Silylated organomodified compounds

Patent metadata

Field	Value
Publication number	US-12227531-B2
Application number	US-202217989131-A
Country	US
Kind code	B2
Filing date	Nov 17, 2022
Priority date	Nov 24, 2021
Publication date	Feb 18, 2025
Grant date	Feb 18, 2025

Abstract

There is provided herein a silylated organo-modified compound which comprises:
at least one moiety having the formula (A):

wherein the subscript a is 1 or 2, each D is independently NH or O, each of X, Y and Z are independently an unsubstituted or substituted C or N, the dashed lines between X, Y, and Z indicate an optional double bond between either X and Y or Y and Z, with the proviso that when any of X, Y, or Z is a substituted N atom, such substituted N atom does not participate in a double bond, and each Q is independently O or S; and,
at least two moieties having the formula (B):

First claim

What is claimed is:

1. A silylated organo-modified compound, having the formula:

wherein L is a divalent linear or branched alkylene group of from 1 to about 20 carbon atoms and R 1 is a straight chain alkyl of from 1 to about 4 carbon atoms.

2. A silylated organo-modified compound, having the formula:

wherein each R 1 and R 5 are independently a straight chain alkyl of from 1 to about 4 carbon atoms and the subscript n is an integer of from 1 to about 1,000.

3. A silylated organo-modified compound, having the formula:

wherein each R 1 and R 5 are independently a straight chain alkyl of from 1 to about 4 carbon atoms, and optionally wherein one or more R 5 moieties are H, and the subscript n is an integer of from 1 to about 1,000.

4. A silylated organo-modified compound having the formula:

wherein each R 1 is independently a straight chain alkyl of from 1 to about 4 carbon atoms and each L is independently a linear, branched or cyclic alkylene of from 1 to about 8 carbon atoms.

5. A silylated organo-modified compound having the formula:

wherein each R 1 is independently a straight chain alkyl of from 1 to about 4 carbon atoms and each L is independently a linear or branched alkylene of from 1 to about 60 carbon atoms.

6. A process of making the silylated organo-modified compound of claim 1 , the process comprising:
reacting an isocyanato organosilane with at least one of 2,4-diamino-6-hydroxypyrimidine or 2,4,5-triamino-6-hydroxypyrimidine.

7. A process of making the silylated organo-modified compound of claim 1 , the process comprising:
reacting a diisocyanato molecule with at least one of 2,4-diamino-6-hydroxypyrimidine or 2,4,5-triamino-6-hydroxypyrimidine, wherein the diisocyanato molecule is added in molar excess, and reacting the resultant product with amine-functionalized silane to produce the silyated organo-modified compound.

8. A process of making the silylated organo-modified compound of claim 1 , the process comprising reacting isophorone diisocyanate and 2,4-diamino-6-hydroxypyrimidine, wherein the 2,4-diamino-6-hydroxypyrimidine is added in a molar excess amount, and reacting the resultant product with an isocyanato organosilane to produce the silylated organo-modified compound.

9. The process of claim 6 , wherein the isocyanato organosilane is of the general formula:

wherein L is a divalent linear or branched alkylene group of from 1 to about 20 carbon atoms and R 1 is a straight chain alkyl of from 1 to about 4 carbon atoms.

10. The process of claim 6 , further comprising reacting the isocyanato organosilane and the 2,4-diamino-6-hydroxypyrimidine in about a molar equivalent amount, and wherein the resulting product is reacted with triphenylmethane-4,4′,4″-triisocyanate in about molar ratio of about 3:1 to produce the silylated organo-modified compound.

11. The process of claim 6 , further comprising reacting the isocyanato organosilane with 2,4,5-triamino-6-hydroxypyrimidine in a molar ratio of about 2.8:1 to about 3.2:1.

12. A resin composition comprising the silylated organo-modified compound of claim 1 , and a resin selected from the group consisting of polyimide, colorless polyimide, polyetherimide, polyethylene terephthalate, glycol-modified polyethylene terephthalate, polybutylene terephthalate, and mixtures thereof.

13. A flexible copper clad laminate or a flexible display comprising the silylated organo-modified compound of claim 1 .

14. A resin composition comprising the silylated organo-modified compound of claim 2 , and a resin selected from the group consisting of polyimide, colorless polyimide, polyetherimide, polyethylene terephthalate, glycol-modified polyethylene terephthalate, polybutylene terephthalate, and mixtures thereof.

15. A flexible copper clad laminate or a flexible display comprising the silylated organo-modified compound of claim 2 .

16. A resin composition comprising the silylated organo-modified compound of claim 3 , and a resin selected from the group consisting of polyimide, colorless polyimide, polyetherimide, polyethylene terephthalate, glycol-modified polyethylene terephthalate, polybutylene terephthalate, and mixtures thereof.

17. A flexible copper clad laminate or a flexible display comprising the silylated organo-modified compound of claim 3 .

18. A resin composition comprising the silylated organo-modified compound of claim 4 , and a resin selected from the group consisting of polyimide, colorless polyimide, polyetherimide, polyethylene terephthalate, glycol-modified polyethylene terephthalate, polybutylene terephthalate, and mixtures thereof.

19. A flexible copper clad laminate or a flexible display comprising the silylated organo-modified compound of claim 4 .

20. A resin composition comprising the silylated organo-modified compound of claim 5 , and a resin selected from the group consisting of polyimide, colorless polyimide, polyetherimide, polyethylene terephthalate, glycol-modified polyethylene terephthalate, polybutylene terephthalate, and mixtures thereof.

21. A flexible copper clad laminate or a flexible display comprising the silylated organo-modified compound of claim 5 .

Assignees

• Momentive Performance Mat Inc

Inventors

• Diao Cheng
• Phukan Monjit
• Patel Neal

Classifications

• C08G77/388

  containing nitrogen · CPC title

• C08G18/289

  containing silicon · CPC title

• B32B2379/08

  Polyimides · CPC title

• B32B2311/12

  Copper · CPC title

• G09F9/301

  flexible foldable or roll-able electronic displays, e.g. thin LCD, OLED · CPC title