IP Library Granted Patent US 7,365,145
Granted Patent B2
US 7,365,145 · App. 11/226,760 · Granted Apr 29, 2008

Moisture curable silylated polymer containing free polyols for coating, adhesive and sealant application

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Quick Facts
Patent No.
US 7,365,145
App. No.
11/226,760
Granted
Apr 29, 2008
Kind
B2
Abstract

The present invention relates to moisture-curable silylated polymers having unreacted or “free” hydroxyl groups prior to cure with improved physical properties, lower viscosity and lower cost, suitable for preparing coatings, adhesives and sealants.

Claims (23)

1. A moisture-curable composition comprising:

a) silylated polymer;

b) at least one polyol; and,

c) catalyst for the silylated polymer and polyol reaction, said composition being substantially devoid of moisture,

wherein said at least one polyol is a mixture of high molecular weight polyol and low molecular weight polyol.

2. The moisture-curable composition of claim 1 , wherein the silylated polymer is at least one member selected from the group consisting of: (i) silylated polymer obtained from the reaction of polyol with isocyanatosilane, (ii) silylated polymer obtained from the reaction of hydroxyl terminated polyurethane prepolymer with isocyanatosilane; (iii) silylated polymer obtained from the reaction of isocyanto-terminated polyurethane prepolymer with hydrogen active organofunctional silane that can react with isocyanate; and (iv) silylated polymer obtained from the reaction of unsaturated carbon-carbon terminated polyoxyalkylene polymer with a compound having a hydrogen-silicon bond to obtain silane terminated polyether.

3. The moisture-curable composition of claim 1 , wherein the low molecular weight polyol and high molecular weight polyol have at least 2 hydroxyl groups.

4. The moisture-curable composition of claim 1 , wherein the high molecular weight polyol is selected from the group consisting of aliphatic and aromatic polyester polyols, polyether polyols, polyhydroxy polycarbonates, polyhydroxy polyacetals, polyhydroxy polyacrylates, polyhydroxy polyester amides and polyhydroxy polythioethers, polyolefin polyols, and mixtures thereof.

5. The moisture-curable composition of claim 1 , wherein the low molecular weight polyol is selected from the group consisting of glycols, glycerine, trimethylol propane, pentaerythritol, glycosides, sugars, alkylol amine, and mixtures thereof.

6. The moisture-curable composition of claim 5 , wherein the polyol is selected from the group consisting of glycol, triethylene glycol, propylene glycol, butanediol, hexylene glycol, trimethylol propane, dietheylene glycol, dipropylene glycol, mannide, 1,2,6-hexanetriol, 1,2,4-butanetriol, trimethylol ethane, pentaerythritol, mannitol, sorbitol, sucrose, diethanolamine, triethanolamine, and mixtures thereof.

7. The moisture-curable composition of claim 4 , wherein the high molecular weight polyol has an equivalent weight of at least 200.

8. The moisture-curable composition of claim 4 , wherein the high molecular weight polyol has an equivalent weight of about 400 to about 20,000.

9. The moisture-curable composition of claim 4 , wherein the high molecular weight polyol has an equivalent weight of about 500 to about 18,000.

10. The moisture-curable composition of claim 1 , wherein the polyol is present at a level providing from about 1 to about 100 hydroxyl mole percent, per mole of alkoxy in the silylated polymer.

11. The moisture-curable composition of claim 1 , wherein the polyol is present at a level providing from about 5 to about 80 hydroxyl mole percent, per mole of alkoxy in the silylated polymer.

12. The moisture-curable composition of claim 1 , wherein the polyol is present at a level providing from about 5 to about 50 hydroxyl mole percent, per mole of alkoxy in the silylated polymer.

13. The moisture-curable composition of claim 1 , wherein the catalyst is an organometallic catalyst.

14. The moisture-curable composition of claim 1 , wherein the catalyst is an amine catalyst.

15. The moisture-curable composition of claim 1 , wherein the catalyst is an amine catalyst is selected from the group consisting of primary amine, secondary amine, tertiary amine, aminosilane, and mixture thereof.

16. The moisture-curable composition of claim 13 , wherein the catalyst is selected from the group consisting of organic dibutyltin, zirconium complex, aluminum chelate, titanic chelate, organic zinc, organic cobalt, organic iron, organic nickel and organobismuth, and mixture thereof.

17. The moisture-curable composition of claim 1 , wherein the catalyst is a mixture of organometallic catalyst and amine catalyst.

18. A moisture-curable sealant, coating or adhesive made from the moisture-curable mixture of claim 1 .

19. The moisture-curable composition of claim 1 , optionally containing at least one of the following: additive, filler, dye, plasticizer, thickener, coupling agent, extender and UV stabilizers, and/or mixture thereof.

Assignments (27)
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (063213/0472) Recorded Oct 22, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 073168/0715 →
RELEASE OF SECURITY INTEREST Recorded Jul 18, 2025
From: KOOKMIN BANK NEW YORK BRANCH
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 072039/0906 →
FIRST LIEN TERM LOAN PATENT SECURITY AGREEMENT Recorded Mar 31, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063213/0472 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Mar 31, 2023
From: BNP PARIBAS
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063259/0133 →
SECURITY INTEREST Recorded Mar 30, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK NEW YORK BRANCH
Reel/Frame 063197/0475 →
RELEASE OF SECURITY INTEREST Recorded Mar 30, 2023
From: KOOKMIN BANK NEW YORK
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063197/0373 →
RELEASE OF SECURITY INTEREST Recorded Dec 24, 2020
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 054883/0855 →
RELEASE OF SECURITY INTEREST Recorded Nov 11, 2020
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.; MOMENTIVE PERFORMANCE MATERIALS GMBH & CO KG; MOMENTIVE PERFORMANCE MATERIALS JAPAN HOLDINGS GK
Reel/Frame 054387/0001 →
ABL PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.; MOMENTIVE PERFORMANCE MATERIALS GMBH
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 049388/0252 →
SECOND LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK, NEW YORK BRANCH, AS ADMINISTRATIVE AGENT
Reel/Frame 049388/0220 →
FIRST LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: BNP PARIBAS, AS ADMINISTRATIVE AGENT
Reel/Frame 049387/0782 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded May 21, 2019
From: JPMORGAN CHASE BANK, N.A.
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 050304/0555 →
RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 049194/0085 →
RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 049249/0271 →
NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY - SECOND LIEN Recorded Mar 6, 2015
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
Reel/Frame 035137/0263 →
NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Mar 6, 2015
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
Reel/Frame 035136/0457 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Oct 30, 2014
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 034113/0252 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Oct 30, 2014
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 034113/0331 →
SECURITY INTEREST Recorded Oct 27, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Reel/Frame 034066/0570 →
SECURITY INTEREST Recorded Oct 27, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Reel/Frame 034066/0662 →
SECURITY AGREEMENT Recorded Apr 29, 2013
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A.
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PATENT SECURITY AGREEMENT Recorded Apr 3, 2013
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To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE
Reel/Frame 030185/0001 →
SECURITY AGREEMENT Recorded May 31, 2012
From: MOMENTIVE PERFORMANCE MATERIALS INC
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., THE
Reel/Frame 028344/0208 →
SECURITY AGREEMENT Recorded Jul 1, 2009
From: MOMENTIVE PERFORMANCE MATERIALS, INC.; JUNIPER BOND HOLDINGS I LLC; JUNIPER BOND HOLDINGS II LLC; JUNIPER BOND HOLDINGS III LLC; JUNIPER BOND HOLDINGS IV LLC; MOMENTIVE PERFORMANCE MATERIALS CHINA SPV INC.; MOMENTIVE PERFORMANCE MATERIALS QUARTZ, INC.; MOMENTIVE PERFORMANCE MATERIALS SOUTH AMERICA INC.; MOMENTIVE PERFORMANCE MATERIALS USA INC.; MOMENTIVE PERFORMANCE MATERIALS WORLDWIDE INC.; MPM SILICONES, LLC
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL TRUSTEE
Reel/Frame 022902/0461 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 28, 2008
From: GENERAL ELECTRIC COMPANY
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Reel/Frame 020424/0263 →
SECURITY AGREEMENT Recorded Jul 3, 2007
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ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 26, 2005
From: YANG, YURUN; MIN, SHEN; HUANG, MISTY
To: GENERAL ELECTRIC COMPANY
Reel/Frame 016940/0097 →