IP Library Granted Patent US 8,597,741
Granted Patent B2
US 8,597,741 · App. 12/631,038 · Granted Dec 3, 2013

Insulated glass unit possessing room temperature-cured siloxane sealant composition of reduced gas permeability

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Quick Facts
Patent No.
US 8,597,741
App. No.
12/631,038
Granted
Dec 3, 2013
Kind
B2
Abstract

The invention relates to an insulated glass unit having an increased service life. An outer glass pane and inner glass pane are sealed to a spacer to provide an improved gas impermeable space. The glass unit includes a curable two-part sealer composition which, upon curing, exhibits unexpectedly high adhesion to substrates.

Claims (57)

1. An insulated glass unit comprising at least two spaced-apart sheets of glass in spaced relationship to each other, a low thermal conductivity gas therebetween and a gas sealant element including a two-part curable sealant composition wherein

Part 1 comprises (a) at least one first diorganopolysiloxane exhibiting a permeability to a gas or a mixture of gases wherein each end of the polymer chain of each of the first diorganopolysiloxanes is silanol terminated, wherein the viscosity of the silanol terminated first diorganopolysiloxanes can be from about 1,000 to 200,000 cps at 25 degrees C., and (b) a polymer exhibiting permeability to the gas or mixture of gases that is less than the permeability of the silanol terminated first diorganopolysiloxane (a); and,

Part 2 comprises (c) at least one second diorganopolysiloxane wherein each end of the polymer chain of each of the second diorganopolysiloxane is trialkylsilyl terminated, (d) an alkylsilicate crosslinker, and (e) a crosslinking catalyst;

wherein said two-part curable sealant composition when cured has a permeability to argon of no more than about 900 barrer units at 25 degrees C. and under 100 psi pressure.

2. The insulated glass unit window of claim 1 wherein the diorganopolysiloxane polymer, component (a), is a silanol terminated diorganopolysiloxane having the formula:

M a D b D′ c

wherein a=2, b is equal to or greater than 1, c is zero or a positive integer;

M =(HO) 3-x-y R 1 x R 2 y SiO 1/2 ;

wherein x=0, 1 or 2 and y is either 0 or 1, with the proviso that x+y is less than or equal to 2, R 1 and R 2 are monovalent C 1 to C 60 hydrocarbon radicals;

D =R 3 R 4 SiO 1/2 ;

wherein R 3 and R 4 are monovalent C 1 to C 60 hydrocarbon radicals; and

D ′=R 5 R 6 SiO 2/2 ;

wherein R 5 and R 6 are independently chosen monovalent C 1 to C 60 hydrocarbon radicals.

3. The insulated glass unit of claim 1 wherein polymer (b) is selected from the group consisting of low density polyethylene (LDPE), very low density polyethylene (VLDPE), linear low density polyethylene (LLDPE), high density polyethylene (HDPE), polypropylene (PP), polyisobutylene (PIB), polyvinyl acetate (PVAc), polyvinyl alcohol (PVoH), polystyrene, polycarbonate, polyester, such as, polyethylene terephthalate (PET), polybutylene terephthalate (PBT), polyethylene napthalate (PEN), glycol-modified polyethylene terephthalate (PETG); polyvinylchloride (PVC), polyvinylidene chloride, polyvinylidene floride, thermoplastic polyurethane (TPU), acrylonitrile butadiene styrene (ABS), polymethylmethacrylate (PMMA), polyvinyl fluoride (PVF), Polyamides (nylons), polymethylpentene, polyimide (PI), polyetherimide (PEI), polether ether ketone (PEEK), polysulfone, polyether sulfone, ethylene chlorotrifluoroethylene, polytetrafluoroethylene (PTFE), cellulose acetate, cellulose acetate butyrate, plasticized polyvinyl chloride, ionomers (Surtyn), polyphenylene sulfide (PPS), styrene-maleic anhydride, modified polyphenylene oxide (PPO), ethylene-propylene rubber (EPDM), polybutadiene, polychloroprene, polyisoprene, polyurethane (TPU), styrene-butadiene-styrene (SBS), styrene-ethylene-butadiene-styrene (SEEBS), polymethylphenyl siloxane (AMPS), and mixture thereof.

4. The insulated glass unit of claim 3 wherein polymer (b) is selected from the group consisting of low density polyethylene (LDPE), very low density polyethylene (VLDPE), linear low density polyethylene (LLDPE), high density polyethylene (HDPE), and mixtures thereof.

5. The insulated glass unit of claim 4 wherein polymer (b) is selected from the group consisting of low density polyethylene (LDPE), very low density polyethylene (VLDPE), linear low density polyethylene (LLDPE), and mixture thereof.

6. The insulated glass unit of claim 5 wherein polymer (b) is linear low density polyethylene (LLDPE).

7. The insulated glass unit of claim 1 wherein the trialkylsilyl terminated second diorganopolysiloxane component (c) has the formula:

M x D y D 1 z

wherein x=2, y is equal to or greater than 1, z is zero or a positive integer;

M =R a R b R c SiO 1/2

wherein R a , R b and R c can be the same or different and are each individually selected from C 1 to C 60 alkyl hydrocarbon radicals,

D =R d R e SiO 1/2 ;

wherein R d and R e are independently chosen monovalent C 1 to C 60 hydrocarbon radicals; and

D 1 =R f R g SiO 2/2 ;

wherein R f and R g are independently chosen monovalent C 1 to C 60 hydrocarbon radicals.

8. The insulated glass unit of claim 7 wherein the trialkylsilyl terminated second diorganopolysiloxane component (c) is trimethylsilyl terminated polydimethylsiloxane.

9. The insulated glass unit of claim 7 wherein Part 1 of the formulation also includes the trialkylsilyl terminated diorganopolysiloxane component (c).

10. The insulated glass unit of claim 9 wherein the trialkylsilyl terminated diorganopolysiloxane component (c) in both Part 1 and Part 2 of the formulation is trimethyl terminated polydimethylsiloxane.

11. The insulated glass unit of claim 1 containing at least one optional component selected from the group consisting of filler, adhesion promoter, non-ionic surfactant.

12. The insulated glass unit of claim 1 wherein the catalyst is a tin catalyst.

13. The insulated glass unit of claim 12 wherein the tin catalyst is selected from the group consisting of dibutyltindilaurate, dibutyltindiacetate, dibutyltindimethoxide tinoctoate, isobutyltintriceroate, dibutyltinoxide, solubilized dibutyl tin oxide, dibutyltin bis-diisooctylphthalate, bis-tripropoxysilyl dioctyltin, dibutyltin bis-acetylacetone, silylated dibutyltin dioxide, carbomethoxyphenyl tin tris-uberate, isobutyltin triceroate, dimethyltin dibutyrate, dimethyltin di-neodecanoate, triethyltin tartarate, dibutyltin dibenzoate, tin oleate, tin naphthenate, butyltintri-2-ethylhexylhexoate, tinbutyrate, diorganotin bis β-diketonates and mixtures thereof.

14. The insulated glass unit of claim 11 wherein the adhesion promoter is selected from the group consisting of n-2-aminoethyl-3-aminopropyltrimethoxysilane, 1,3,5-tris(trimethoxysilylpropyl)isocyanurate, γ-aminopropyltriethoxysilane, γ-aminopropyltrimethoxysilane, aminopropyltrimethoxysilane, bis-γ-trimethoxysilypropyl)amine, N-Phenyl-γ-aminopropyltrimethoxysilane, triaminofunctionaltrimethoxysilane, γ-aminopropylmethyldiethoxysilane, γ-aminopropylmethyldiethoxysilane, methacryloxypropyltrimethoxysilane, methylaminopropyltrimethoxysilane, γ-glycidoxypropylethyldimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxyethyltrimethoxysilane, β-(3,4-epoxycyclohexy)propyltrimethoxysilane, β-(3,4-epoxycyclohexyl)ethylmethyldimethoxysilane, isocyanatopropyltriethoxysilane, isocyanatopropylmethyldimethoxysilane, β-cyanoethyltrimethoxysilane, γ-acryloxypropyltrimethoxysilane, γ-methacryloxypropylmethyldimethoxysilane, 4-amino-3,3,-dimethylbutyltrimethoxysilane, n-ethyl-3-trimethoxysilyl-2-methylpropanamine, and mixtures thereof.

15. The insulated glass unit of claim 11 wherein the weight ratio of Part 1 to Part 2 of the composition ranges from about 10:1 to about 15:1.

16. The insulated glass unit of claim 1 wherein the weight ratio of Part 1 to Part 2 of the composition ranges from about 12:1 to about 13:1.

17. The insulated glass unit of claim 1 wherein the silanol terminated diorganopolysiloxane polymer, component (a), ranges from an amount from about 50 weight percent to about 99 weight percent of the composition of Part 1.

18. The insulated glass unit of claim 1 wherein the amount of the polymer, component (b), ranges from about 1 weight percent to about 50 weight percent of the composition of Part 1.

19. The insulated glass unit of claim 1 wherein the trialkylsilyl terminated diorganopolysiloxane component (c) ranges in an amount of from 30% to about 90% by weight of the composition of Part 2.

20. The insulated glass unit of claim 11 wherein the composition includes one or more filler selected from the group consisting of clays, nano-clays, organo-clays, ground calcium carbonate, precipitated calcium carbonate, colloidal calcium carbonate, calcium carbonate treated with compounds stearate or stearic acid; fumed silica, precipitated silica, silica gels, hydrophobized silicas, hydrophilic silica gels: crushed quartz, ground quartz, alumina, aluminum hydroxide, titanium hydroxide, clay, kaolin, bentonite montmorillonite, diatomaceous earth, iron oxide, carbon black and graphite, talc, mica, and mixtures thereof.

21. The insulated glass unit of claim 11 wherein the composition including a non-ionic surfactant selected from the group consisting of polyethylene glycol, polypropylene glycol, ethoxylated castor oil, oleic acid ethoxylate, alkylphenol ethoxylates, copolymers of ethylene oxide and propylene oxide and copolymers of silicones and polyethers, copolymers of silicones and copolymers of ethylene oxide and propylene oxide and mixtures thereof, in an amount ranging from about 0.1 weight percent to about 10 weight percent of the total composition.

22. The insulated glass unit of claim 21 wherein the non-ionic surfactant is selected from the group of surfactants consisting of copolymers of ethylene oxide and propylene oxide, copolymers of silicones and polyethers, copolymers of silicones and copolymers of ethylene oxide and propylene oxide and mixtures thereof.

23. The insulated glass unit of claim 1 wherein the amount of the cross-linker, component (d), ranges in amount from about 0.1 weight percent to about 10 weight percent of the total composition.

24. The insulated glass unit of claim 1 wherein the amount of catalyst, component (e), ranges in amount from about 0.005 weight percent to about 1 weight percent of the total composition.

25. The insulated glass unit of claim 20 wherein the composition includes a clay modified with an amine compounds or ammonium ion having the structure R 3 R 4 R 5 N, wherein R 3 , R 4 , and R 5 are C 1 to C 30 30 alkyls or alkenes, and mixtures thereof.

26. The insulated glass unit of claim 20 wherein the sealant composition includes a clay modified with an amine or ammonium ion having the structure R 6 R 7 R 8 N, wherein at least one R 6 , R 7 , and R 8 is C 1 to C 30 alkoxy silanes and the remaining are C 1 to C 30 alkyls or alkenes.

27. The insulated glass unit of claim 22 wherein the composition includes a clay modified with ammonium, primary alkylammonium, secondary alkylammonium, tertiary alkylammonium quaternary alkylammonium, phosphonium derivatives of aliphatic, aromatic or arylaliphatic amines, phosphines or sulfides or sulfonium derivatives of aliphatic, aromatic or arylaliphatic amines, phosphines or sulfides.

28. The insulated glass unit of claim 15 wherein the clay is present in an amount from about 0.1 to about 50 weight percent of the total composition.

29. The insulated glass unit of claim 1 wherein the gas is selected from the group consisting of air, carbon dioxide, sulfur hexafloride, nitrogen, argon, krypton, xenon, and mixtures thereof.

30. The insulated glass unit of claim 1 further comprising a primary sealant.

31. The insulated glass unit of claim 1 further comprising a glazing bead.

32. The insulated glass unit of claim 30 wherein the primary sealant is a rubber based material.

33. The insulated glass unit of claim 31 wherein the glazing bead is a silicone or butyl material.

34. The insulated glass unit of claim 1 wherein the cross-linkers (d) is an alkylsilicate having the formula:

(R 14 O)(R 15 O)(R 16 O)(R 17 O)Si

where R 14 , R 15 , R 16 and R 17 are chosen independently from monovalent C 1 to C 60 hydrocarbon radicals.

35. The insulated glass unit of claim 1 wherein the sealant composition is at least partially cured.

36. The insulated glass unit of claim 2 wherein the polymer (b) is a linear how density polyethylene and wherein part 1 of the composition further includes a nanoclay.

Assignments (18)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Mar 31, 2023
From: BNP PARIBAS
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063259/0133 →
RELEASE OF SECURITY INTEREST Recorded Mar 30, 2023
From: KOOKMIN BANK NEW YORK
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063197/0373 →
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 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 →
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 →
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 034066/0662 →
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 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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2009
From: LANDON, SHAYNE J.; WILLIAMS, DAVID A.; KUMAR, VIKRAM; SHELUKAR, SACHIN A.; NESAKUMAR, EDWARD J.; RAMAKRISHNAN, INDUMATHI
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 023605/0583 →