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Polyfunctional benzophenone derivates and uses as photoinitiators thereof

A technology of benzophenone and compounds, which is applied in the field of benzophenone derivatives, can solve the problems of reduced crosslinking density of cured film and impact on mechanical properties, and achieves the effects of small dissolution tendency, high solubility and low odor

Active Publication Date: 2009-05-20
INSIGHT HIGH TECH (BEIJING) CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when the concentration of photoinitiator exceeds 10-12%, the non-acrylate functional material either exhibits plasticizer properties or reduces the crosslink density of the cured film, resulting in an impact on its mechanical properties

Method used

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  • Polyfunctional benzophenone derivates and uses as photoinitiators thereof
  • Polyfunctional benzophenone derivates and uses as photoinitiators thereof
  • Polyfunctional benzophenone derivates and uses as photoinitiators thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047]

[0048] Get a 500ml four-necked flask, put 51.3 grams (0.20mol) of the aforementioned compound of formula (IIA), 10.4 grams (0.10mol) of neopentyl glycol and 1.6 grams of p-toluenesulfonic acid catalyst in 250ml of toluene and carry out azeotropic reflux for 10 hours. Add 100 ml of an aqueous solution containing 2.0 g of sodium bicarbonate to the reaction solution, stir at room temperature for 0.5 hour, separate the water phase, and wash the upper toluene solution twice with 200 ml of deionized water. Then the solution was refluxed and the water was separated with a water separator, and the toluene was removed on a rotary evaporator to obtain 55.4 g of the compound of formula (I-1A) in the form of a light yellow viscous substance, with a yield of 95.4%.

[0049] 1 HNMR (δ, ppm): 0.92 (s, 6H, CH 3 ), 3.96(s, 4H, CH 2 ), 4.73 (s, 4H, OCH 2 ), 6.95 (d, Ar-), 7.46 (t, Ar-), 7.57 (t, Ar-), 7.75 (d, Ar-), 7.83 (d, Ar-).

Embodiment 2

[0051]

[0052] Get a 500ml four-necked bottle, put 51.2 grams (0.2mol) formula (IIA) compound, 16.03 grams (0.1mol) 2,4-diethyl-1,5-pentanediol and 1.6 grams of p-toluenesulfonic acid catalyst Azeotropic reflux was carried out in 120ml of toluene for 10 hours. Add 100 ml of an aqueous solution containing 2.0 g of sodium bicarbonate to the reaction solution, stir at room temperature for 0.5 hour, separate the water phase, and wash the upper toluene solution twice with 200 ml of deionized water. Then the solution was refluxed and the water was separated with a water separator, and the toluene was removed on a rotary evaporator to obtain 61.21 g of the compound of formula (I-2A) in the form of light yellow viscous substance, with a yield of 96.2%.

[0053] 1 HNMR (δ, ppm): 0.86 (m, 6H, CH 3 ), 1.18 (m, 4H, CH 2 ), 1.31 (m, 2H, CH 2 ), 1.68(m, 2H, CH), 4.09-4.136(m, 2H, CH 2 O), 4.72(s, ArOCH 2 ), 6.9 (d, Ar-), 7.47 (t, Ar-), 7.57 (t, Ar-), 7.74 (d, Ar-), 7.81 (d, Ar-). ...

Embodiment 3

[0055]

[0056] Get a 500ml four-necked flask, place 54 grams (0.21mol) of formula (IIA) compound, 11.8 grams (0.1mol) of 3-methyl-1,5-pentanediol and 2 grams of p-toluenesulfonic acid catalyst in 250ml of toluene Azeotropic reflux was carried out for 10 hours. Add 100 ml of an aqueous solution containing 2.0 g of sodium bicarbonate to the reaction solution, stir at room temperature for 0.5 hour, separate the water phase, and wash the upper toluene solution twice with 200 ml of deionized water. Then the solution was refluxed and the water was separated with a water separator, and the toluene was removed on a rotary evaporator to obtain 56.55 g of the compound of formula (I-3A) in the form of a light yellow viscous substance, with a yield of 95.1%.

[0057] 1 HNMR (δ, ppm): 0.928, 0.948 (d, 3H, CH 3 ), 1.485-1.613 (s, H, CH), 1.485-1.746 (m, 4H, 2×C-CH 2 -C), 4.183-4.303(m, 4H, 2×-CH 2 O), 4.70(s, 4H, 2×ArOCH 2 ), 6.9 (d, Ar-), 7.47 (t, Ar-), 7.57 (t, Ar-), 7.74 (d, Ar-...

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PUM

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Abstract

The invention discloses a compound and a composition of two or over two of the compound displayed in a formula (1), wherein, m is 0 or 1; n is an integer of 0-4; y is each independently selected from 1 or 2; R1, R2, R3, R4 are each independently selected from H, -CH3 or -CH2CH3, but not H simultaneously. The compound or composition can be functioned as light trigger in light-cured liquid composition. The invention discloses a multi-functional benzophenone derivative and the application as light trigger thereof.

Description

technical field [0001] The present invention relates to a class of benzophenone derivatives. These derivatives are useful as photoinitiators, especially in photocurable varnishes, printing inks and the like. The present invention also provides photocurable compositions comprising at least one compound according to the present invention as a photoinitiator. Background technique [0002] Photoinitiators for clear coat formulations need to have good curing speed, especially good surface curing activity, low odor, low yellowing and good solubility. Furthermore, as consumers become increasingly sensitive to the contamination of food by foreign compounds, the tendency of compounds to migrate and be dissolved by external media should be minimized in order to comply with possible future legislative requirements. It is increasingly difficult for commercially available photoinitiators to meet the above requirements. [0003] Today, benzophenone remains one of the most widely used p...

Claims

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Application Information

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IPC IPC(8): C07C69/734C08F2/50C09D4/00
Inventor 罗鹏赵文超姜莉莉姚丽秀郝荣辉闫庆金
Owner INSIGHT HIGH TECH (BEIJING) CO LTD
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