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Ketoxime ester photoinitiator and preparation method thereof

A photoinitiator and ester technology, applied in the field of photocuring, can solve problems such as insufficient application performance, and achieve the effect of simple and efficient preparation method, excellent and low toxicity, and elimination of health hazards

Active Publication Date: 2014-03-05
CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, along with the practical application, it has been proved that such products still have problems of insufficient application performance, such as safety hazards in use (decomposition produces highly toxic benzene substances), conventional properties such as photosensitive activity and thermal stability need to be further improved

Method used

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  • Ketoxime ester photoinitiator and preparation method thereof
  • Ketoxime ester photoinitiator and preparation method thereof
  • Ketoxime ester photoinitiator and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Preparation of 1-(4-phenylthiophenyl)-(3-cyclopentyl)-propane-1,2-dione-2-oxime-O-cyclopropyl carboxylate as shown in the following formula

[0024]

[0025] Step (1): Preparation of 1-(4-phenylthiophenyl)-(3-cyclopentyl)-propan-1-one

[0026]

[0027] In a 500ml four-necked flask, drop 30g of diphenyl sulfide, 21g of finely ground AlCl 3 and 150ml of dichloromethane, stirred, protected by argon, cooled in an ice bath, when the temperature dropped to 0°C, began to drop a mixture of 27g of cyclopentylpropionyl chloride and 20g of dichloromethane, and kept the temperature below 10°C After about 1.5 hours of dripping, the temperature rose to 15°C, continued to stir for 2 hours, and discharged.

[0028] Post-processing:

[0029] Under stirring, slowly pour the material into dilute hydrochloric acid made of 400g ice and 65ml concentrated hydrochloric acid, separate the lower layer material liquid with a separatory funnel, extract the upper layer with 50ml dichloromet...

Embodiment 2-4

[0044] Referring to the method shown in Example 1, the compounds shown in Examples 2-4 were prepared using corresponding acylating reagents and esterifying reagents. target product and its 1 H-NMR data are listed in Table 1.

[0045] Table 1

[0046]

[0047]

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PUM

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Abstract

The invention relates to a ketoxime ester photoinitiator of general formula (I) and a preparation method thereof. The compound is good in dissolubility, high in thermostability and photosensitive activity, low in toxicity and obviously better in application performance compared with like products. The preparation method is simple, efficient and suitable for industrial production; polluting waste is not generated during the production process; and the product is high in purity.

Description

technical field [0001] The invention relates to a ketoxime ester photoinitiator compound, belonging to the technical field of photocuring. Background technique [0002] Material chemists discovered the photochemical properties of ketoxime esters as early as 1904 (A. Wemer and A. Piguet, Ber. Dtsch. Chem. Ges. 1904, 37, 4295), and it was not until 1970 that ketones Reports on the application of oxime esters as photoinitiators (G.A.Delzenne, U.Laridon and H.Peeters, European Polymer Journal, 1970, 6, 933-943). On this basis, a series of products have appeared, such as trade name DE-OS179508, Agfa-Gevaert AG, Quantacure PDO (structure shown below), etc. [0003] [0004] Although these traditional ketoxime ester photoinitiators have high photoinitiation activity, they are gradually eliminated by industrial applications due to defects such as poor thermal stability and poor solubility. In the 21st century, the research on oxime ester photoinitiators has once again attracted...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F2/48C07C323/47C07C319/20
Inventor 钱晓春胡春青王兵李军
Owner CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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