Anthracene-series sensitizer and application of same in UV-LED light-curing system

A sensitizer, CH3- technology, used in the preparation of organic compounds, photosensitive materials for optomechanical equipment, optics, etc., can solve the problem of unsmooth curing and poor curing effects, which limit the development of UV-LED light curing technology and promotion issues

Active Publication Date: 2015-10-28
CHANGZHOU TRONLY NEW ELECTRONICS MATERIALS +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is found in the application that many traditional UV curing systems cannot be cured smoothly or have poor curing effects after using UV-LED light sources. The reason for this phenomenon is that the energy cannot be transferred well, and this has become a limitation for UV-LED. Key factors for the development and promotion of photocuring technology

Method used

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  • Anthracene-series sensitizer and application of same in UV-LED light-curing system
  • Anthracene-series sensitizer and application of same in UV-LED light-curing system
  • Anthracene-series sensitizer and application of same in UV-LED light-curing system

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027]

[0028] (1) Preparation of Intermediate 1a

[0029] Add 194g of raw materials 9-hydroxyanthracene, 100g of succinic anhydride, and 200mL of dichloromethane into a 1000mL four-neck flask, heat to reflux at 40°C, track the liquid phase until the reaction no longer changes, close the reaction, and pour the reaction solution into water. After stirring, the dichloromethane layer was separated, washed with water, and the dichloromethane layer was rotary evaporated to obtain 268g of intermediate 1a.

[0030] The structure of intermediate 1a has been 1 H-NMR was confirmed, and the characterization results are as follows.

[0031] 1 H-NMR (CDCl 3 ,500MHz): 2.5065-2.6432(4H,t), 7.3149-8.2388(9H,m), 10.9921-11.9828(1H,s).

[0032] (2) Preparation of compound 1

[0033] Add 147g of intermediate 1a, 100mL of methanol, and 3g of 70% concentrated sulfuric acid into a 500mL four-necked flask, connect the distillation device and water separator, add 5mL of toluene into the wate...

Embodiment 2

[0037]

[0038] Add 147g of intermediate 1a, 100mL of ethylene glycol, 8g of 70% concentrated sulfuric acid, and 100mL of toluene into a 500mL four-neck flask, connect the distillation device and water separator, add 5mL of toluene into the water separator, and heat to reflux at 110°C while The water produced by the reaction was evaporated during the reaction, and the liquid phase followed the reaction until there was no change, then distilled off excess toluene, washed to remove ethylene glycol, and recrystallized petroleum ether to obtain 146g of white viscous material with a yield of 95%. 99%, namely compound 2.

[0039] product structure 1 H-NMR was confirmed, and the characterization results are as follows.

[0040] 1 H-NMR (CDCl 3 ,500MHz):2.4692-2.6144(8H,t),4.3329-4.4128(4H,t),7.3951-8.2196(18H,m).

Embodiment 3-10

[0042] With reference to the method of embodiment 1 and 2, synthetic compound 3-8, its structure and corresponding 1 H-NMR data are listed in Table 1.

[0043] Table 1

[0044]

[0045]

[0046] performance evaluation

[0047] By preparing an exemplary photocurable composition (ie, a photosensitive resin composition), the application performance of the sensitizer represented by formula (I) of the present invention is evaluated.

[0048] 1. Preparation of photosensitive resin composition

[0049] The photosensitive resin composition was prepared with reference to the following proportions and the specific formula shown in Table 2.

[0050]

[0051] Table 2

[0052]

[0053] 2. Film-forming performance test

[0054] (1) Film forming performance test under high pressure mercury lamp

[0055] Stir the above composition under a yellow light, take the material and roll-coat it on a PET template to form a film, dry at 90°C for 5 minutes to remove the solvent, and ...

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Abstract

The invention discloses an anthracene-series sensitizer as shown in a formula (I). The sensitizer is perfectly compatible to a conventional photoinitiator, can substantially improve curing efficiency under the irradiation of a UV-LED light source when applied to a light-cured composition and has excellent application performance, thereby facilitating popularization and application of UV-LED light-curing technology.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to an anthracene-based sensitizer, a preparation method thereof, and an application of the sensitizer in an ultraviolet light-emitting diode (UV-LED) photocuring system. Background technique [0002] UV curing technology is widely used, and the light source used is mainly long-wave UV light source (such as mercury lamp), but this kind of light source has many shortcomings in the development process of light curing technology, such as easy to produce UV light damage, high power consumption , Production efficiency is not high. In view of this, UV-LED is considered as a promising alternative light source, which has the characteristics of single-peak wavelength distribution, which can reduce the damage caused by short-wavelength ultraviolet light, save power consumption, and also help to improve production efficiency. However, it is found in the application that many tradit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C69/40G03F7/031G03F7/004
CPCC07C67/08C07C69/40G03F7/004G03F7/031
Inventor 钱晓春胡春青于培培
Owner CHANGZHOU TRONLY NEW ELECTRONICS MATERIALS
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