# US 11,028,214 B2 · Synthesis of oligomer for optical fiber coating > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,028,214 B2 - Document ID: US11028214B2 - Status: Granted - Kind: B2 - Application number: 16/245,736 - Filed: 2019-01-11 - Published: 2019-07-25 - Granted: 2021-06-08 - Earliest claimed: 2018-01-22 - Assignees: Corning Incorporated - Applicants: Corning Incorporated - Inventors: Yangbin Chen; Bin Yang - Web page: https://patentgrep.com/patent/US11028214B2 ## CPC - C08G 18/09: comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture (use of preformed oligomers C08G18/79) - C03C 25/106: Single coatings - C08F 290/067: {Polyurethanes; Polyureas} - C08G 18/246: {containing also tin-carbon bonds} - C08G 18/3206: {aliphatic} - C08G 18/4808: {Mixtures of two or more polyetherdiols} - C08G 18/4825: {Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence)} - C08G 18/4833: {Polyethers containing oxyethylene units} - C08G 18/711: {containing oxygen in addition to isocyanate oxygen} - C08G 18/714: {containing nitrogen in addition to isocyanate or isothiocyanate nitrogen} - C08G 18/8116: {esters of acrylic or alkylacrylic acid having only one isocyanate or isothiocyanate group} - C09D 175/16: having terminal carbon-to-carbon unsaturated bonds - G02B 6/02395: {Glass optical fibre with a protective coating, e.g. two layer polymer coating deposited directly on a silica cladding surface during fibre manufacture (G02B6/02052, G02B6/02057, G02B6/024, G02B6/032, G02B6/105, G02B6/14 take precedence; coating on fibre gratings G02B6/02104; multilayer core or cladding G02B6/036; reinforcing splice joints G02B6/2558; optical cables, i.e. comprising protective structures external to the protective coating such as a jacket or plural coated optical fibres G02B6/44; coating of glass to obtain optical fibres C03C25/104)} - C08G 2115/00: Oligomerisation - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C03C: CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D) - G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS ## 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. ## Claims ### Claim 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. ### Claim 2 (depends on 1) The method of claim 1, wherein the repeating alkoxylene group of the first polyol comprises a linear or branched alkylene group. ### Claim 3 (depends on 1) 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. ### Claim 4 (depends on 1) The method of claim 1, wherein the curable functional group is an acrylate or methacrylate group. ### Claim 5 (depends on 1) The method of claim 1, wherein the first precursor comprises only one curable functional group. ### Claim 6 (depends on 1) The method of claim 1, wherein the first precursor has a formula: O═C═N—R2—CFG and wherein CFG is the curable functional group, R2 is an organic group. ### Claim 7 (depends on 6) The method of claim 6, wherein R2 comprises an alkylene linkage, an ether linkage, an ester linkage, an amine linkage or an amide linkage. ### Claim 8 (depends on 1) 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. ### Claim 9 (depends on 1) 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. ### Claim 10 (depends on 9) The method of claim 9, further comprising reacting the first precursor with a second diol. ### Claim 11 (depends on 1) The product of the method of claim 1. ### Claim 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. ### Claim 13 (depends on 12) The coating composition of claim 12, wherein the first precursor has a formula O═C═N—R2—CFG and wherein CFG is the curable functional group, R2 is an organic group. ### Claim 14 (depends on 13) The coating composition of claim 13, wherein the first polyol has a formula H—OR1—OnH (1) and wherein CFG is an acrylate group, R1 is a linear or branched alkylene group, and n is greater than 20. ### Claim 15 (depends on 12) 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.