US 12,584,035 B2 · Flow cells

Abstract

A flow cell includes a substrate and a copolymer coating. The copolymer coating includes copolymer chains, each having recurring units of formula (I): and formula (II):. In formula (I), R1 is —H, a halogen, an alkyl, an alkoxy, an alkenyl, an alkynyl, a cycloalkyl, an aryl, a heteroaryl, a heterocycle, or optionally substituted variants thereof; R2 is an azido; each (CH2)p can be optionally substituted; and p is an integer from 1 to 50. In formula (II), each of R3, R3′, R4, R4′ is —H, R5, —OR5, —C(O)OR5, —C(O)R5, —OC(O)R5, —C(O)NR6R7, or —NR6R7; R5 is —H, —OH, an alkyl, a cycloalkyl, a hydroxyalkyl, an aryl, a heteroaryl, a heterocycle, or optionally substituted variants thereof; and each of R6 and R7 is —H or an alkyl. Some copolymer chains include at least one alkoxyamine end group.

Claims28

Dependent claims

A flow cell, comprising:

a substrate;
and a copolymer coating attached to at least a portion of the substrate, the copolymer coating including a plurality of copolymer chains, wherein each copolymer chain includes:
a first recurring unit of formula (I):
wherein:
R′ is selected from the group consisting of —H, a halogen, an alkyl, an alkoxy, an alkenyl, an alkynyl, a cycloalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
R2 is an azido;
each (CH2)p can be optionally substituted;
and p is an integer from 1 to 50;
and a second recurring unit of formula II
wherein each of R3, R3, R4, R4 is independently selected from the group consisting of —H, R5, —ORS, —C(O)ORS, —C(O)R5, —OC(O)R5, —C(O)NR6R, and —NR6R7-R5 is selected from the group consisting of —H, —OH, an alkyl, a cycloalkyl, a hydroxyalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
and each of R6 and R7 is independently selected from the group consisting of —H and an alkyl;
and wherein at least one of the copolymer chains include at least one alkoxyamine end group.

9 more elements

A method, comprising:

copolymerizing a reaction mixture of monomers of formula
(III):
and monomers of formula (IV):
wherein:
for formula (III):
R′ is selected from the group consisting of —H, a halogen, an alkyl, an alkoxy, an alkenyl, an alkynyl, a cycloalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
R2 is an azido or a halogen;
each (CH2)p can be optionally substituted;
and p is an integer from 1 to 50;
and for formula (IV):
each of R3, R3, R4, R4 is independently selected from the group consisting of —H, R5, —ORS, —C(O)ORS, —C(O)R5, —OC(O)R5, —C(O)NR6R7, and —NR6R7-R5 is selected from the group consisting of —H, —OH, an alkyl, a cycloalkyl, a hydroxyalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
and each of R6 and R7 is independently selected from the group consisting of —H and an alkyl;
adding i) a nitroxide mediated polymerization unimolecular initiator or ii) a combination of a water soluble initiator and a nitroxide to the reaction mixture to initiate the copolymerization, thereby generating a product mixture with copolymer chains, whereby at least one of the copolymer chains have an alkoxyamine end group;
depositing the product mixture on a substrate having surface bound norbornene silane molecules;
and allowing at least one of the alkoxyamine end groups to react with at least one of the surface bound norbornene silane molecules, thereby forming a copolymer coating.

12 more elements

A method, comprising:

adding i) a nitroxide mediated polymerization unimolecular initiator or ii) a combination of a water soluble initiator and a nitroxide to a mixture of a monomer of formula (III):
and monomer of formula (IV):
in the presence of a substrate having surface bound norbornene silane molecules, wherein:
for formula (III):
R1 is selected from the group consisting of —H, a halogen, an alkyl, an alkoxy, an alkenyl, an alkynyl, a cycloalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
R2′ is an azido or a halogen;
each (CH2)p can be optionally substituted;
and
p is an integer from 1 to 50;
and
for formula (IV):
each of R3, R3′, R4, R4′ is independently selected from the group consisting of —H, R5, —OR5, —C(O)OR5, —C(O)R5, —OC(O)R5, —C(O)NR6R7, and —NR6R7;
R5 is selected from the group consisting of —H, —OH, an alkyl, a cycloalkyl, a hydroxyalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
and
each of R6 and R7 is independently selected from the group consisting of —H and an alkyl;
thereby generating a copolymer coating covalently attached to the norbornene silane molecules.

13 more elements

A method, comprising:

copolymerizing a reaction mixture of a monomer of formula (III):
A method, comprising:
copolymerizing a reaction mixture of a monomer of formula (III):
and a different monomer in the presence of i) a -nitroxide mediated polymerization unimolecular initiator or ii) a combination of a water soluble initiator and a nitroxide, wherein:
R′ is selected from the group consisting of —H, a halogen, an alkyl, an alkoxy, an alkenyl, an alkynyl, a cycloalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
R2 is an azido;
each (CH2)p can be optionally substituted;
and p is an integer from 1 to 50;
quenching the polymerization, thereby generating a first product mixture with block copolymer chains, whereby at least one of the block copolymer chains have an alkoxyamine end group;
adding monomers of formula (IV):
to the first product mixture to generate a second reaction mixture, wherein:
each of R3, R3, R4, R4 is independently selected from the group consisting of —H, R5, —OR, —C(O) ORS, —C(O)R5, —OC(O)R5, —C(O)NR6R7, and —NR6R7-R5 is selected from the group consisting of —H, —OH, an alkyl, a cycloalkyl, a hydroxyalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
and each of R6 and R7 is independently selected from the group consisting of —H and an alkyl;
polymerizing the second reaction mixture in the presence of the i) the nitroxide mediated polymerization unimolecular initiator or ii) the combination of the water soluble initiator and the nitroxide;
quenching the polymerization, thereby generating a second product mixture with block copolymer chains, whereby at least one of the block copolymer chains have an alkoxyamine end group;
depositing the second product mixture on a substrate having surface bound norbornene silane molecules;
and reacting at least one of the alkoxyamine end groups with at least one of the surface bound norbornene silane molecules.

14 more elements

A method, comprising:

adding i) a nitroxide mediated polymerization unimolecular initiator or ii) a combination of a water soluble initiator and a nitroxide to a mixture of a monomer of
formula (V), and monomer of formula (IV):
wherein:
for formula (V):
R′ is selected from the group consisting of —H, a halogen, an alkyl, an alkoxy, an alkenyl, an alkynyl, a cycloalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
halo is a halogen;
each (CH2)p can be optionally substituted;
and p is an integer from 1 to 50;
and for formula (IV):
each of R3, R3, R4, R4 is independently selected from the group consisting of —H, R5, —ORS, —C(O) ORS, —C(O)R5, —OC(O)R5, —C(O)NR6R7, and —NR6R7-R5 is selected from the group consisting of —H, —OH, an alkyl, a cycloalkyl, a hydroxyalkyl, an aryl, a heteroaryl, a heterocycle, and optionally substituted variants thereof;
and each of R6 and R7 is independently selected from the group consisting of —H and an alkyl;
thereby generating a copolymer;
and after the copolymerization, converting at least one of the halogens to alkoxyamines and at least another one of the halogens to azides.

10 more elements

Dependencies are inferred from the claim text.

Flow cells

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Flow cells

Life of this patent

Abstract

Claims28