IP Library Granted Patent US 12,559,595
Granted Patent B2
US 12,559,595 · App. 17/934,394 · Granted Feb 24, 2026

Curable resin compositions

Inventors: Alexandra Szemjonov (Cambridge, GB); Phillippa K. Edge (Cambridge, GB); Alexandre Richez (Cambourne, GB)
Assignee: Illumina, Inc.
C08G77/445
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,559,595
App. No.
17/934,394
Granted
Feb 24, 2026
Kind
B2
Abstract

Some of the resin compositions are ultraviolet light or thermally curable, while others are ultraviolet light curable. One example of the ultraviolet light or thermally curable resin composition consists of a predetermined mass ratio of a (meth)acrylate cyclosiloxane monomer and a non-siloxane (meth)acrylate based monomer ranging from about >0:<100 to about 80:20; from 0 mass % to about 10 mass %, based on a total solids content of the resin composition, of an initiator selected from the group consisting of an azo-initiator, an acetophenone, a phosphine oxide, a brominated aromatic acrylate, and a dithiocarbamate; a surface additive; and a solvent.

Claims (48)

1 . An ultraviolet light or thermally curable resin composition, consisting of:

a predetermined mass ratio of a (meth)acrylate cyclosiloxane monomer and a non-siloxane (meth)acrylate based monomer ranging from about >0: <100 to about 80:20, wherein:

the (meth)acrylate cyclosiloxane monomer is 2,4,6,8-tetramethyl-2,4,6,8-tetrakis [3-acryloyloxypropyl]cyclotetrasiloxane; and

the non-siloxane (meth)acrylate based monomer is selected from the group consisting of glycerol dimethacrylate, mixture of isomers; glycerol 1,3-diglycerolate diacrylate; pentaerythritol triacrylate; pentaerythritol tetraacrylate; bisphenol A glycerolate diacrylate; trimethylpropane triacrylate; 3-(acryloyloxy)-2-hydroxypropyl methacrylate; poly(ethylene glycol)dimethacrylate; ethylene glycol dimethacrylate; and combinations thereof;

from 0 mass % to about 10 mass %, based on a total solids content of the resin composition, of an initiator selected from the group consisting of an azo-initiator, an acetophenone, a phosphine oxide, a brominated aromatic acrylate, and a dithiocarbamate;

a surface additive; and

a solvent.

2 . The ultraviolet light or thermally curable resin composition as defined in claim 1 , wherein:

the resin composition includes the initiator;

the initiator is the azo-initiator; and

the azo-initiator is selected from the group consisting of azobisisobutyronitrile; 2,2′-azobis(2,4-dimethylvaleronitrile); 1,1′-azobis(cyclohexanecarbonitrile); 2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile); dimethyl 2,2′-azobis(2-methylpropionate); and 2,2′-Azobis(N-butyl-2-methylpropionamide.

3 . The ultraviolet light or thermally curable resin composition as defined in claim 1 , wherein:

the resin composition includes the initiator;

the initiator is the acetophenone; and

the acetophenone is selected from the group consisting of 2,2-dimethoxy-2-phenylacetophenone and 2-hydroxy-2-methylpriophenone.

4 . The ultraviolet light or thermally curable resin composition as defined in claim 1 , wherein:

the resin composition includes the initiator;

the initiator is the phosphine oxide; and

the phosphine oxide is selected from the group consisting of

diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, ethyl(2,4,6-trimethylbenzoyl)phenylphosphinate, and combinations thereof.

5 . The ultraviolet light or thermally curable resin composition as defined in claim 1 , wherein:

the resin composition includes the initiator;

the initiator is the brominated aromatic acrylate; and

the brominated aromatic acrylate is pentabromobenzyl acrylate.

6 . The ultraviolet light or thermally curable resin composition as defined in claim 1 , wherein:

the resin composition includes the initiator;

the initiator is the dithiocarbamate; and

the dithiocarbamate is benzyl diethyldithiocarbamate.

7 . An ultraviolet light curable resin composition, comprising:

a predetermined mass ratio of a (meth)acrylate cyclosiloxane monomer and a non-siloxane (meth)acrylate based monomer ranging from about >0: <100 to about 80:20, wherein:

the (meth)acrylate cyclosiloxane monomer is 2,4,6,8-tetramethyl-2,4,6,8-tetrakis [3-acryloyloxypropyl]cyclotetrasiloxane; and

the non-siloxane (meth)acrylate based monomer is selected from the group consisting of glycerol dimethacrylate, mixture of isomers; glycerol 1,3-diglycerolate diacrylate; pentaerythritol triacrylate; pentaerythritol tetraacrylate; bisphenol A glycerolate diacrylate; trimethylpropane triacrylate; 3-(acryloyloxy)-2-hydroxypropyl methacrylate; poly(ethylene glycol)dimethacrylate; and ethylene glycol dimethacrylate;

an initiator selected from the group consisting of an acetophenone, a phosphine oxide, a brominated aromatic acrylate, and a dithiocarbamate;

a surface additive; and

a solvent.

8 . The ultraviolet light curable resin composition as defined in claim 7 , wherein:

the initiator is the acetophenone; and

the acetophenone is selected from the group consisting of 2,2-dimethoxy-2-phenylacetophenone and 2-hydroxy-2-methylpriophenone.

9 . The ultraviolet light curable resin composition as defined in claim 7 , wherein:

the initiator is the phosphine oxide; and

the phosphine oxide is selected from the group consisting of

diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, ethyl(2,4,6-trimethylbenzoyl)phenylphosphinate, and combinations thereof.

10 . The ultraviolet light curable resin composition as defined in claim 7 , wherein:

the initiator is the brominated aromatic acrylate; and

the brominated aromatic acrylate is pentabromobenzyl acrylate.

11 . The ultraviolet light curable resin composition as defined in claim 7 , wherein:

the initiator is the dithiocarbamate; and

the dithiocarbamate is benzyl diethyldithiocarbamate.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2023
From: ILLUMINA CAMBRIDGE LIMITED
To: ILLUMINA, INC.
Reel/Frame 065611/0296 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 17, 2023
From: SZEMJONOV, ALEXANDRA; EDGE, PHILLIPPA K.; RICHEZ, ALEXANDRE
To: ILLUMINA CAMBRIDGE LIMITED
Reel/Frame 063018/0704 →
Continuity (2)
Provisional Application 63248179 · Sep 24, 2021
Related Publication 20230102870A1 · Mar 30, 2023
References Cited (17)
US 6106999A · Ogiso et al. · 2000 [cited by applicant]
US 9255922B2 · Ho et al. · 2016 [cited by applicant]
US 20100255058A1 · Hossainy · 2010 [cited by examiner]
US 20140205949A1 · Hara et al. · 2014 [cited by applicant]
US 20170335076A1 · Hatakeyama et al. · 2017 [cited by applicant]
US 20170354971A1 · Taniguchi · 2017 [cited by applicant]
US 20200024661A1 · Merkel et al. · 2020 [cited by applicant]
US 20200025670A1 · Merkel et al. · 2020 [cited by applicant]
CN 109762299A · 2019 [cited by applicant]
EP 1794655B1 · 2011 [cited by applicant]
EP 2717097A1 · 2014 [cited by applicant]
EP 3208322A1 · 2017 [cited by applicant]
JP 2011189617A1 · 2011 [cited by applicant]
WO 2021133735A1 · 2021 [cited by applicant]
Sherzer et al; Self-Initiation of the UV Photopolymerization of Brominated Acrylates (Year: 2008). [cited by examiner]
Pai et al., “A Photoresist with Low Fluorescence for Bioanalytical Applications”, Anal Chem., 79(22); pp. 8774-8780, Nov. 15, 2007. [cited by applicant]
Daikos et al., “Peculiarities of the photoinitiator-free photopolymerization of pentabrominated and pentafluorinated aromatic acrylates and methacrylates”, Phys. Chem. Chem. Phys., 2016,18, 32369-32377, Nov. 7, 2016. [cited by applicant]