IP Library Granted Patent US 9,683,130
Granted Patent B2
US 9,683,130 · App. 14/219,653 · Granted Jun 20, 2017

Polydiphenylsiloxane coating formulation and method for forming a coating

Inventor: Brynn Dooley (Toronto, CA)
Assignee: XEROX CORPORATION
C09D183/04Y10T428/31663
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Quick Facts
Patent No.
US 9,683,130
App. No.
14/219,653
Granted
Jun 20, 2017
Kind
B2
Abstract

Provided is composition for a liquid coating. The composition may include a silanol terminated copolymer, at least one cross-linker, and a catalyst. The silanol terminated copolymer may include from about 10 to about 25 mol % of a diphenylsiloxane repeat unit and greater than about 50 mol % of a dialkylsiloxane repeat unit. The at least one cross-linker may be one or more selected from: tetraethoxysilane (TEOS), a trialkoxysilane terminated polydialkylsiloxane and/or one or more of a trialkoxysilyl terminated polymer.

Claims (34)

1. A coating method, comprising:

forming a liquid coating composition on a substrate; and

forming a cured coating by curing the liquid coating composition at a temperature in the range of 80° C. to about 150° C.,

wherein the liquid coating composition comprises:

a silanol terminated copolymer comprising from about 10 to about 25 mol % of a diphenylsiloxane repeat unit and greater than about 50 mol % of a dialkylsiloxane repeat unit;

at least one cross-linker; and

a catalyst comprising about 0.1 wt % to about 5 wt % of the liquid coating composition and selected from at least one in the group consisting of titanate, zirconate and tin;

wherein the silanol terminated siloxane copolymer is represented by:

where R is a linear, branched, or cyclic saturated or unsaturated alkyl group containing from about 1 to 30 carbon atoms, wherein s and t are integers and are selected such that the silanol terminated copolymer comprises from about 10 to about 25 mol % of the diphenylsiloxane repeat unit and greater than about 50 mol % of the dialkylsiloxane repeat unit, wherein s falls within the range of from about 1 to about 500 and t falls within the range of from about 1 to about 300, and

wherein the at least one crosslinker comprises tetraethoxysilane (TEOS) and one or more trialkoxysilyl terminated polymer.

2. The method of claim 1 , further comprising, polishing the cured coating to expose portions that are more hydrophilic than an upper surface of the cured coating.

3. The method of claim 1 , wherein the at least one crosslinker further comprises a trialkoxysilane terminated polydialkylsiloxane, wherein the trialkoxysilane terminated polydialkylsiloxane is represented by

wherein R is a linear, branched, or cyclic saturated or unsaturated alkyl group containing from about 1 to 30 carbon atoms, R′ is a hydrogen atom or a linear, branched, or cyclic saturated or unsaturated alkyl group containing from about 1 to 30 carbon atoms, n is from about 0 to about 50 and q is from about 1 to about 500.

4. The method of claim 1 , wherein the one or more trialkoxysilyl terminated polymer is represented by formulae I or II:

where,

L 1 , L 2 and L 3 are linker groups comprising C 1 to C 6 alkyl bridge groups; X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , X 8 and X 9 are independently selected from the group consisting of a hydroxyl, a reactive alkoxide functionality and an unreactive aliphatic functionality; and

R 1 and R 2 are independently selected from the group consisting of: a) a linear, branched or cyclic, saturated or unsaturated alkyl group, b) a perfluorinated linear, branched or cyclic carbon chain, c) a group having one or more dialkylsiloxane units, d) a substituted or unsubstituted polyether group optionally comprising one or more amide moieties, carbonyl moieties, carboxylic acid ester moieties or amine moieties, and e) a polyamine group optionally comprising a saturated hydrocarbon chain moiety.

5. The method of claim 4 , wherein the one or more trialkoxysilyl terminated polymer comprises at least one of a first trialkoxysilyl terminated polymer, a second trialkoxysilyl terminated polymer and a third trialkoxysilyl terminated polymer, wherein each of the first second and third trialkoxysilyl terminated polymers have different structures.

6. A coating method, comprising:

forming a liquid coating composition on a substrate; and

forming a cured coating by curing the liquid coating composition at a temperature in the range of 80° C. to about 150° C.,

wherein the liquid coating composition comprises:

a silanol terminated copolymer comprising from about 10 to about 25 mol % of a diphenylsiloxane repeat unit and greater than about 50 mol % of a dialkylsiloxane repeat unit;

at least one cross-linker; and

a catalyst comprising about 0.1 wt % to about 5 wt % of the liquid coating composition and selected from at least one in the group consisting of titanate, zirconate and tin;

wherein the silanol terminated siloxane copolymer is represented by:

where R is a linear, branched, or cyclic saturated or unsaturated alkyl group containing from about 1 to 30 carbon atoms, wherein s and t are integers and are selected such that the silanol terminated copolymer comprises from about 10 to about 25 mol % of the diphenylsiloxane repeat unit and greater than about 50 mol % of the dialkylsiloxane repeat unit, wherein s falls within the range of from about 1 to about 500 and t falls within the range of from about 1 to about 300,

wherein the at least one crosslinker comprises at least one selected from the group consisting of tetraethoxysilane (TEOS), a trialkoxysilane terminated polydialkylsiloxane and one or more trialkoxysilyl terminated polymer,

wherein the one or more trialkoxysilyl terminated polymer is represented by formulae I or II:

where,

L 1 , L 2 and L 3 are linker groups comprising C 1 to C 6 alkyl bridge groups; X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , X 8 and X 9 are independently selected from the group consisting of a hydroxyl, a reactive alkoxide functionality and an unreactive aliphatic functionality; and

R 1 and R 2 are independently selected from the group consisting of: a) a linear, branched or cyclic, saturated or unsaturated alkyl group, b) a perfluorinated linear, branched or cyclic carbon chain, c) a group having one or more dialkylsiloxane units, d) a substituted or unsubstituted polyether group optionally comprising one or more amide moieties, carbonyl moieties, carboxylic acid ester moieties or amine moieties, and e) a polyamine group optionally comprising a saturated hydrocarbon chain moiety, and

wherein the at least one crosslinker comprises TEOS and at least one of a first trialkoxysilyl terminated polymer, a second trialkoxysilyl terminated polymer, a third trialkoxysilyl terminated polymer, a fourth trialkoxysilyl terminated polymer, a fifth trialkoxysilyl terminated polymer, and a sixth trialkoxysilyl terminated polymer, wherein each of the first, second, third, fourth, fifth and sixth trialkoxysilyl terminated polymers have different structures.

7. The method of claim 1 , wherein the liquid coating composition further comprises at least one solvent.

Assignments (9)
SECOND LIEN NOTES PATENT SECURITY AGREEMENT Recorded Jul 2, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 071785/0550 →
FIRST LIEN NOTES PATENT SECURITY AGREEMENT Recorded Apr 11, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 070824/0001 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT RF 064760/0389 Recorded Feb 13, 2024
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: XEROX CORPORATION
Reel/Frame 068261/0001 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
SECURITY INTEREST Recorded Jun 22, 2023
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 064760/0389 →
RELEASE OF SECURITY INTEREST IN PATENTS AT R/F 062740/0214 Recorded May 18, 2023
From: CITIBANK, N.A., AS AGENT
To: XEROX CORPORATION
Reel/Frame 063694/0122 →
SECURITY INTEREST Recorded Nov 10, 2022
From: XEROX CORPORATION
To: CITIBANK, N.A., AS AGENT
Reel/Frame 062740/0214 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2014
From: DOOLEY, BRYNN
To: XEROX CORPORATION
Reel/Frame 032476/0996 →
Continuity (1)
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