Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Glucose responsive polymer and preparation method thereof

A polymer and responsive technology, applied in the fields of polymer chemistry and material chemistry, can solve the problems of limiting the application of phenylboronic acid-containing glucose response systems, and achieve the effects of good glucose responsiveness, reduced solubility, and uniform chain length.

Inactive Publication Date: 2020-06-05
NANKAI UNIV
View PDF3 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reported systems containing phenylboronic acid polymers, micelles, gels, etc. can only respond to glucose at pH>8, which greatly limits the application of glucose responsive systems containing phenylboronic acid.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Glucose responsive polymer and preparation method thereof
  • Glucose responsive polymer and preparation method thereof
  • Glucose responsive polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0040] Wherein, the preparation method of the 2-acrylamidophenylboronic acid comprises: adding 2-aminophenylboronic acid and acryloyl chloride to the aqueous sodium hydroxide solution to adjust the pH of the solution to 6.5-7.5, and the obtained precipitate is the described 2-Acrylamidophenylboronic acid.

[0041] Wherein, the molar ratio of the 2-aminophenylboronic acid to acryloyl chloride is 1: (1-1.4).

[0042] The invention provides the glucose responsive polymer prepared by the preparation method.

[0043] Wherein, the glucose-responsive polymer has the following general structural formula:

[0044]

[0045] Wherein, R is ethyl, n-hexyl, dodecyl; x is 85-380, y is 15-60.

[0046] Wherein, the number average molecular weight of the polymer is 12k-48k g / mol, and the dispersibility index of the polymer is <1.2.

[0047] In the following exemplary embodiments, the present invention provides a glucose responsive polymer and a preparation method thereof. The polymer is ...

Embodiment 1

[0062] In this example, N-isopropylacrylamide (NIPAM) and 2-acrylamidophenylboronic acid (2-AAPBA) were used to synthesize glucose-responsive polymer (P(NIPAM-co-2-AAPBA)) by RAFT polymerization. And demonstrate its responsiveness to glucose molecules, and describe the method in detail:

[0063] (A) Preparation of 2-acrylamidophenylboronic acid

[0064] Add 2-aminophenylboronic acid (1.08g, 6.2mmol) to 15mL aqueous sodium hydroxide solution (2M) and dissolve fully. After that, acryloyl chloride (1.0 mL, 12.6 mmol) was added dropwise in an ice-water bath. After reacting for 2 hours, the pH was adjusted to 6.5-7.5, and the 2-acrylamidophenylboronic acid product was precipitated. Suction filtration, washing and drying gave pure 2-acrylamidophenylboronic acid with a yield of ~50%.

[0065] (B) Synthesis of glucose responsive polymer (P(NIPAM-co-2-AAPBA))

[0066] Press N-isopropylacrylamide, 2-acrylamidophenylboronic acid, chain transfer reagent CDTPA, initiator AIBN molar rat...

Embodiment 2

[0070] (A) Preparation of 2-acrylamidophenylboronic acid

[0071] Add 2-aminophenylboronic acid (1.08g, 6.2mmol) to 15mL aqueous sodium hydroxide solution (2M) and dissolve fully. After that, acryloyl chloride (1.0 mL, 12.6 mmol) was added dropwise in an ice-water bath. After reacting for 2 hours, the pH was adjusted to 6.5-7.5, and the 2-acrylamidophenylboronic acid product was precipitated. Suction filtration, washing and drying gave pure 2-acrylamidophenylboronic acid with a yield of ~50%.

[0072] (B) Synthesis of glucose responsive polymer (P(NIPAM-co-2-AAPBA))

[0073] Press N-isopropylacrylamide, 2-acrylamidophenylboronic acid, chain transfer reagent CDTPA, join in the Schlenk tube in the ratio of initiator AIBN molar ratio 360:40:1:0.2, add methanol / water solvent (95: 5 volume ratio) dissolved. Freezing and thawing pump circulation method was used to degas three times, and reacted at 70°C for 24 hours. The reaction was terminated by cooling down in an ice-water ba...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a glucose responsive polymer and a preparation method thereof. The preparation method comprises the following steps: copolymerizing N-isopropylacrylamide (NIPAM) and 2-acrylamido phenylboronic acid (2-AAPBA) by adopting a reversible addition-fragmentation chain transfer polymerization method to synthesize the glucose responsive polymer P(NIPAM-co-2-AAPBA). The polymer prepared by the method is uniform in chain length and controllable in molecular weight. The polymer has glucose responsiveness different from that of a reported phenylboronic acid-containing polymer, andglucose is added within a physiological pH range, so that the phase transition temperature of the glucose-responsive polymer can be remarkably reduced, the solubility is reduced, and the glucose responsiveness is very good. The glucose responsive polymer can be applied to the fields of glucose sensing and controlled release of insulin.

Description

technical field [0001] The invention belongs to the field of macromolecular chemistry and material chemistry, and in particular relates to a glucose-responsive polymer and a preparation method thereof. Background technique [0002] Diabetes is a metabolic disease characterized by hyperglycemia. Monitoring of glucose concentration and controlled release of insulin are the main means of diabetes treatment. At present, the glucose-responsive systems reported in the literature mainly include three types: glucose oxidase system, concanavalin A system and phenylboronic acid system. Among them, as a synthetic small molecular compound, phenylboronic acid has the advantages of fast response, reliable results, stability and easy storage. The phenylboronic acid system has received extensive attention in the fields of glucose sensing and insulin controlled release, and there are a large number of reports on polymers, micelles, and gel systems containing phenylboronic acid. Among these...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/54C08F230/06C08F2/38A61K38/28A61K47/32A61P3/10G01N21/33
CPCA61K38/28A61K47/32A61P3/10C08F2/38C08F220/54C08F2438/03G01N21/33C08F230/06
Inventor 张拥军王庆仙关英
Owner NANKAI UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com