IP Library › Granted Patent US 12,454,590
Granted Patent B2
US 12,454,590 · App. 17/600,072 · Granted Oct 28, 2025

Hydrogel

Inventors: Gianluca Andrea Artioli (Cambridge, GB); Andrew A. Brown (Cambridge, GB); Wayne N. George (Ilford, GB); Colin Pilkington (London, GB); Jem Pitcairn (Nottingham, GB); Alexandre Richez (Cambridge, GB); Xavier von Hatten (Cambridge, GB)
Assignee: Ilumina Cambridge Limited
C08F220/603C08F2/38C08F2438/03
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Quick Facts
Patent No.
US 12,454,590
App. No.
17/600,072
Granted
Oct 28, 2025
Kind
B2
Abstract

A hydrogel includes a dendritic core with 2 to 30 arms, and first and second acrylamide monomers incorporated into each arm. The first acrylamide monomer is: (I), wherein R 1 and R 2 are independently selected from an alkyl, an alkylamino, an alkylamido, an alkylthio, an aryl, a glycol, and optionally substituted variants thereof; and the second acrylamide monomer is: (II), wherein R 3 and R 4 are independently hydrogen or an alkyl; L is a linker including a linear chain of 2 to 20 atoms selected from carbon, oxygen, and nitrogen and optional substituents on the carbon and any nitrogen atoms; A is an N substituted amide: (III), where R 5 is hydrogen or an alkyl; E is a linear chain of 1 to 4 atom(s) selected from carbon, oxygen and nitrogen, and optional substituents on the carbon and any nitrogen atoms; and Z is an optional nitrogen containing heterocycle.

Claims (41)

1 . A hydrogel, comprising:

a dendritic core formed from 3,5-Bis(2-dodecylthiocarbonothioylthio-1-oxopropoxy)benzoic acid, 1,1,1-Tris[(dodecylthiocarbonothioylthio)-2-methylpropionatelethane, or Pentaerythritol tetrakis[2-(dodecylthiocarbonothioylthio)-2-methylpropionate], wherein the dendritic core has from 2 arms to 30 arms;

a first acrylamide monomer incorporated into each arm of the dendritic core, the first acrylamide monomer having a structure:

wherein R 1 and R 2 are independently selected from the group consisting of an alkyl, an alkylamino, an alkylamido, an alkylthio, an aryl, a glycol, and optionally substituted variants thereof; and

a second acrylamide monomer incorporated into each arm of the dendritic core, the second acrylamide monomer having a structure:

wherein R 3 is hydrogen or an alkyl; R 4 is hydrogen or an alkyl; L is a linker including a linear chain of 2 atoms to 20 atoms wherein each atom is independently selected from the group consisting of carbon, oxygen, and nitrogen and optional substituents on any carbon and any nitrogen atoms in the chain; A is an N substituted amide having a structure

where R 5 is hydrogen or an alkyl; E is a linear chain of 1 atom to 4 atoms wherein each atom is independently selected from the group consisting of carbon, oxygen and nitrogen, and optional substituents on any carbon and any nitrogen atoms in the chain; and Z is an optional nitrogen containing heterocycle.

2 . The hydrogel as defined in claim 1 , wherein the first acrylamide monomer is N,N-dimethylacrylamide.

3 . The hydrogel as defined in claim 1 , wherein the first acrylamide monomer and the second acrylamide monomer form a block copolymer, a random copolymer, a statistical copolymer, or an alternating copolymer in each arm of the dendritic core.

4 . The hydrogel as defined in claim 1 , wherein second acrylamide monomer is azido acetamido pentyl acrylamide.

5 . A hydrogel, comprising:

a dendritic core formed from Bis[2-(2′-bromoisobutyryloxy)ethyl]disulfide, 2-Bromoisobutyric anhydride, Ethylene bis(2-bromoisobutyrate), Pentaerythritol tetrakis(2-bromoisobutyrate), Dipentaerythritol hexakis(2-bromoisobutyrate), and 1,1,1-Tris(2-bromoisobutyryloxymethyl)ethane, wherein the dendritic core has from 2 arms to 30 arms;

a first acrylamide monomer incorporated into each arm of the dendritic core, the first acrylamide monomer having a structure:

wherein R 1 and R 2 are independently selected from the group consisting of an alkyl, an alkylamino, an alkylamido, an alkylthio, an aryl, a glycol, and optionally substituted variants thereof; and

a second acrylamide monomer incorporated into each arm of the dendritic core, the second acrylamide monomer having a structure:

wherein R 3 is hydrogen or an alkyl; R 4 is hydrogen or an alkyl; L is a linker including a linear chain of 2 atoms to 20 atoms wherein each atom is independently selected from the group consisting of carbon, oxygen, and nitrogen and optional substituents on any carbon and any nitrogen atoms in the chain; A is an N substituted amide having a structure

where R 5 is hydrogen or an alkyl; E is a linear chain of 1 atom to 4 atoms wherein each atom is independently selected from the group consisting of carbon, oxygen and nitrogen, and optional substituents on any carbon and any nitrogen atoms in the chain; and Z is an optional nitrogen containing heterocycle.

6 . The hydrogel as defined in claim 5 , wherein the first acrylamide monomer is N,N-dimethylacrylamide.

7 . The hydrogel as defined in claim 5 , wherein the first acrylamide monomer and the second acrylamide monomer form a block copolymer, a random copolymer, a statistical copolymer, or an alternating copolymer in each arm of the dendritic core.

8 . The hydrogel as defined in claim 5 , wherein second acrylamide monomer is azido acetamido pentyl acrylamide.

9 . A hydrogel, comprising:

a dendritic core formed from 1,3,5-tris((4-(1-((2,2,6,6-tetramethylpiperidin -1-yl)oxy)ethyl)benzyl)oxy)benzene and 1,3,5-tris((3,5-bis((4-(1-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)ethyl)benzyl)oxy)benzyl)oxy)benzene, wherein the dendritic core has from 2 arms to 30 arms;

a first acrylamide monomer incorporated into each arm of the dendritic core, the first acrylamide monomer having a structure:

wherein R 1 and R 2 are independently selected from the group consisting of an alkyl, an alkylamino, an alkylamido, an alkylthio, an aryl, a glycol, and optionally substituted variants thereof; and

a second acrylamide monomer incorporated into each arm of the dendritic core, the second acrylamide monomer having a structure:

wherein R 3 is hydrogen or an alkyl; R 4 is hydrogen or an alkyl; L is a linker including a linear chain of 2 atoms to 20 atoms wherein each atom is independently selected from the group consisting of carbon, oxygen, and nitrogen and optional substituents on any carbon and any nitrogen atoms in the chain; A is an N substituted amide having a structure

where R 5 is hydrogen or an alkyl; E is a linear chain of 1 atom to 4 atoms wherein each atom is independently selected from the group consisting of carbon, oxygen and nitrogen, and optional substituents on any carbon and any nitrogen atoms in the chain; and Z is an optional nitrogen containing heterocycle.

10 . The hydrogel as defined in claim 9 , wherein the first acrylamide monomer is N,N-dimethylacrylamide.

11 . The hydrogel as defined in claim 9 , wherein the first acrylamide monomer and the second acrylamide monomer form a block copolymer, a random copolymer, a statistical copolymer, or an alternating copolymer in each arm of the dendritic core.

12 . The hydrogel as defined in claim 9 , wherein second acrylamide monomer is azido acetamido pentyl acrylamide.

13 . A flow cell, comprising:

a substrate; and

a hydrogel according to claim 1 on the substrate.

14 . The flow cell as defined in claim 13 , wherein the substrate includes a plurality of depressions separated by interstitial regions, and wherein the hydrogel is positioned within each of the depressions.

15 . The flow cell as defined in claim 13 , further comprising amplification primers grafted to the hydrogel.

16 . The flow cell as defined in claim 13 wherein the substrate includes a channel, and wherein the hydrogel is positioned in the channel.

17 . The flow cell as defined in claim 13 wherein:

the first acrylamide monomer and the second acrylamide monomer form a random copolymer in each arm of the dendritic core; or

the first acrylamide monomer and the second acrylamide monomer form a statistical copolymer in each arm of the dendritic core; or

the first acrylamide monomer and the second acrylamide monomer form an alternating copolymer in each arm of the dendritic core; or

the first acrylamide monomer and the second acrylamide monomer form a block copolymer in each arm of the dendritic core.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2021
From: ARTIOLI, GIANLUCA ANDREA; BROWN, ANDREW A.; GEORGE, WAYNE N.; PILKINGTON, COLIN; PITCAIRN, JEM; RICHEZ, ALEXANDRE; VON HATTEN, XAVIER
To: ILLUMINA CAMBRIDGE LIMITED
Reel/Frame 058453/0052 →
Priority Claims (1)
NL 2024749 · Jan 24, 2020 · national
Continuity (2)
Provisional Application 62942527 · Dec 2, 2019
Related Publication 20220185927A1 · Jun 16, 2022
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