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Water-based subject and object body type photoinitiator and preparation method thereof

A photoinitiator, host-guest technology, applied in the field of photocuring, achieves the effects of simple synthesis steps, improved solubility, and improved polymerization rate and polymerization efficiency

Inactive Publication Date: 2016-11-23
NANXIONG MATERIAL PRODION BASE OF CHINESE ACADEMY OF SCI GUANGZHOU CHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current research and development of water-based photoinitiators with supramolecular structures is limited to the theoretical research stage, and the supramolecular bodies involved are mainly natural cyclodextrins and methylated cyclodextrins without modified functional groups.

Method used

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  • Water-based subject and object body type photoinitiator and preparation method thereof
  • Water-based subject and object body type photoinitiator and preparation method thereof
  • Water-based subject and object body type photoinitiator and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Preparation of a water-based host-guest photoinitiator host molecule propenyl methylated β-cyclodextrin

[0035] Under ice bath condition, dissolve 1.176g mono-(6-ethylenediamine-6 ​​deoxy)-methylated β-cyclodextrin (6-en-PM-β-CD) in 20mL dichloromethane, add 0.506 g triethylamine was used as an acid-binding agent, and 0.362 g of acryloyl chloride was slowly added dropwise to the system, and the dropwise addition was completed in 40 minutes, and the reaction was stopped after 3 hours. The reaction solution was washed with saturated NaHCO 3 After the solution and deionized water were washed several times, an appropriate amount of anhydrous sodium sulfate was added, stirred for a period of 3 hours, filtered, the solvent was spin-dried, and the product was obtained by vacuum drying (yield: 80.3%).

Embodiment 2

[0037] Preparation of a water-based host-guest photoinitiator host molecule propenyl methylated β-cyclodextrin

[0038] Under the condition of ice bath, dissolve 1.176g mono-(6-ethylenediamine-6 ​​deoxy)-methylated β-cyclodextrin (6-en-PM-β-CD) in 20mL dichloromethane, add 0.607 g triethylamine was used as an acid-binding agent, and 0.453 g of acryloyl chloride was slowly added dropwise to the system, and the dropwise addition was completed in 40 minutes, and the reaction was stopped after 3 hours. The reaction solution was washed with saturated NaHCO 3 After the solution and deionized water were washed several times, an appropriate amount of anhydrous sodium sulfate was added, stirred for 3 hours, filtered and the solvent was spin-dried, and vacuum-dried to obtain the product (yield: 78.6%).

Embodiment 3

[0040] Preparation of an aqueous host-guest photoinitiator propenyl methylated β-cyclodextrin / 1-hydroxycyclohexyl phenyl ketone inclusion compound

[0041] Dissolve 0.204g of 1-hydroxycyclohexyl phenyl ketone in 10mL of methanol, add this solution to the aqueous solution (30mL) of 1.511g of propenylmethylated β-cyclodextrin, and the mixed system is cleaned in an ultrasonic cleaning tank at room temperature Medium sonication for 20 minutes, evaporate the solvent to dryness to obtain a light yellow powder of propenylmethylated β-cyclodextrin / 1-hydroxycyclohexyl phenyl ketone clathrate.

[0042] Dissolve the prepared propenylmethylated β-cyclodextrin (AMCD) / 1-hydroxycyclohexyl phenyl ketone (184) clathrate and pure 1-hydroxy cyclohexyl phenyl ketone (184) in water respectively , measure its UV-Vis spectrum, the result is as follows figure 1 (Curve a is AMCD / 184, curve b is 184). Depend on figure 1 It can be seen that the position and shape of the maximum UV absorption peak and...

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Abstract

The invention belongs to the technical field of photocuring and discloses a water-based subject and object body type photoinitiator and a preparation method thereof. The water-based subject and object body type photoinitiator provided by the invention is made from subject molecule allyl methylation beta-cyclodextrin and object molecule acetophenone photoinitiator according to a compound preparation method. The structural formula of allyl methylation beta-cyclodextrin is as shown in formula I; the structural formula of acetophenone photoinitiator is as shown in formula II; R1-R4 are respectively independently selected from hydrogen, hydroxy, methyl, ethyl, propyl, phenyl, methoxy, ethyoxyl or propoxy. The preparation method for the water-based subject and object body type photoinitiator provided by the invention is simple in compounding step; compared with a corresponding single photoinitiator, the obtained compound initiator has the advantages that the solubility in water is greatly increased and the photo-initiation efficiency is higher; specially for polymerization of acrylamide monomer, under the synergistic effect of unsaturated group on cyclodextrin side arm, polymerization rate and polymerization efficiency of the reaction are increased.

Description

technical field [0001] The invention belongs to the field of photocuring technology, in particular to a water-based host-guest photoinitiator and a preparation method thereof. Background technique [0002] UV curing technology has the characteristics of fast curing speed, low energy consumption, less environmental pollution, wide application range, high coating film quality, and easy preparation. It is widely used in coatings, electronic packaging materials, and biological materials. The main components of photocuring systems generally include reactive oligomers (UV resins), photoinitiators, reactive diluents (monomers), and various fillers and additives. Among them, the photoinitiator is the key component. It plays a decisive role in its photocuring speed and directly affects the polymerization efficiency of the photocuring system. At present, photoinitiators can be divided into free radical photoinitiators, cationic photoinitiators and macromolecular initiators, most of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/16C08F2/48C08F20/56C08F2/10
CPCC08B37/0015C08F2/10C08F2/48C08F20/56
Inventor 吕满庚李晓亚史珺
Owner NANXIONG MATERIAL PRODION BASE OF CHINESE ACADEMY OF SCI GUANGZHOU CHEM
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