Unlock instant, AI-driven research and patent intelligence for your innovation.

Spiropyrane in-situ catalytic crosslinked cationic hydrogel and preparation method thereof

A cationic hydrogel and in-situ catalysis technology, which is applied in the field of spiropyran in-situ catalyzed cross-linked cationic hydrogel and its preparation, can solve the problems of staying at the calculation level and unstable merocyanine structure

Pending Publication Date: 2021-09-10
NANJING UNIV
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the structural instability of merocyanine and the similar structure and energy of the eight cis-trans isomers, it is difficult to obtain a merocyanine molecule with a single structure, even under very harsh conditions (such as ultra-low temperature). Therefore, most studies on merocyanine molecules remain at the computational level, and how to freeze the photoresponsive ability of spiropyran to obtain a stable merocyanine structure will become a new research to expand and control the basic properties of spiropyran direction

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
  • Spiropyrane in-situ catalytic crosslinked cationic hydrogel and preparation method thereof
  • Spiropyrane in-situ catalytic crosslinked cationic hydrogel and preparation method thereof
  • Spiropyrane in-situ catalytic crosslinked cationic hydrogel and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] In Situ Catalytic Synthesis of Crosslinked Cationic Hydrogels Catalyzed by Spiropyran, Aminoethyl Methacrylate Hydrochloride and 1′-(2-Methacryloyloxyethyl)-3′,3′-Dimethyl The molar ratio of base-6-nitro-spiro-(2H-1-benzopyran-2′,2′-indoline) was 6:1.

[0048] Aminoethyl methacrylate hydrochloride (100.0mg), 1'-(2-methacryloyloxyethyl)-3',3'-dimethyl-6-nitro-spiro-(2H -1-benzopyran-2′,2′-indoline) (42.0mg) and initiator AIBN (3.6mg) were added to a 10mL one-necked flask, then 1.5mL of anhydrous DMF was added, and degassed by bubbling Seal after 30 minutes. Put the flask into a preheated oil bath at 70°C. After 24 hours of reaction, the reaction was quenched at low temperature, and then the liquid and solid insolubles in the flask were precipitated with ether and centrifuged (10000 rpm, 10 min). Immediately after washing with methanol, the precipitation was carried out again with diethyl ether. Repeat the centrifugation three times and vacuum dry. 73.3 mg of a purpl...

Embodiment 2

[0050] In Situ Catalytic Synthesis of Crosslinked Cationic Hydrogels Catalyzed by Spiropyran, Aminoethyl Methacrylate Hydrochloride and 1′-(2-Methacryloyloxyethyl)-3′,3′-Dimethyl The molar ratio of base-6-nitro-spiro-(2H-1-benzopyran-2′,2′-indoline) was 12:1.

[0051] Aminoethyl methacrylate hydrochloride (203.6 mg), 1'-(2-methacryloyloxyethyl)-3',3'-dimethyl-6-nitro-spiro-(2H -1-benzopyran-2′,2′-indoline) (42.5mg) and initiator AIBN (5.8mg) were added to a 10mL one-necked flask, and then 2.5mL of anhydrous DMF was added, and degassed by bubbling Seal after 30 minutes. Put the flask into a preheated oil bath at 70°C. After 24 hours of reaction, the reaction was quenched at low temperature, and then the liquid and solid insolubles in the flask were precipitated with ether and centrifuged (10000 rpm, 10 min). Immediately after washing with methanol, the precipitation was carried out again with diethyl ether. Repeat the centrifugation three times and vacuum dry. 78.5 mg of a...

Embodiment 3

[0053] In Situ Catalytic Synthesis of Crosslinked Cationic Hydrogels Catalyzed by Spiropyran, Aminoethyl Methacrylate Hydrochloride and 1′-(2-Methacryloyloxyethyl)-3′,3′-Dimethyl The molar ratio of base-6-nitro-spiro-(2H-1-benzopyran-2′,2′-indoline) was 18:1.

[0054] Aminoethyl methacrylate hydrochloride (155.9 mg), 1'-(2-methacryloyloxyethyl)-3',3'-dimethyl-6-nitro-spiro-(2H -1-benzopyran-2′,2′-indoline) (20.9mg) and initiator AIBN (4.3mg) were added to a 10mL one-necked flask, then 2.0mL of anhydrous DMF was added, and the gas was degassed by bubbling Seal after 30 minutes. Put the flask into a preheated oil bath at 70°C. After 24 hours of reaction, the reaction was quenched at low temperature, and then the liquid and solid insolubles in the flask were precipitated with ether and centrifuged (10000 rpm, 10 min). Immediately after washing with methanol, the precipitation was carried out again with diethyl ether. Repeat the centrifugation three times and vacuum dry. 63.6...

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 discloses a spiropyrane in-situ catalytic crosslinked cationic hydrogel and a preparation method thereof. Synthesis raw materials comprise aminoethyl methacrylate hydrochloride and 1'-(2-methacryloyloxyethyl)-3', 3'-dimethyl-6-nitro-spiro-(2H-1-benzopyran-2, 2-indoline), and are subjected to random copolymerization under the action of an initiator, so as to obtain the hydrogel, the hydrogel has a sterocyanine structure stable to visible light, and the sterocyanine structure is an open-loop structure of 1'-(2-methacryloyloxyethyl)-3', 3'-dimethyl-6-nitro-spiro-(2H-1-benzopyran-2', 2'-indoline). The claret-colored hydrogel can be directly obtained through the polymerization method, rich fiber structures can be seen under the nanoscale, spiropyrane movement in the synthesized hydrogel is strictly restrained, open-loop conformation stably exists, the hydrogel is stable to visible light, the photoswitch capacity is frozen, and photochromism is recovered under the action of mechanical force such as grinding.

Description

technical field [0001] The invention belongs to a hydrogel and a preparation method thereof, in particular to a spiropyran in-situ catalyzed cross-linked cationic hydrogel and a preparation method thereof. Background technique [0002] Spiropyran is a common photochromic molecule, which can be transformed into a fluorescent merocyanine molecule under ultraviolet light irradiation, and merocyanine can restore the structure of spiropyran under visible light irradiation. Therefore, spiropyran has been widely used in the fields of multi-response stimuli materials, fluorescence imaging and so on. However, due to the structural instability of merocyanine and the similar structure and energy of the eight cis-trans isomers, it is difficult to obtain a merocyanine molecule with a single structure, even under very harsh conditions (such as ultra-low temperature). Therefore, most studies on merocyanine molecules remain at the computational level, and how to freeze the photoresponsive ...

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
IPC IPC(8): C08F220/34C08F220/36C08J3/075C08L33/14
CPCC08F220/34C08J3/075C08J2333/14C08F220/36
Inventor 冯福德王家奇
Owner NANJING UNIV