Synthesis of oligomer for optical fiber coating

Patent metadata

Field	Value
Publication number	US-11028214-B2
Application number	US-201916245736-A
Country	US
Kind code	B2
Filing date	Jan 11, 2019
Priority date	Jan 22, 2018
Publication date	Jun 8, 2021
Grant date	Jun 8, 2021

Abstract

A method for making oligomers is described. The method includes reacting a polyol with a precursor having mixed functionality. The precursor includes a curable functional group and an isocyanate group capable of reacting with an alcohol group of the polyol. The precursor reacts with the alcohol group of the polyol to form a urethane linkage and to add a covalently bonded curable functional group to the polyol. The oligomers can be included in coating compositions for optical fiber and lead to coatings having improved tear strength.

First claim

What is claimed is:

1. A method for making an oligomer, comprising:
reacting a first precursor with a first polyol, a second polyol, and a first diol;
wherein the first precursor reacts with the first polyol to form a first urethane compound, the first polyol including two or more OH groups and a repeating alkoxylene group, the first precursor including an isocyanate group and a curable functional group; and
wherein the first precursor reacts with the second polyol to form a second urethane compound, the second polyol including two or more OH groups and a repeating alkoxylene group, wherein a molecular weight of the first polyol is greater than a molecular weight of the second polyol by at least 2500 g/mol; and
wherein the first precursor reacts with the first diol to form a third urethane compound; and
wherein a ratio of a molar amount of the first polyol to a molar amount of the first diol is greater than 10:1.

2. The method of claim 1 , wherein the repeating alkoxylene group of the first polyol comprises a linear or branched alkylene group.

3. The method of claim 1 , wherein the first polyol has a molecular weight greater than 3000 g/mol and the first precursor has a molecular weight less than 500 g/mol.

4. The method of claim 1 , wherein the curable functional group is an acrylate or methacrylate group.

5. The method of claim 1 , wherein the first precursor comprises only one curable functional group.

6. The method of claim 1 , wherein the first precursor has a formula:
O═C═N—R 2 —CFG  

and wherein CFG is the curable functional group, R 2 is an organic group.

7. The method of claim 6 , wherein R 2 comprises an alkylene linkage, an ether linkage, an ester linkage, an amine linkage or an amide linkage.

8. The method of claim 1 , wherein the first precursor has a molecular weight less than 500 g/mol and the first polyol has a molecular weight greater than 5000 g/mol.

9. The method of claim 1 , wherein the first diol has a molecular weight less than 1000 g/mol and the first polyol has a molecular weight greater than 5000 g/mol.

10. The method of claim 9 , further comprising reacting the first precursor with a second diol.

11. The product of the method of claim 1 .

12. A coating composition comprising:
an oligomer, the oligomer comprising a first urethane compound, the first urethane compound formed from a reaction of a first polyol with a first precursor, the first polyol including two or more OH groups and a repeating alkoxylene group, the first precursor including an isocyanate group and a curable functional group, the oligomer further comprising a second urethane compound, the second urethane compound formed by a reaction of the first precursor with a second polyol, the second polyol including two or more OH groups and a repeating alkoxylene group, the second polyol and the first polyol differing in molecular weight by at least 2000 g/mol, the oligomer further comprising a third urethane compound, the third urethane compound formed by a reaction of the first precursor with a first diol, a ratio of a molar amount of the first polyol to a molar amount of the first diol being greater than 10:1 in the coating composition; and
a photoinitiator.

13. The coating composition of claim 12 , wherein the first precursor has a formula
O═C═N—R 2 —CFG  

and wherein CFG is the curable functional group, R 2 is an organic group.

14. The coating composition of claim 13 , wherein the first polyol has a formula
H—O R 1 —O n H  (1)

and wherein CFG is an acrylate group, R 1 is a linear or branched alkylene group, and n is greater than 20.

15. The coating composition of claim 12 , wherein the oligomer further comprises a fourth urethane compound, the fourth urethane compound formed by a reaction of the first polyol with a second precursor, the second precursor including an isocyanate group and a curable functional group, the second precursor differing from the first precursor.

Assignees

• Corning Inc

Inventors

• Chen Yangbin
• Yang Bin

Classifications

• C08G18/8116 Primary

  esters of acrylic or alkylacrylic acid having only one isocyanate or isothiocyanate group · CPC title

• C08G18/4833

  Polyethers containing oxyethylene units · CPC title

• C08G18/4808

  Mixtures of two or more polyetherdiols · CPC title

• C08G18/4825

  Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence) · CPC title

• C08G18/246

  containing also tin-carbon bonds · CPC title