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Crosslinked polymers with amine binding groups

A cross-linking polymerization, group technology, used in organic chemistry, transportation and packaging, coating, etc.

Inactive Publication Date: 2011-09-07
3M INNOVATIVE PROPERTIES CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This can make it difficult for amine-containing materials to gain sufficient access to the amine-reactive groups for effective immobilization

Method used

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  • Crosslinked polymers with amine binding groups
  • Crosslinked polymers with amine binding groups
  • Crosslinked polymers with amine binding groups

Examples

Experimental program
Comparison scheme
Effect test

example

[0159] These examples are illustrative only, and are not intended to limit the scope of the appended claims. All parts, percentages, ratios, etc. in the examples and in the remainder of the specification are by weight unless otherwise indicated. Solvents and other reagents used were obtained from Sigma-Aldrich Chemical Company (Milwaukee, Wisconsin) unless otherwise indicated.

[0160] Acronym

[0161] abbreviation or trade name

describe

EtOAc

ethyl acetate

ACN

Acetonitrile

DMF

dimethylformamide

THF

Tetrahydrofuran

Na saccharin

Sodium salt of saccharin, dehydrated

TMPTA

trimethylolpropane triacrylate

Photoinitiator

DAROCUR 1173 light curing agent 2-hydroxy-2-methyl-1-phenyl-1-propanone, available from

Ciba (Hawthorne, NJ)

DI water

Deionized water

PEI

Polyethyleneimine

IPA

Isopropanol

TWEEN-25

Polyoxyethylene sorbitan laurate, available...

example 1

[0181] A solution was prepared by dissolving the material from Preparative Example 1 (0.03 g), photoinitiator (0.01 g) and TMPTA (0.56 g) in ACN (5 g). The resulting solution contained 0.5% by weight of Preparative Example 1, 0.18% by weight of photoinitiator, and 10% by weight of TMPTA, based on the weight of the solution. Using a No. 12 Mayer rod, this solution was spread onto PEI-coated glass slide substrates as described above. The resulting coating was allowed to air dry. The coated substrate was passed through a Fusion Systems curing unit equipped with a F300 lamp twice at a rate of 50 feet per minute (15 meters per minute). The resulting cured coating was rubbed with a metal spatula to ensure that the coating would not be rubbed off.

[0182]Five microliter spots of the Cy5-IgG test solution and five microliter spots of samples without Cy5-IgG were applied to the coated surface and allowed to stand for 30 minutes. The surface was washed with 0.25% by weight TWEEN-25 ...

example 2

[0184] A solution was prepared by dissolving the material from Preparative Example 2 (0.03 g), photoinitiator (0.01 g) and TMPTA (0.56 g) in ACN (5.25 g). The resulting solution contained 0.5% by weight of Preparative Example 2, 0.18% by weight of photoinitiator, and 10% by weight of TMPTA, based on the weight of the solution. Using a No. 12 Mayer rod, this solution was spread onto PEI-coated glass slide substrates as described above. The resulting coating was allowed to air dry.

[0185] The coated substrate was passed through a Fusion Systems curing unit equipped with a F300 lamp twice at a rate of 50 feet per minute (15 meters per minute). The resulting cured coating was rubbed with a metal spatula to ensure that the coating would not be rubbed off.

[0186] Five microliter spots of the Cy5-IgG test solution and five microliter spots of samples without Cy5-IgG were applied to the coated surface and allowed to stand for 30 minutes. The surface was washed with 0.25% by wei...

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Abstract

Crosslinked polymeric materials are described that contain pendant amine capture groups. The amine capture groups include N-sulfonylaminocarbonyl groups that can react with amine-containing materials by a nucleophilic displacement reaction. Reaction mixtures used to prepare the crosslinked polymeric materials, articles containing the crosslinked polymeric materials, methods of making articles, and methods of immobilizing an amine-containing material are also described.

Description

technical field [0001] Crosslinked polymeric materials having pendant amine-capturing groups, articles comprising the crosslinked polymeric materials, and methods of immobilizing amine-containing materials are described. Background technique [0002] Amine-containing materials, such as amine-containing analytes, amino acids, DNA, RNA, proteins, cells, tissues, organelles, immunoglobulins, or fragments thereof immobilized on surfaces, find use in numerous applications. For example, immobilized biogenic amines can be used for medical diagnosis of diseases or genetic defects, for bioseparation, or for detection of various biomolecules. Immobilization of amine-containing materials is typically achieved by reacting amine groups with amine-reactive functional groups covalently attached to the substrate surface. [0003] For example, the amine-reactive surface described above can be prepared by coating a solution of a polymeric material, which can be formed from an amine-reactive ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/02C08L79/02C07D275/06
CPCC09D179/02C07D275/06Y10T428/31855C08G73/00C08G73/02C08L79/02
Inventor 查尔斯·M·利尔乔治·G·I·摩尔拉胡尔·R·沙阿卡尔·E·本松
Owner 3M INNOVATIVE PROPERTIES CO