IP Library Granted Patent US 7,959,826
Granted Patent B2
US 7,959,826 · App. 11/203,822 · Granted Jun 14, 2011

Methods of preventing frost formation and facilitating the removal of winter precipitation relative to a windshield and compositions for use therein

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Quick Facts
Patent No.
US 7,959,826
App. No.
11/203,822
Granted
Jun 14, 2011
Kind
B2
Abstract

Disclosed is a method of preventing frost and facilitating removal of winter precipitation relative to a windshield, comprising applying to a windshield a winter precipitation barrier composition. In one embodiment, the barrier composition comprises: a solvent and a silicon containing compound, the silicon containing compound comprising at least one of a reactive silane, a polyalkylene oxide polysiloxane, or a combination of at least one of the foregoing, wherein the reactive silane is at least one of a halosilane having the formula X n SiR 4-n 1   (I); an alkoxysilane or aminosilane having the formula a compound of formula (R 6 ) 3 Si—R 7 —Si(R 8 ) 3   (III); or a combination comprising one or more of the foregoing reactive silanes. In another embodiment, the disclosed winter precipitation barrier composition comprises a reactive silane and a solvent, wherein the reactive silane is as described above.

Claims (37)

1. A winter precipitation barrier composition consisting of, based on a total weight of the winter precipitation barrier composition:

about 55 to about 99.9 percent by weight of a monoalcohol; and

about 0.01 to about 10 percent by weight of a reactive silane,

wherein the reactive silane is selected from the group consisting of:

a halosilane having the formula (I):

X n SiR 4-n 1   (I)

wherein n is a number from 1 to 3, R l is a linear, branched or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl group, and X is F, Cl, Br, or I;

an alkoxysilane or aminosilane having the formula (II):

wherein the alkoxysilane or aminosilane comprises no Si—Si bonds; each R 2 -R 5 can be the same or different; two or three of R 2 -R 5 are of the formula OR 6 or NR 7 R 8 ; the remaining R 2 -R 5 are independently linear, branched, or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl groups that can optionally comprise heteroatoms that are not silicon; R 6 can be a linear, branched, or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl groups that can optionally comprise heteroatoms that are not silicon; and R 7 and R 8 can be the same or different and can be hydrogen or a linear, branched, or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl groups that can optionally comprise heteroatoms that are not silicon;

a compound having the formula (III):

(R 6 ) 3 Si—R 7 —Si(R 8 ) 3   (III)

wherein R 6 and R 8 are independently halogen or linear, branched or cyclic, substituted or unsubstituted, C 1 -C 30 alkoxy groups and R 7 is a linear, branched, or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl group that can optionally comprise heteroatoms that are not silicon; and

a combination thereof;

an auxiliary compound selected from the group consisting of silicone oils, fluorinated polyether diols, a combination of the foregoing auxiliary compounds, or a combination of the foregoing auxiliary compounds and glycols; and

optionally an additional component selected from the group consisting of a humectant, a pH buffering agent, a coloring agent, a dye, a pigment and combinations thereof.

2. The winter precipitation barrier composition of claim 1 , wherein the monoalcohol is selected from the group consisting of methanol, ethanol, isopropanol, and a combination thereof.

3. The winter precipitation barrier composition of claim 1 , wherein the auxiliary compound is the silicone oil, present in an amount of about 1 to about 5 percent by weight, based on the total weight of the winter precipitation barrier composition.

4. The winter precipitation barrier composition of claim 1 , wherein the auxiliary compound is the glycol, present in an amount of about 1 to about 40 percent by weight, based on the total weight of the winter precipitation barrier composition.

5. The winter precipitation barrier composition of claim 4 , wherein the glycol is selected from the group consisting of ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, 1,2-pentylene glycol, 1,3-pentylene glycol, 1,4-pentylene glycol, 1,5-pentylene glycol, neopentyl glycol, hexane diol, and a combination thereof.

6. The winter precipitation barrier composition of claim 4 , wherein the glycol is selected from the group consisting of ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, and a combination thereof.

7. The winter precipitation barrier composition of claim 1 , wherein the pH is about 3 to about 8.

8. A method of preventing frost and facilitating removal of winter precipitation relative to a windshield, comprising applying the winter precipitation barrier composition of claim 1 to a windshield.

9. A method of preventing frost and facilitating removal of winter precipitation relative to a windshield, comprising applying a winter precipitation barrier composition to a windshield wherein the winter precipitation barrier composition consists of, based on a total weight of the winter precipitation barrier composition:

about 60 to about 90 percent by weight water;

about 1 to about 35 percent by weight of a glycol; and

about 0.01 to about 10 percent by weight of a reactive silane,

wherein the reactive silane is selected from the group consisting of:

a halosilane having the formula (I):

X n SiR 4-n 1   (I)

wherein n is a number from 1 to 3, R 1 is a linear, branched or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl group, and X is F, Cl, Br, or I;

an alkoxysilane or aminosilane having the formula (II):

wherein the alkoxysilane or aminosilane comprises no Si-Si bonds; each R 2 -R 5 can be the same or different; at least two of R 2 -R 5 are of the formula OR 6 or NR 7 R 8 ; the remaining R 2 -R 5 are independently linear, branched, or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl groups that can optionally comprise heteroatoms that are not silicon; R 6 can be a linear, branched, or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl groups that can optionally comprise heteroatoms that are not silicon; and R 7 and R 8 can be the same or different and can be hydrogen or a linear, branched, or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl groups that can optionally comprise heteroatoms that are not silicon;

a compound having the formula (III):

(R 6 ) 3 Si—R 7 —Si(R 8 ) 3   (III)

wherein R 6 and R 8 are independently halogen or linear, branched or cyclic, substituted or unsubstituted, C 1 -C 30 alkoxy groups and R 7 is a linear, branched, or cyclic, substituted or unsubstituted C 1 -C 30 alkyl, C 2 -C 30 alkenyl, or C 6 -C 36 aryl, alkaryl, or aralkyl group that can optionally comprise heteroatoms that are not silicon; and

a combination thereof,

an auxiliary compound selected from the group consisting of silicone oil, fluorinated polyether diol, a combination of the foregoing auxiliary compounds, and optionally an additional component selected from the group consisting of a pH buffering agent, glycerin, sorbitol, or a combination thereof.

Assignments (21)
RELEASE AND TERMINATION OF INTELLECTUAL PROPERTY SECURITY INTEREST Recorded Jul 8, 2024
From: BARCLAYS BANK PLC
To: AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; BIO-LAB, INC.; HI-LEX LLC; HOMECARE LABS, INC.; KIK CUSTOM PRODUCTS, INC.; KIK INTERNATIONAL, LLC; PRESTONE PRODUCTS CORPORATION; SOLSKYN PERSONAL CARE LLC; SUNBELT POOL PRODUCTS, LLC; JAMES AUSTIN COMPANY; NC BRANDS L.P.; CYGNUS CORPORATION
Reel/Frame 068220/0455 →
RELEASE/TERMINATION OF INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jul 8, 2024
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: BIO-LAB, INC.; KIK CUSTOM PRODUCTS INC.; NC BRANDS, L.P.; PRESTONE PRODUCTS CORPORATION
Reel/Frame 068220/0306 →
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Jun 18, 2024
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: PRESTONE PRODUCTS CORPORATION
Reel/Frame 067777/0751 →
PARTIAL RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Jun 18, 2024
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
To: PRESTONE PRODUCTS CORPORATION
Reel/Frame 067777/0649 →
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Jun 18, 2024
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: PRESTONE PRODUCTS CORPORATION
Reel/Frame 067777/0671 →
PARTIAL RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Jun 18, 2024
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: PRESTONE PRODUCTS CORPORATION
Reel/Frame 067777/0634 →
SECURITY AGREEMENT Recorded Dec 27, 2021
From: AQUA CLEAR INDUSTRIES, LLC; ASEPIS, INC.; BIO-LAB, INC.; HI-LEX LLC; HOMECARE LABS, INC.; KIK CUSTOM PRODUCTS INC.; KIK INTERNATIONAL LLC; PRESTONE PRODUCTS CORPORATION; SOLSKYN PERSONAL CARE LLC; SUNBELT POOL PRODUCTS, LLC; JAMES AUSTIN COMPANY; CYGNUS CORPORATION; NC BRANDS L.P.
To: BARCLAYS BANK PLC
Reel/Frame 058592/0835 →
RELEASE OF INTELLECTUAL PROPERTY SECURITY INTEREST Recorded Jul 29, 2021
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: BIO-LAB, INC.; HI-LEX LLC; HOMECARE LABS, INC.; JAMES AUSTIN COMPANY; KIK INTERNATIONAL LLC; NC BRANDS L.P.; PRESTONE PRODUCTS CORPORATION; SOLSKYN PERSONAL CARE LLC; SUNBELT POOL PRODUCTS, LLC
Reel/Frame 057650/0125 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (NOTES) Recorded Dec 22, 2020
From: BIO-LAB, INC.; KIK CUSTOM PRODUCTS INC.; KIK INTERNATIONAL LLC; PRESTONE PRODUCTS CORPORATION; SOLSKYN PERSONAL CARE LLC; JAMES AUSTIN COMPANY; CYGNUS CORPORATION; NC BRANDS L.P.; AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; HI-LEX LLC; HOMECARE LABS, INC.; SUNBELT POOL PRODUCTS, LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 055327/0754 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (2019) Recorded Jan 28, 2019
From: APG, INC.; AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; BIO-LAB, INC.; HI-LEX LLC; HOMECARE LABS, INC.; KIK CUSTOM PRODUCTS INC.; KIK CUSTOM PRODUCTS, INC; KIK INTERNATIONAL LLC; MARIETTA CORPORATION; PRESTONE PRODUCTS CORPORATION; SOLSKYN PERSONAL CARE LLC; SUNBELT POOL PRODUCTS, LLC; JAMES AUSTIN COMPANY; CBI LABORATORIES, INC.; CYGNUS CORPORATION; NC BRANDS L.P.
To: BARCLAYS BANK PLC, AS AGENT
Reel/Frame 048180/0101 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (ABL) Recorded Jan 23, 2019
From: PRESTONE PRODUCTS CORPORATION
To: BARCLAYS BANK PLC
Reel/Frame 049518/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (TERM LOAN) Recorded Jan 23, 2019
From: PRESTONE PRODUCTS CORPORATION
To: BARCLAYS BANK PLC
Reel/Frame 049517/0967 →
RELEASE OF SECURITY INTEREST Recorded Sep 14, 2016
From: BARCLAYS BANK PLC
To: APG, INC.; AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; BIO-LAB, INC.; CYGNUS CORPORATION; HI-LEX LLC; HOMECARE LABS, INC.; KIK CUSTOM PRODUCTS INC.; KIK CUSTOM PRODUCTS, INC; KIK INTERNATIONAL LLC; MARIETTA CORPORATION; SOLSKYN PERSONAL CARE LLC; KIK NEW JERSEY, LLC; PRESTONE PRODUCTS CORPORATION
Reel/Frame 040031/0793 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Apr 5, 2016
From: APG, INC.; AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; BIO-LAB, INC.; CYGNUS CORPORATION; HI-LEX LLC; HOMECARE LABS, INC.; KIK CUSTOM PRODUCTS, INC. (TEXAS); KIK CUSTOM PRODUCTS INC. (DELAWARE); KIK INTERNATIONAL LLC; MARIETTA CORPORATION; PRESTONE PRODUCTS CORPORATION; SOLSKYN PERSONAL CARE LLC; KIK NEW JERSEY, LLC
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 038354/0938 →
TERM AND REL OF SEC INT IN PATS-2ND LIEN Recorded Apr 4, 2016
From: CREDIT SUISSE AG, AS COLLATERAL AGENT; PRESTONE PRODUCTS CORPORATION
To: FRAM GROUP IP LLC
Reel/Frame 038337/0762 →
TERM AND REL OF SEC INT IN PATS-1ST LIEN Recorded Apr 4, 2016
From: CREDIT SUISSE AG, AS COLLATERAL AGENT; PRESTONE PRODUCTS CORPORATION
To: FRAM GROUP IP LLC
Reel/Frame 038337/0741 →
SECURITY AGREEMENT Recorded Aug 12, 2011
From: FRAM GROUP IP LLC; PRESTONE PRODUCTS CORPORATION
To: CREDIT SUISSE AG, AS SECOND LIEN COLLATERAL AGENT
Reel/Frame 026740/0089 →
SECURITY AGREEMENT Recorded Aug 11, 2011
From: FRAM GROUP IP LLC; PRESTONE PRODUCTS CORPORATION
To: CREDIT SUISSE AG, AS FIRST LIEN COLLATERAL AGENT
Reel/Frame 026732/0670 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2011
From: HONEYWELL INTERNATIONAL INC.
To: PRESTONE PRODUCTS CORPORATION
Reel/Frame 026671/0823 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2007
From: PRESTONE PRODUCTS CORPORATION
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 019784/0211 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 19, 2005
From: GALLAGHER, LAURIE A.; MARSHALL, REBECCA A.; ALEXANDER, MARK V.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 016994/0992 →