IP Library Granted Patent US 12,013,330
Granted Patent B2
US 12,013,330 · App. 16/515,849 · Granted Jun 18, 2024

Resin composition and flow cells incorporating the same

Inventors: Timothy J. Merkel (San Diego, CA); Wayne N. George (London, GB); Andrew A. Brown (Cambridge, GB); Audrey Zak (San Diego, CA); Gianluca Andrea Artioli (Cambridge, GB); Julia Morrison (Grays, GB); Nikolai Romanov (Cambridge, GB); Lorenzo Berti (San Diego, CA); Graham Boud (San Diego, CA)
Assignees: Illumina, Inc.; Illumina Cambridge Limited
G01N15/1436C08L63/00C08L83/12G03F7/0002
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Quick Facts
Patent No.
US 12,013,330
App. No.
16/515,849
Granted
Jun 18, 2024
Kind
B2
Abstract

An example of a resin composition includes an epoxy resin matrix, a free radical photoinitiator selected from the group consisting of 2-ethyl-9,10-dimethoxyanthracene, 2,2-dimethoxy-2-phenylacetophenone, 2-ethoxy-2-phenylacetophenone, and a phosphine oxide, and a photoacid generator. When cured, the resin composition has low or no autofluorescence when exposed to blue excitation wavelengths ranging from about 380 nm to about 480 nm or green excitation wavelengths ranging from about 510 nm to about 560 nm.

Claims (27)

1. A resin composition, consisting of:

an epoxy resin matrix comprising an epoxy material selected from the group consisting of tetrakis(epoxycyclohexyl ethyl)tetramethyl cyclotetrasiloxane; a copolymer of (epoxycyclohexylethyl)methylsiloxane and dimethylsiloxane; 1,3-bis[2-(3,4-epoxycyclohexyl) ethyl] tetramethyl disiloxane; 1,3-bis(glycidoxypropyl)tetramethyl disiloxane; and combinations thereof;

a free radical photoinitiator selected from the group consisting of 2-ethyl-9,10-dimethoxyanthracene, 2,2-dimethoxy-2-phenylacetophenone, 2-ethoxy-2-phenylacetophenone, and a phosphine oxide;

a photoacid generator;

a polyacrylate; and

a solvent selected from the group consisting of propylene glycol monomethyl ether acetate (PGMEA), toluene, dimethyl sulfoxide (DMSO), and tetrahydrofuran (THF).

2. The resin composition as defined in claim 1 , wherein the free radical photoinitiator is the phosphine oxide, and wherein the phosphine oxide is selected from the group consisting of diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide; a blend of diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide and 2-hydroxy-2-methylpropiophenone; phenylbis(2,4,6-,trimethylbenzoyl)phosphine oxide; ethyl(2,4,6-trimethylbenzoyl)phenylphosphinate; and combinations thereof.

3. The resin composition as defined in claim 1 , wherein the photoacid generator is selected from the group consisting of N-hydroxynaphthalimide triflate; triarylsulfonium hexafluorophosphate salts, mixed; triarylsulfonium hexafluoroantimonate salts, mixed; 1-naphthyl diphenylsulfonium triflate; 4-phenylthiophenyl)diphenylsulfonium triflate; bis-(4-methylphenyl)iodonium hexafluorophosphate; bis(4-tert-butylphenyl)iodonium hexafluorophosphate; (2-methylphenyl)(2,4,6-trimethylphenyl)iodonium triflate; bis(2,4,6-trimethylphenyl)iodonium triflate; bis-(4-dedecylphenyl)iodonium hexafluoroantimonate salt; and combinations thereof.

4. The resin composition as defined in claim 1 , wherein the free radical photoinitiator and the photoacid generator together are present in an amount ranging from about 1 wt % to about 10 wt %.

5. The resin composition as defined in claim 1 , wherein the solvent is the propylene glycol monomethylether acetate (PGMEA).

6. A method of making a flow cell, comprising:

depositing a resin composition on a substrate, the resin composition consisting of:

an epoxy resin matrix comprising an epoxy material selected from the group consisting of tetrakis(epoxycyclohexyl ethyl)tetramethyl cyclotetrasiloxane; a copolymer of (epoxycyclohexylethyl)methylsiloxane and dimethylsiloxane; 1,3-bis[2-(3,4-epoxycyclohexyl) ethyl] tetramethyl disiloxane; 1,3-bis(glycidoxypropyl)tetramethyl disiloxane; and combinations thereof;

a free radical photoinitiator selected from the group consisting of 2-ethyl-9,10-dimethoxyanthracene, 2,2-dimethoxy-2-phenylacetophenone, 2-ethoxy-2-phenylacetophenone, and a phosphine oxide;

a photoacid generator;

a polyacrylate; and

a solvent selected from the group consisting of propylene glycol monomethyl ether acetate (PGMEA), toluene, dimethyl sulfoxide (DMSO), and tetrahydrofuran (THF);

nanoimprinting the deposited resin composition using a working stamp; and

curing the deposited resin composition to form a cured, patterned resin.

7. A resin composition, comprising:

an epoxy resin matrix;

a free radical photoinitiator selected from the group consisting of 2-ethyl-9,10-dimethoxyanthracene, 2,2-dimethoxy-2-phenylacetophenone, 2-ethoxy-2-phenylacetophenone, and a phosphine oxide;

a photoacid generator;

a solvent selected from the group consisting of propylene glycol monomethyl ether acetate (PGMEA), toluene, dimethyl sulfoxide (DMSO), and tetrahydrofuran (THF); and

a dark quencher selected from the group consisting of an azo dye, 4-dimethylaminobenzene-4′-carboxylic acid, dabcyl azide, dabsyl azide, disperse red 19, a black dye-based quencher, and combinations thereof.

8. The resin composition as defined in claim 7 , wherein the dark quencher is the 4-dimethylaminobenzene-4′-carboxylic acid, dabcyl azide, dabsyl azide, disperse red 19, a black dye-based quencher, or a combination thereof.

9. The resin composition as defined in claim 7 , wherein the solvent is the propylene glycol monomethyl ether acetate (PGMEA).

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 21, 2019
From: MERKEL, TIMOTHY J.; ZAK, AUDREY; BERTI, LORENZO; BOUD, GRAHAM
To: ILLUMINA, INC.
Reel/Frame 051082/0089 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 21, 2019
From: GEORGE, WAYNE N.; BROWN, ANDREW A.; ARTIOLI, GIANLUCA ANDREA; MORRISON, JULIA; ROMANOV, NIKOLAI
To: ILLUMINA CAMBRIDGE LIMITED
Reel/Frame 051082/0136 →
Continuity (2)
Provisional Application 62701246 · Jul 20, 2018
Related Publication 20200025670A1 · Jan 23, 2020
Cited By (1)
US 12,559,627