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Ester compound containing oxetane group and preparation method thereof

A technology of heterocyclobutane group and ester compound, which is applied in the field of ester compound containing oxetane group and its preparation, can solve the problems of reducing production efficiency, etc., and achieve simple preparation, high yield and high cationic The effect of reactivity

Active Publication Date: 2015-03-25
CHANGZHOU TRONLY NEW ELECTRONICS MATERIALS +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, none of the monomers containing oxetane groups in the above documents can be fully cured under light curing, and subsequent steps such as heating are required to completely cure the formula, thereby reducing production efficiency and limiting the production efficiency of oxetane-containing monomers. The application of group ester compounds in the field of photocuring

Method used

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  • Ester compound containing oxetane group and preparation method thereof
  • Ester compound containing oxetane group and preparation method thereof
  • Ester compound containing oxetane group and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Synthesis of compound 1

[0034]

[0035]In a glass flask with a volume of 1000 mL having a stirring device, a thermometer, a 60 cm packed tower and a rectifying head, add 160 g (1.0 mol) of raw material 1 and 500 g (5.0 mol) of methyl methacrylate, keep reflux at 110 ° C, and adjust The reflux ratio was 3:1. After the moisture in the system dropped below 500ppm, 6.6g of tetraisopropyl titanate catalyst (accounting for 1% of the total feeding amount) was added, and the reflux was continued for 3 hours. After the reaction, cool down to 70°C, add 25g of water, keep warm at 70°C for half an hour, destroy the catalyst, filter, and concentrate the filtrate to obtain 216g colorless liquid (isolation yield of raw material 1 benchmark: 95%)

[0036] The structure of the product compound 1 was obtained by mass spectrometry and 1 H-NMR confirmed.

[0037] MS(m / e): 229(M+1)

[0038] 1 H-NMR (CDCl 3 , δ(ppm)): 0.96(3H), 1.25(2H), 1.93(3H), 3.65(2H), 4.32(2H), 4.65(4H), 5.58...

Embodiment 2

[0040] Synthesis of compound 2

[0041]

[0042] In a glass flask with a volume of 1000 mL having a stirring device, a thermometer, a 60 cm packed tower and a rectifying head, add 204 g (1.0 mol) of raw material 2, and refer to Example 1 for the remaining operations. After concentration, 261 g of a colorless transparent liquid was obtained (isolation yield based on raw material 2: 96%).

[0043] The structure of the product was confirmed by the following physical property values.

[0044] MS(m / e): 273(M+1)

[0045] 1 H-NMR (CDCl 3 , δ(ppm)): 0.96(3H), 1.25(2H), 1.93(3H), 3.29(2H), 3.54(4H), 3.65(2H), 4.32(2H), 4.65(4H), 5.58(2H ), 6.15(2H).

Embodiment 3

[0047] Synthesis of compound 3

[0048]

[0049] In a glass flask with a volume of 1000 mL having a stirring device, a thermometer, a 60 cm packed tower and a rectifying head, add 248 g (1.0 mol) of raw material 3, and refer to Example 1 for the remaining operations. Concentration gave 294 g of a colorless transparent liquid (isolation yield based on raw material 3: 93%).

[0050] The structure of the product was confirmed by the following physical property values.

[0051] MS(m / e): 317(M+1)

[0052] 1 H-NMR (CDCl 3 , δ(ppm)): 0.96(3H), 1.25(2H), 1.93(3H), 3.29(2H), 3.54(8H), 3.65(2H), 4.32(2H), 4.65(4H), 5.58(2H ), 6.15(2H).

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Abstract

The invention discloses an ester compound containing oxetane group. The compound has polyfunctionality, high stability and high cationic reaction activity and is simple and convenient to prepare and high in yield. The ester compound which is applied to a cationic photo-curing formula can represent a very excellent photo-curing property and is extremely short in curing time and obviously superior to the existing similar compound, and moreover, the product has excellent flexibility and hardness.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to an ester compound containing oxetane groups with high cationic reactivity and a preparation method thereof. Background technique [0002] In cationic light-curing formulations, the existing ester compounds containing oxetane groups are generally not highly reactive, and cannot be completely cured even under long-term light. For example, Chinese invention patent application CN1743373 discloses 4 kinds of oxetanyl-containing ester compounds, which are suitable for underfilling in semiconductor components, especially for the bonding of lead-free solder at the interconnection of wires, but They adopt thermal curing technology and require high temperature curing; Chinese invention patent application CN100569825 discloses esterified compounds with similar structures, which can be used as thermal curing and light curing materials. However, none of the monomers containing ox...

Claims

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Application Information

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IPC IPC(8): C07D305/06C08G65/22
CPCC07D305/06C08G65/22
Inventor 杨建鑫钱彬钱晓春胡春青
Owner CHANGZHOU TRONLY NEW ELECTRONICS MATERIALS
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