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Alicyclic diisocyanate and preparation method and purposes thereof

A diisocyanate and alicyclic technology, which is applied in the field of C23-38 alicyclic diisocyanate and its preparation, can solve the problems of serious environmental pollution, high cost, difficult production of diisocyanate, etc., and has low requirements and low cost. , Environmentally friendly effect

Active Publication Date: 2010-08-18
浙江优创材料科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Therefore the production method of existing diisocyanate has defects such as difficult production, high cost, serious environmental pollution, etc.

Method used

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  • Alicyclic diisocyanate and preparation method and purposes thereof
  • Alicyclic diisocyanate and preparation method and purposes thereof
  • Alicyclic diisocyanate and preparation method and purposes thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Example 1.C 23 Cycloaliphatic diisocyanate

[0053] step 1:

[0054] Add 500g (1.7mol) methyl oleate, 146.2g (1.7mol) methyl acrylate and 1.5g hydroquinone to a 2000mL pressure reactor, replace the air in the kettle with nitrogen, and heat to 170°C at a pressure of 0.5MPa , reacted for 3.5 hours to obtain dibasic acid methyl ester crude product, its structural formula is:

[0055]

[0056] Step 2:

[0057] Thermometer is housed in 1000mL, reflux condenser, add the dibasic acid methyl ester that step generates on 378g (1.0mol), 5g tributyl phosphate in the container of air duct and tail gas absorption device. Heat and stir to 130°C, slowly pass in dry ammonia gas, the flow rate of ammonia gas is 600-800mL / min., raise the temperature to 320°C after about 3 hours, and keep warm for 10 hours. Sampling and analysis of the acid value <1.0, that is the end of the reaction, cooling down for later use.

[0058] Step 3:

[0059] The crude product obtained from the above ...

Embodiment 2

[0073] Example 2.C 24 Cycloaliphatic diisocyanate

[0074] step 1:

[0075] Add 500g (1.7mol) methyl oleate, 170.0g (1.7mol) α-methyl methacrylate and 1.5g hydroquinone in the 2000mL pressure reactor, replace the air in the kettle with nitrogen, and the pressure is 0.4MPa, Heating to 180°C, and reacting for 3 hours to obtain the crude dibasic acid methyl ester, whose structural formula is:

[0076]

[0077] Step 2:

[0078] Thermometer is housed in 1000mL, reflux condenser, add the dibasic acid ester that 392g (1.0mol) last step generates, 5g tributyl phosphate in the container of air duct and tail gas absorption device. Heat and stir to 140°C, slowly pass in dry ammonia gas, the flow rate of ammonia gas is 600-800mL / min., heat up to 300°C after about 2 hours, and keep warm for 8 hours. Sampling and analysis of the acid value <1.0, that is the end of the reaction, cooling down for later use.

[0079] Step 3:

[0080] The crude product obtained from the above reaction ...

Embodiment 3

[0094] Example 3.C 24 Cycloaliphatic diisocyanate

[0095] step 1:

[0096] Add 500g (1.7mol) methyl oleate, 170.0g (1.7mol) β-methyl methacrylate (methyl crotonate) and 1.5g hydroquinone to a 2000mL pressure reactor, and replace the air in the kettle with nitrogen , the pressure is normal pressure, heated up to 320°C, and reacted for 10 hours to obtain the crude dibasic acid ester, whose structural formula is:

[0097]

[0098] Step 2:

[0099] In the 1000mL thermometer that is equipped with, reflux condenser, the four-necked flask of gas guide tube and tail gas absorption device, add the product that 392g (1.0mol) last step generates, 5g tributyl phosphate. Heat and stir to 100°C, slowly pass in dry ammonia gas, the flow rate of ammonia gas is 600-800mL / min., raise the temperature to 280°C after about 5 hours, and keep the reaction for 12 hours. Sampling and analysis of the acid value <1.0, that is the end of the reaction, cooling down for later use.

[0100] Step 3:...

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Abstract

The invention provides alicyclic diisocyanate with a novel chemical structure, which is C23-38 alicyclic diisocyanate and has the same excellent performance with other traditional aliphatic isocyanates. The invention also provides a preparation method of this type of substance, which comprises the following steps that: (a) unsaturated dicarboxylic acid with the special structure or the solution of ester thereof are aminated and dehydrated to prepare binary Aliphatic cyanide; (b) the binary aliphatic cyanide is catalyzed and hydrogenised to prepare corresponding saturated diamine; and (c) the solution of the saturated diamine is slowly added into pre-cooled phosgene, diphosgene or triphosgene, the heat is maintained for a period of time and then goes up, the phosgene, the diphosgene or the triphosgene are continued to be added in, until the reaction solution becomes transparent, to prepare the alicyclic diisocyanate. The method is characterized by easily available production raw materials, lower condition requirements, safety, environmental-friendliness, low cost, high efficiency and easy wide popularization in industry.

Description

technical field [0001] The present invention relates to a class of alicyclic diisocyanate and its preparation method and application, especially to a class of C 23-38 Cycloaliphatic diisocyanate and its preparation method and use. Background technique [0002] Isocyanate is a highly reactive substance, especially diisocyanate is a class of substances that are used in a very large amount in the material industry. [0003] At present, toluene diisocyanate (TDI) is used in the largest amount, but due to the high toxicity of aromatic diisocyanate, even its degradation products are relatively toxic and have carcinogenic effects. The pollution in its production process is relatively large, and the materials made of it are prone to yellowing. [0004] In order to overcome these drawbacks, people have turned their attention to alicyclic diisocyanates, and isophorone diisocyanate (IPDI) is one of them. However, due to the small molecular weight and relatively high volatility of IP...

Claims

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Application Information

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IPC IPC(8): C07C265/14C07C263/10C09D175/04C09J175/04D06M15/564C06B23/00
Inventor 刘林学王研
Owner 浙江优创材料科技股份有限公司
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