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

Chiral CO2 responsive vinyl amino acid polymer and preparation method thereof

A polymer and vinyl technology, applied in the field of chiral CO2-responsive vinyl amino acid polymers and their preparation, can solve the problems of poor polymer stability, many steps, poor biocompatibility, etc.

Active Publication Date: 2017-12-22
BEIFANG UNIV OF NATITIES
View PDF3 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In summary, the main problems existing in the prior art are: (1) traditional CO 2 The responding polymer has no chirality, and its biocompatibility is not good, so the scope of application is limited; (2) Although the existing vinyl amino acid polymer has chirality, it lacks CO 2 Responsiveness; (3) Existing CO 2 The synthesis method of gas stimulus-responsive polymer has many steps, and the stability of the polymer is not good

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
  • Chiral CO2 responsive vinyl amino acid polymer and preparation method thereof
  • Chiral CO2 responsive vinyl amino acid polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Weigh 0.91 g (equivalent to 0.01 mol) of acryloyl chloride and 2.78 g (equivalent to 0.01 mol) of glycine-L-leucine benzyl ester in tetrahydrofuran to obtain 3.3 g (equivalent to 0.01 mol) N - Acryloyl-glycine-L-leucine benzyl ester. 3.3 g (equivalent to 0.01 mol) N -Acryloyl-glycine-L-leucine benzyl ester and 1.76 g (equivalent to 0.02mol) N,N-dimethylethylenediamine were added to 10 ml N,N-dimethylformamide, and N 2 Deoxygenation. Add 1.0 g catalyst 2-picoline, N 2 Reaction at 30°C for 72h under protection. After the reaction was completed, the solvent and by-products were distilled off under reduced pressure, and the solvent recrystallization with a volume ratio of tetrahydrofuran:n-hexane=1:8 obtained 1.4 g monomer N -Acryloyl-Glycine-L-Leucine- N,N - Dimethylaminoacetamide (monomer c, A-1). 1 H NMR (CDCl 3 ): σ = 0.91 (d, 6H, -CH(C H 3 ) 2 ), 1.51 (m,1H,-C H (CH 3 ) 2 ),1.63 (m, 2H,-C H 2 CH-), 2.22 (m,6H, -N(C H 3 ) 2 ), 2.40 (t, 2H, -C H 2 N(C...

Embodiment 2

[0080] In this example, except monomer c is N -Acryloyl-Glycine-L-Leucine- N,N -Diethylaminoacetamide (monomer c, A-2), the resulting polymer e is poly( N -Acryloyl-Glycine-L-Leucine- N,N -diethylaminoacetamide), the preparation method of monomer c is as follows, and other implementation methods are all the same as in Example 1.

[0081] The preparation method of monomer c in this example is:

[0082] Weigh 0.91 g (equivalent to 0.01 mol) of acryloyl chloride and 2.78 g (equivalent to 0.01 mol) of glycine-L-leucine benzyl ester in dichloromethane to obtain 3.3 g (equivalent to 0.01 mol) N - Acryloyl-glycine-L-leucine benzyl ester. 3.3 g (equivalent to 0.01 mol) N -Acryloyl-glycine-L-leucine benzyl ester and 4.65 g (equivalent to 0.04mol ) N,N-diethylethylenediamine were added to 8 ml N,N-dimethylacetamide, and passed N 2 Deoxygenation. Add 1.0 g catalyst 4-dimethylaminopyridine, N 2 Under the protection of 40 ℃ reaction 48h. After the reaction was completed, the solv...

Embodiment 3

[0084] In this example, except monomer c is N -Acryloyl-Glycine-L-Leucine- N,N -Dimethylaminopropionamide (monomer c, A-3), the obtained polymer e is poly(N-acryloyl-glycine-L-leucine-N, N-dimethylaminopropionamide), monomer The preparation method of c is as follows, and other implementation methods are all the same as in Example 1.

[0085] The preparation method of monomer c in this example is:

[0086] Weigh 0.91 g (equivalent to 0.01 mol) of acryloyl chloride and 2.78 g (equivalent to 0.01 mol) of glycine-L-leucine benzyl ester in dioxane to obtain 3.3 g (equivalent to 0.01 mol) N - Acryloyl-glycine-L-leucine benzyl ester. 3.3 g (equivalent to 0.01 mol) N -Acryloyl-glycine-L-leucine benzyl ester and 8.16 g (equivalent to 0.08 mol ) 3-(dimethylamino)propylamine were added to 3 ml of N-methylpyrrolidone, passed through N 2 Deoxygenation. Add 1.5 g catalyst 2-hydroxypyridine, N 2 Reacted at 45°C for 40 h under protection. After the reaction was completed, the solvent ...

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

PropertyMeasurementUnit
degree of polymerizationaaaaaaaaaa
degree of polymerizationaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the field of intelligent polymer materials and relates to a chiral CO2 responsive vinyl amino acid polymer and a preparation method thereof. The polymer e is obtained by reacting a compound a with a compound b under the action of a catalyst to obtain a chiral monomer c, and polymerizing the monomer c in a solvent III, wherein the compound a is vinyl amino acid benzyl ester, and the compound b is an alpha-primary amine-omega-tertiary amine small molecule. The preparation method provided by the invention does not need a sodium azide reaction and a click reaction and is mild in reaction conditions; the polymer obtained by the preparation method disclosed by the invention has chirality; in addition, along with alternative introduction of CO2 and N2, the polymer has hydrophilic and hydrophobic transformation, which shows that the polymer has obvious CO2 response performance; besides, amino contained in the terminal of the polymer has remarkable advantages in DNA (Deoxyribonucleic Acid) compression and gene transfer; the chiral CO2 responsive vinyl amino acid polymer has a wider application prospect in the fields of drug controlled release, genetic engineering, chiral separation and catalysis.

Description

technical field [0001] The invention belongs to the field of intelligent polymer materials and relates to chiral CO 2 Response vinyl amino acid polymers and methods for their preparation. Background technique [0002] Smart materials generally refer to materials that can sense and respond to the external environment. Smart materials can produce corresponding changes in physical properties or structures according to changes in ambient light, magnetic field, temperature, pH, redox agents, etc., so they have a wide range of applications in tissue engineering, drug delivery and sustained release, biosensors, and nanomedicine. Applications. Polymer smart materials are organic and synthetic methods that allow inanimate organic small molecule materials to form materials with relatively large molecular weight and specific sensory functions through various reactions. Compared with pH-responsive polymers, carbon dioxide-responsive materials have more potential, because there is a c...

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): C08F122/38A61K47/34
CPCA61K47/34C08F122/38
Inventor 雒春辉王峰勉志鹏
Owner BEIFANG UNIV OF NATITIES
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