: 2022-04-12
- Earliest claimed: 2016-10-28
- Assignees: Wacker Chemie AG
- Applicants: Wacker Chemie AG
- Inventors: Daniel J. Mania; Jerry Havens
- Web page: https://patentgrep.com/patent/US11299658B2

## CPC

- C09J 171/02: Polyalkylene oxides
- C08G 18/48: Polyethers
- C08G 18/718: {containing silicon}
- C08G 65/336: containing silicon
- C08L 71/00: Compositions of polyethers obtained by reactions forming an ether link in the main chain (of polyacetals C08L59/00; of epoxy resins C08L63/00; of polythioether-ethers C08L81/02; of polyether-sulfones C08L81/06); Compositions of derivatives of such polymers
- C09J 5/00: Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
- C09J 11/04: inorganic
- C09J 11/06: organic
- C09J 171/00: Adhesives based on polyethers obtained by reactions forming an ether link in the main chain (based on polyacetals C09J159/00; based on epoxy resins C09J163/00; based on polythioether-ethers C09J181/02; based on polyethersulfones C09J181/06); Adhesives based on derivatives of such polymers
- C09J 183/04: Polysiloxanes
- C09J 201/10: containing hydrolysable silane groups
- C08G 65/33348: {containing isocyanate group}
- C08L 101/10: containing hydrolysable silane groups
- C09J 2471/00: Presence of polyether
- C09J 2483/00: Presence of polysiloxane
- 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)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

Tiles are adhesively bonded to substrates such as kitchen or bathroom walls by a process in which a tile adhesive is used, the tile adhesive being a one component RTV-1 moisture-curable tile adhesives having properties superior to conventional cementitious and RTU tile adhesives, which contain at least one low viscosity alkoxysilyl-functional polymer, a silicone resin, an aminoalkyl-functional alkoxysilane or partial hydrolysate thereof, and in excess of 60 weight percent mineral filler, of which at least 50 weight percent is a non-reinforcing filler.

## Claims

### Claim 1

In a process for adhesively bonding inorganic facing materials to a substrate with a tile adhesive, the improvement comprising employing an RTV single component (RTV-1) tile adhesive composition, wherein the tile adhesive composition is prepared by admixing:
a) from 5 to 40 weight percent of a moisture-curable alkoxysilyl-functional polymer component based on the total weight of the tile adhesive; and
b) a filler component comprising sand having a BET surface area of less than 30 m2/g, wherein the amount of the filler component is such that the sand is present in an amount of at least 60 wt. % based on the total weight of the tile adhesive;
wherein the polymer component comprises:
A) 100 parts of at least one liquid alkoxysilyl-functional polymer having a viscosity of less than 700 Pas measured at 25° C., and corresponding to the formula (I)
X—[(CR12)b—SiRa(OR2)3-a]x (I),
wherein
X denotes an x-valent polymer radical bonded to carbon of the (CR12)b group via a urea or urethane group
R are identical or different and are monovalent, optionally substituted, SiC-bonded hydrocarbon radicals,
R1 are identical or different and are hydrogen or a monovalent, optionally substituted hydrocarbon radical, which may be bonded to carbon via nitrogen, phosphorus, oxygen, sulfur, or carbonyl group,
R2 are identical or different and are hydrogen or a monovalent, optionally substituted hydrocarbon radical,
x is an integer from 1 to 10,
a each is identical or different and is 0, 1, or 2,
b each is identical or different and is an integer from 1 to 10,
B) from 40 to 1000 parts relative to 100 parts A, of at least one silicone resin comprising units of the formula (V)
R3c(R4O)dSiO(4-c-d)/2 (V),
where
R3 are identical or different and denotes hydrogen or a monovalent, SiC-bonded, optionally substituted hydrocarbon radical,
R4 are identical or different and denotes hydrogen or a monovalent, optionally substituted hydrocarbon radical,
c is 0, 1, 2, or 3, and
d is 0, 1, 2, or 3,
where the sum of c+d is less than or equal to 3 and in at least 50% of the units of the formula (V) c is equal to 0 or 1,
C) at least 0.5 parts per 100 parts (A) of at least one aminoalkylalkoxysilane or partial hydrolysate thereof
D) optionally, one of more condensation catalysts;
E) optionally, one or more water scavengers;
F) optionally, one or more adhesion promoters different from the aminoalkylalkoxysilane or partial hydrolysate thereof, and different from components C) and E);
G) optionally one or more plasticizers;
H) optionally, one or more alkoxysilyl-functional crosslinkers different from components E) and F) and having a molecular weight below 500 Da, and/or a partial hydrolysate thereof;
I) optionally, one or more antioxidants and/or UV-stabilizers;
J) optionally, one or more biocides.

### Claim 2 (depends on 1)

The process of claim 1, wherein d is 0 or 1.

### Claim 3 (depends on 1)

The process of claim 1, wherein X comprises polyoxyalkylenes, hydrocarbon polymers, polyurethanes, polyesters, polyamides, polyacrylates, polymethacrylates, or polycarbonates.

### Claim 4 (depends on 1)

The process of claim 1, wherein X comprises a polyoxyalkylene polyether.

### Claim 5 (depends on 1)

The process of claim 1, wherein the polymer component a) contains up to 60 weight percent of at least one alkoxysilyl-functional polymer (A) of formula (I) which has a viscosity at 25° C. of greater than 0.2 Pa·s, the weight percentage of (A) based on the total weight of the polymer component.

### Claim 6 (depends on 1)

The process of claim 1, wherein the viscosity of the alkoxysilyl-functional polymer (A) is greater than 5 Pa·s at 25° C.

### Claim 7 (depends on 1)

The process of claim 1, wherein the polymer radical X comprises a hydrophobic polyoxyalkylene polyether.

### Claim 8 (depends on 1)

The process of claim 1, wherein the aminoalkyl-functional silane (C) or partial hydrolysate thereof is present in an amount of 2 to 10 wt. % based on the weight of (A) and (B).

### Claim 9 (depends on 1)

The process of claim 1, wherein sand is present in an amount of from 75 weight percent to 90 weight percent based on the total weight of the tile adhesive.

### Claim 10 (depends on 1)

The process of claim 1, wherein the filler is present in an amount which is within −5% to +2% of the critical pigment volume concentration of the tile adhesive.

### Claim 11 (depends on 1)

The process of claim 1, wherein polymer component a) comprises at least one of a catalyst (D), a water scavenger (E), and an adhesion promoter (F).

### Claim 12 (depends on 1)

The process of claim 1, wherein the polymer component a) comprises (A), (B), (C), and (D), optionally one or more of (E), (F), (G), and (H), and optionally one or more antioxidants.

### Claim 13 (depends on 1)

The process of claim 1, wherein the filler component b) is present in an amount of from 80 to 90 weight percent based on the total weight of the tile adhesive.

### Claim 14 (depends on 1)

The process of claim 1, wherein the polymer component b) comprises from 60 to 500 parts by weight of silicone resin (B) per 100 parts of alkoxysilyl-functional polymer (A).

### Claim 15 (depends on 1)

The process of claim 1, wherein in all alkoxysilyl-functional polymers of formula (I), b is 3, and a condensation-promoting curing catalyst is present.

### Claim 16

In a process for adhesively bonding inorganic facing materials to a substrate with a tile adhesive, the improvement comprising employing an RTV single component (RTV-1) tile adhesive composition, wherein the tile adhesive composition is prepared by admixing:
a) from 5 to 40 weight percent of a moisture-curable alkoxysilyl-functional polymer component based on the total weight of the tile adhesive; and
b) a filler component comprising sand, wherein the amount of the filler component is such that sand is present in an amount of at least 60 wt. % based on the total weight of the tile adhesive;
wherein the polymer component comprises:
A) 100 parts of at least one liquid alkoxysilyl-functional polymer having a viscosity of less than 700 Pa·s measured at 25° C., and corresponding to the formula (I)
X—[(CR12)b—SiRa(OR2)3-a]x (I),
wherein
X denotes an x-valent polymer radical bonded to carbon of the (CR12)b group via a urea or urethane group
R are identical or different and are monovalent, optionally substituted, SiC-bonded hydrocarbon radicals,
R1 are identical or different and are hydrogen or a monovalent, optionally substituted hydrocarbon radical, which may be bonded to carbon via nitrogen, phosphorus, oxygen, sulfur, or carbonyl group,
R2 are identical or different and are hydrogen or a monovalent, optionally substituted hydrocarbon radical,
x is an integer from 1 to 10,
a each is identical or different and is 0, 1, or 2,
b each is identical or different and is an integer from 1 to 10,
B) from 40 to 1000 parts relative to 100 parts A, of at least one silicone resin comprising units of the formula (V)
R3c(R4O)dSiO(4-c-d)/2 (V),
where
R3 are identical or different and denotes hydrogen or a monovalent, SiC-bonded, optionally substituted hydrocarbon radical,
R4 are identical or different and denotes hydrogen or a monovalent, optionally substituted hydrocarbon radical,
c is 0, 1, 2, or 3, and
d is 0, 1, 2, or 3,
where the sum of c+d is less than or equal to 3 and in at least 50% of the units of the formula (V) c is equal to 0 or 1,
C) at least 0.5 parts per 100 parts (A) of at least one aminoalkylalkoxysilane or partial hydrolysate thereof
D) optionally, one of more condensation catalysts;
E) optionally, one or more water scavengers;
F) optionally, one or more adhesion promoters different from the aminoalkylalkoxysilane or partial hydrolysate thereof, and different from components C) and E);
G) optionally one or more plasticizers;
K) optionally, one or more alkoxysilyl-functional crosslinkers different from components E) and F) and having a molecular weight below 500 Da, and/or a partial hydrolysate thereof;
L) optionally, one or more antioxidants and/or UV-stabilizers;
M) optionally, one or more biocides,
wherein the sand has a sieve size of from 0.037 mm to 1.0 mm.

### Claim 17 (depends on 1)

The process of claim 1, wherein the silicone resin (B) is present in an amount of 74 parts to 500 parts based on 100 parts of liquid alkoxysilyl-functional polymer (A).

### Claim 18 (depends on 1)

The process of claim 1, wherein the silicone resin (B) is present in an amount of 80 parts to 500 parts based on 100 parts of liquid alkoxysilyl-functional polymer (A).