IP Library Granted Patent US 8,317,967
Granted Patent B2
US 8,317,967 · App. 12/554,085 · Granted Nov 27, 2012

Structural urethane adhesives comprising amide polyols

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Quick Facts
Patent No.
US 8,317,967
App. No.
12/554,085
Granted
Nov 27, 2012
Kind
B2
Abstract

Urethane adhesive compositions comprising amide based polyols. The amide polyols comprise the reaction product of a reactant selected from the group consisting of lactic acid, lactic acid esters, lactone, glycolic acid, glycolic acid esters, and combinations thereof with one or more amines. The urethane adhesive compositions may be applied in methods of manufacturing a tile installation.

Claims (16)

1. A urethane adhesive composition comprising an amide polyol consisting of the reaction product of a reactant selected from the group consisting of lactic acid, lactic acid esters, glycolic acid, glycolic acid esters, and combinations thereof with one or more amines.

2. The urethane adhesive composition of claim 1 wherein the lactic acid ester is selected from the group consisting of lactide (3,6-dimethyl-1,4-dioxane-2,5-dione), methyl lactate, ethyl lactate, propyl lactate, iso-propyl lactate, butyl lactate, tert-butyl lactate, iso-butyl lactate, pentyl lactate and combinations thereof.

3. The urethane adhesive composition of claim 1 wherein the glycolic acid ester is selected from the group consisting of glycolide (1,4-dioxane-2,5-dione), methyl glycolate, ethyl glycolate, propyl glycolate, iso-propyl glycolate, butyl glycolate, tert-butyl glycolate, iso-butyl glycolate, pentyl glycolate and combinations thereof.

4. The urethane adhesive composition of claim 1 wherein the amine is selected from the group consisting of a primary amine, a secondary amine and combinations thereof.

5. The urethane adhesive composition of claim 1 wherein the amine is an aliphatic amine.

6. The urethane adhesive composition of claim 1 wherein the amine is selected from the group consisting of N,N′-bis(3-aminopropyl)methylamine, N,N′-dimethylethylene diamine, neopentanediamine, 4,4′-diaminodiphenyl methane, 2-methylpentamethylenediamine and polyetheramine.

7. The urethane adhesive composition of claim 6 wherein the polyetheramine is selected from the group consisting of

a) an amine having the structure

wherein n is about 2.5 to about 68,

b) an amine having the structure

wherein m is about 2 or about 3 and

c) an amine having the structure

wherein R is H or C 2 H 5 , k is 0 or 1, and the total of x, y and z is about 5 to about 85.

8. The urethane adhesive composition of claim 1 comprising a prepolymer and a curative wherein the curative comprises the amide polyol.

9. A method of adhering at least one ceramic substrate to another ceramic substrate comprising the steps of applying the urethane adhesive composition of claim 1 to one or more of the ceramic substrates and contacting the ceramic substrate with the adhesive composition to another ceramic substrate.

10. A method of manufacturing a tile installation comprising the steps a) placing an underlayment over an existing surface, b) placing at least two tiles on the underlayment separated by a gap between the tiles and c) applying the urethane adhesive composition of claim 1 in the gap between the tiles.

Assignments (5)
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Sep 15, 2011
From: BANK OF AMERICA, N.A.
To: ASHLAND, INC.; ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 026927/0247 →
SECURITY AGREEMENT Recorded Apr 14, 2010
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024225/0289 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 16, 2009
From: HARVEY, RAYMOND SCOTT, MR.; GRAN, AMY JO, MS.; VASILIEVA, YULIA ALEKSEEVNA, MS.
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY, LLC
Reel/Frame 023381/0290 →