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

A class of acetophenone-based photoinitiators with fluorene as a conjugated structure, preparation method and application thereof

A technology of photoinitiator and conjugated structure, which is applied in the field of preparation of substituted acetophenone photoinitiators, can solve the problems of limiting the wide application of photoinitiators, weak absorption, small molar extinction coefficient, etc., and achieve high yield, Ease of dissolution, effect of increasing absorption efficiency

Inactive Publication Date: 2017-03-22
TONGJI UNIV
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the absorption wavelength of acetophenone itself is in the far ultraviolet region (absorption wavelength < 300 nm), and its molar extinction coefficient is very small, so the absorption of light is very weak
These properties limit the wide application of this class of photoinitiators

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
  • A class of acetophenone-based photoinitiators with fluorene as a conjugated structure, preparation method and application thereof
  • A class of acetophenone-based photoinitiators with fluorene as a conjugated structure, preparation method and application thereof
  • A class of acetophenone-based photoinitiators with fluorene as a conjugated structure, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] (1) Synthesis of 4, 4-(N, N-diphenylamino) 4-bromo-9,9-dimethylfluorene

[0046] Diphenylamine (33.6 g, 0.2mol), 2,7-dibromo-9,9-dimethylfluorene (91.0 g, 0.255mol), copper powder (6.4 g, 0.1mol), potassium carbonate (56 g , 0.4mol), potassium iodide (6.0 g, 0.036mol), 18-crown-6 (6.0 g, 0.025mol), o-dichlorobenzene (200 g, 1.36mol) were added to a 500mL flask, vacuum-gas three times Then put the system at 200 o Heat in a C oil bath under reflux for 96 h in the dark. After the reaction, o-dichlorobenzene was distilled off under reduced pressure, washed with petroleum ether, and by-products were removed by suction filtration. After the petroleum ether was removed by rotary evaporation, it was extracted three times with dichloromethane, and the organic phase was dried with anhydrous sodium sulfate. v: v), a white powder was obtained after rotary evaporation. Dry in a vacuum oven for 24 h to obtain 32.0 g of 4, 4-(N, N-diphenylamino) 4-bromo-9,9-dimethylfluorene , the ...

Embodiment 2

[0052] The preparation method is the same as in Example 1, except that in the process of preparing the photoinitiator, 4-bromoacetophenone is used to replace 4-bromo-2,2,2 trifluoroacetophenone to prepare a photoinitiator molecule containing a methyl structure , the molecular structure is the target molecule 2.

Embodiment 3

[0053] Example 3 The photoinitiated polymerization process is as follows:

[0054] (1) Free radical polymerization, first prepare photoinitiation system, monomer (trimethylolpropane triacrylate, TMPTA): photoinitiator 1: auxiliary agent (N-vinylcarbazole, NVK) = 100: 1.5: 4.5 / 0 (m: m: m ) and then stirred to fully dissolve. At 4~48mW / cm 2 Under the irradiation of 365nm light sources with different light intensities, the polymerization kinetics and the final monomer conversion rate were speculated by the change of the characteristic peak of the monomer by the method of online infrared spectrum monitoring.

[0055] (2) Cationic polymerization, first prepare the photoinitiation system, monomer epoxy cyclohexane: photoinitiator: iodonium salt = 100: 1.5: 4.5 / 0 (m: m: m) and then stir to fully dissolve. Under the irradiation of 365nm light source with different light intensity from 4 to 48mw, the conversion rate of polymerization was estimated by the change of characteristic ...

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 acetophenone type photoinitiators using fluorene as a conjugated structure as well as a preparation method and an application of the acetophenone type photoinitiators. According to the photoinitiators, substituted acetophenone with high electron-attracting capability is taken as an electron-attracting group, and fluorene molecules with different lengths are taken as the conjugated structure and form a D-pi-A type molecule system with electron-donating triphenylamine groups. Two types of Type II photoinitiators are provided according to different conjugated structures and different acetophenone substituted positions. The synthesis steps of the photoinitiators are simple, purification is easy, the yield is high, the light absorption property is good, the photoinitiators are easy to dissolve in a monomer, the absorption peak of the photoinitiators ranges from 365 nm to 405 nm, and the photoinitiators can initiate free radical and cationic polymerization under the initiation of ultraviolet and visible light and has a faster initiation speed and very high polymerization conversion rate. Two types of photoinitiators have wide application in the field of UV photocuring.

Description

technical field [0001] The invention relates to a class of ultraviolet-visible light-sensitive substituted acetophenone photoinitiators with fluorene as the main conjugated structure, specifically the preparation of substituted acetophenone photoinitiators with different lengths of fluorene molecules as the conjugated system And its application in the field of photocuring. Background technique [0002] UV curing technology is an environmentally friendly technology in the fields of coatings, inks, adhesives, etc. The main body of the material is generally composed of acrylicphthalein-based resins, polyol acrylates and photoinitiators. Under the action of sufficiently strong ultraviolet light, All cured. Compared with the traditional solvent-containing system, it has outstanding characteristics such as no solvent emission, high efficiency, and energy saving, so it is used in many fields, such as sheet metal processing, composite materials, etc. [0003] Photoinitiator (Photo...

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 Patents(China)
IPC IPC(8): C08F2/48C07C221/00C07C225/22
Inventor 金明于嫚贾瀚万德成
Owner TONGJI 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