IP Library Granted Patent US 7,781,513
Granted Patent B2
US 7,781,513 · App. 11/985,098 · Granted Aug 24, 2010

Two-part moisture-curable resin composition and adhesive, sealant and coating compositions based thereon

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,781,513
App. No.
11/985,098
Granted
Aug 24, 2010
Kind
B2
Abstract

This invention relates to moisture-curable resins generally and, more particularly, to two-part moisture-curable resin compositions the first part of which contains a moisture-curable silylated resin and the second part of which contains water. The invention further relates to adhesive, sealant and coating compositions based on such two-part moisture-curable resin compositions.

Claims (23)

1. A two-part moisture-curable resin composition which comprises:

a) a first part substantially free of moisture comprising:

(1) moisture-curable silylated resin obtained by the silylation of at least one resin selected from the group consisting of polyether polyol (i), polyester polyol (ii), hydroxyl-terminated polybutadiene (iii), hydroxyl terminated or isocyanate-terminated polyurethane prepolymer (iv) derived from at least one of polyether polyol (i), polyester polyol (ii) or hydroxy-terminated polybutadiene (iii), amine-terminated or isocyanate-terminated polyurethane-polyurea prepolymer and/or polyurea prepolymer (v) derived from polyamine, and olefinically unsaturated resin (vi); and,

(2) optionally, one or more additional components selected from the group consisting of plasticizer, solvent, thixotropic agent, particulate material, moisture scavenger, isocyanate scavenger, crosslinker, adhesion promoter, U.V. stabilizer and antioxidant; and,

b) a second part comprising:

(1) water in an amount sufficient to cure moisture-curable silylated resin (a)(1);

(2) at least one plasticizer and/or particulate material,

(3) nonionic surfactant (b)(3) in an amount sufficient to provide a stable emulsion of plasticizer (b)(2), if present, and a stable suspension of particulate material (b)(2), if present, wherein non-ionic surfactant (b)(3) is selected from the group consisting of polyethylene glycol, polypropylene glycol, copolymer of ethylene oxide and propylene oxide, ethoxylated castor oil, oleic acid ethoxylate, alkylphenol ethoxylate, copolymer of silicone and polyether and mixtures of the foregoing; and

(4) optionally, one or more additional components selected from the group consisting of solvent, thixotropic agent, pH adjuster, U.V. stabilizer and antioxidant, provided, the first part and/or the second part further comprises catalyst (c) for the condensation reaction of hydrolyzed moisture-curable silylated resin (a)(1).

2. The two-part moisture-curable resin composition of claim 1 wherein moisture-curable silylated resin (a)(1) is obtained from at least one of polyether polyol (i), polyester polyol (ii), hydroxyl-terminated polybutadiene (iii), hydroxyl-terminated polyurethane prepolymer (iv) or amine-terminated polyurethane-polyurea prepolymer and/or amine-terminated polyurea prepolymer (v) by silylation with at least one isocyanatosilane, or from isocyanate-terminated polyurethane prepolymer (iv) or isocyanate-terminated polyurethane-polyurea prepolymer and/or isocyanate-terminated polyurea prepolymer (v) by silylation with at least one isocyanate-reactive silane selected from the group consisting of mercaptosilane, primary aminosilane, secondary aminosilane and mixtures thereof, or from olefinically unsaturated resin (vi) by hydrosilation with at least one hydridosilane.

3. The two-part moisture-curable resin composition of claim 2 formulated as an adhesive, sealant or coating.

4. The two-part moisture-curable resin composition of claim 1 wherein moisture-curable silylated resin (a)(1) is at least one silylated polyurethane prepolymer obtained from the silylation of hydroxyl-terminated or isocyanate-terminated polyurethane prepolymer (iv) derived from polyether dial (i) and diisocyanate.

5. The two-part moisture-curable resin composition of claim 4 wherein silylation of hydroxyl-terminated polyurethane prepolymer (iv) is carried out with at least one isocyanatosilane and silylation of isocyanate-terminated polyurethane prepolymer (iv) is carried out with at least one isocyanate-reactive silane selected from the group consisting of mercaptosilane, primary aminosilane, secondary aminosilane and mixtures thereof.

6. The two-part moisture-curable resin composition of claim 4 formulated as an adhesive, sealant or coating.

7. The two-part moisture-curable resin composition of claim 1 wherein first part (a) contains one or more additional components (a)(2).

8. The two-part moisture-curable resin composition of claim 7 wherein non-ionic surfactant (b)(3) is selected from the group consisting of polyethylene glycol, polypropylene glycol, copolymer of ethylene oxide and propylene oxide, ethoxylated castor oil, oleic acid ethoxylate, alkylphenol ethoxylate, copolymer of silicone and polyether and mixtures of the foregoing.

9. The two-part moisture-curable resin composition of claim 8 formulated as an adhesive, sealant or coating.

10. The two-part moisture-curable resin composition of claim 7 formulated as an adhesive, sealant or coating.

11. The two-part moisture-curable resin composition of claim 1 wherein second part (b) contains plasticizer (b)(2) and particulate material (b)(2), nonionic surfactant (b)(3) being present in second part (b) in an amount sufficient to provide a stable emulsion of plasticizer (b)(2) and a stable suspension of particulate material (b)(2).

12. The two-part moisture-curable resin composition of claim 11 wherein non-ionic surfactant (b)(3) is selected from the group consisting of polyethylene glycol, polypropylene glycol, copolymer of ethylene oxide and propylene oxide, ethoxylated castor oil, oleic acid ethoxylate, alkylphenol ethoxylate, copolymer of silicone and polyether and mixtures of the foregoing.

13. The two-part moisture-curable resin composition of claim 12 formulated as an adhesive, sealant or coating.

14. The two-part moisture-curable resin composition of claim 11 formulated as an adhesive, sealant or coating.

15. The two-part moisture-curable resin composition of claim 1 formulated as an adhesive, sealant or coating.

Assignments (26)
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 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Mar 31, 2023
From: BNP PARIBAS
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063259/0133 →
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 →
RELEASE OF SECURITY INTEREST Recorded Mar 30, 2023
From: KOOKMIN BANK NEW YORK
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063197/0373 →
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 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 10, 2020
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.; MOMENTIVE PERFORMANCE MATERIALS GMBH; MOMENTIVE PERFORMANCE MATERIALS JAPAN LLC
Reel/Frame 054372/0391 →
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 →
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 →
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.
Reel/Frame 030311/0343 →
PATENT SECURITY AGREEMENT Recorded Apr 3, 2013
From: MOMENTIVE PERFORMANCE MATERIALS INC.
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 →
SECURITY AGREEMENT Recorded Jul 2, 2008
From: MOMENTIVE PERFORMANCE MATERIALS, INC.; MOMENTIVE PERFORMANCE MATERIALS GMBH; MOMENTIVE PERFORMANCE MATERIALS JAPAN LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 021184/0841 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 14, 2007
From: LUCAS, GARY M.; LEHMANN, PATRICE J.
To: MOMENTIVE PERFORMANCE MATERIALS, INC.
Reel/Frame 020161/0856 →