Tethered organic siloxy network film compositions

Patent metadata

Field	Value
Publication number	US-9416237-B2
Application number	US-201414517083-A
Country	US
Kind code	B2
Filing date	Oct 17, 2014
Priority date	Oct 17, 2014
Publication date	Aug 16, 2016
Grant date	Aug 16, 2016

Abstract

An organo siloxy network film composition including at least one type of tether molecule having a siloxy functionality; at least one type of building block having a siloxy functionality; wherein the tether molecule and the building block each have the same siloxy functionality; and wherein the siloxy functionality in the organo siloxy network film is derived from the same siloxy functionality on both the tether molecules and the building blocks.

First claim

The invention claimed is:

1. An organo siloxy network film composition comprising:
at least one type of tether molecule having a siloxy functionality;
at least one type of building block having a siloxy functionality;
wherein the tether molecule and the building block each have the same siloxy functionality; and
wherein the siloxy functionality in the organo siloxy network film is derived from the same siloxy functionality on both the tether molecules and the building blocks;
wherein the siloxy functionality used on both the tether molecule and the building block is of the formula

wherein each R 1 and R 2 are independently selected chemical groups, provided that R 2 on both the tether molecule and the building block is the same chemical group, and the wavy line indicates a bond to a tether molecule or building block moiety; and
wherein one or both of R 1 on the tether molecule, but not the building block, comprises a chemical group selected from the group consisting of an aryl group, an alkylaryl group containing from about 6 to about 30 carbon atoms, wherein the alkylaryl group optionally further comprises an optional fluorine or an optional nitro group, or a combination thereof.

2. The organo siloxy network film composition of claim 1 , wherein each R 1 on the building block and optionally one R 1 on the tether and each R 2 are independently selected from the group consisting of an alkyl group having from about 1 to about 22 carbon atoms.

3. The organo siloxy network film composition of claim 1 , wherein the building block has a plurality of siloxy functionality ranging from about 2 to about 4 siloxy functional groups.

4. The organo siloxy network film composition of claim 1 , wherein the tether is uniformly distributed throughout the film; or
wherein the tether is non-uniformly distributed throughout the film.

5. The organo siloxy network film composition of claim 1 , wherein the tether is present at a molar ratio between tether and building block of from about 1:100 to about 75:100.

6. The organo siloxy network film composition of claim 1 , wherein the tether molecule comprises a member selected from the group consisting of organofluorine, aryl, alkyl, polyether, fluro-polyether, alkyl amine, alkylesters, alkyl sulfonates, aryl amines, alkyl alcohols, and alkyl carboxylic acids.

7. The organo siloxy network film composition of claim 1 ,
wherein the tether molecule comprises a member selected from the group consisting of organofluorine, aryl, alkyl, polyether, fluro-polyether, alkyl amine, alkylesters, alkyl sulfonates, aryl amines, alkyl alcohols, and alkyl carboxylic acids;
to impart a light absorption property to the organo-silane network film of from about 190 nanometers to about 350 nanometers.

8. The organo siloxy network film composition of claim 1 , wherein the tether contains at least 1 to about 30 carbon atoms and from 1 to about 50 fluorine atoms;
to impart an anti-wetting property to the organo-silane network film wherein the film exhibits a water contact angle of from about 80 degrees to about 160 degrees.

9. The organo siloxy network film composition of claim 1 , wherein the organo-siloxy network film has a thermal stability of from about 200 degrees to about 300 degrees Celsius.

10. The organo siloxy network film composition of claim 1 , wherein the film is a substantially pinhole-free film.

11. The organo siloxy network film composition of claim 1 , wherein the building block comprises a silicon group of the formula

wherein represents the point of attachment between the OSN building block and the tether molecule.

12. The organo siloxy network film composition of claim 1 , wherein the organo-siloxy network comprises at least one fluorinated tether molecule and at least one fluorinated building block.

13. The organo siloxy network film composition of claim 1 , wherein the film composition contains a single type of tether molecule; or
wherein the film composition contains a plurality of different types of tether molecules.

14. An organo siloxy network film composition comprising:
at least one type of tether molecule having a siloxy functionality;
at least one type of building block having a siloxy functionality;
wherein the tether molecule and the building block each have the same siloxy functionality; and
wherein the siloxy functionality in the organo siloxy network film is derived from the same siloxy functionality on both the tether molecules and the building blocks; and
a light absorbing chromophore tether.

15. The organo siloxy network film composition of claim 1 , wherein the tether molecule comprises an electroactive tether of the formula

a hydrophilic tether of the formula

or
a hydrophilic tether of the formula

16. The organo siloxy network film composition of claim 1 , wherein the tethered organo-siloxy network comprises a building block of the formula

a tether of the formula

and
a chromophore tether of the formula

17. A process for preparing a tethered organo siloxy network film composition comprising:
(a) dissolving building block(s) and tether(s) in an alcohol;
(b) adding water to liquid in step (a) at from about 1 to about 6 molar ratio to moles of Si in solution in (a);
(c) adding Bronstead base to the liquid of step (b) at from about 0.001 to about 0.1 molar ratio to moles of Si in liquid in step (b);
(d) optionally heating the liquid in step (c); depositing the reaction mixture as a wet film; and promoting a change of the wet film and forming a dry tethered organo siloxy network film composition comprising:
at least one type of tether molecule having a siloxy functionality; at least one type of building block having a siloxy functionality; wherein the tether molecule and the building block each have the same siloxy functionality; and wherein the siloxy functionality in the organo siloxy network film is derived from the same siloxy functionality on both the tether molecules and the building blocks;
wherein the siloxy functionality used on both the tether molecule and the building block is of the formula

wherein each R 1 and R 2 are independently selected chemical groups, provided that R 2 on both the tether molecule and the building block is the same chemical group, and the wavy line indicates a bond to a tether molecule or building block moiety; and
wherein one or both of R 1 on the tether molecule, but not the building block, comprises a chemical group selected from the group consisting of an aryl group, an alkylaryl group containing from about 6 to about 30 carbon atoms, wherein the alkylaryl group optionally furth

Assignees

• Xerox Corp

Inventors

• Cote Adrien Pierre
• Dooley Brynn Mary
• Wigglesworth Anthony

Classifications

• C08J7/0427

  with only one layer of a composition containing a polymer binder (with more layers C08J7/042) · CPC title

• C08J2483/06

  containing silicon bound to oxygen-containing groups (C08J2483/12 takes precedence) · CPC title

• C08J2379/08

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• C08G77/24

  halogen-containing groups · CPC title

• C08J2383/00

  Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers · CPC title