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Method for synthesizing biobased 1,5-pentadiisocyanate

A technology of pentamethylene diisocyanate and synthesis method, which is applied in the field of synthetic bio-based 1, can solve the problems of long time, high energy consumption of reaction, use of highly toxic substances, etc., and achieve the effect of high conversion rate, simple post-treatment, and mild reaction conditions

Inactive Publication Date: 2017-06-23
NANJING UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The technical problem to be solved in the present invention is to provide a method for synthesizing bio-based 1,5-pentane diisocyanate, so as to solve the problems of high reaction energy consumption, long time and the need to use highly toxic substances in the prior art

Method used

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  • Method for synthesizing biobased 1,5-pentadiisocyanate

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] A) 1,5-pentanediamine (12.24g) and triethylamine (82.8mL) were dissolved in 200mL of chloroform and pre-mixed at 0°C to obtain component A of the mixed material; triphosgene (35.5g) was pre-dissolved in 150mL In chloroform, stir and dissolve evenly at 0°C under a nitrogen atmosphere to form component B; component A is added dropwise to material B at 0°C using a syringe pump at a flow rate of 1.0mL / min, stir and mix quickly, and maintain the reaction for 5h , the tail gas generated in the process is absorbed by aqueous sodium hydroxide solution. After no obvious tail gas is generated, chloroform and triethylamine are removed under reduced pressure after filtering to remove organic salts, and the rear distillation obtains 16 g of colorless and transparent product 1,5-pentanediisocyanate. The rate is 86.5%.

Embodiment 2

[0028] A) 1,5-pentanediamine (12.24g) and triethylamine (82.8mL) were dissolved in 200mL of chloroform to obtain component A of the mixed material; triphosgene (35.5g) was pre-dissolved in 300mL of chloroform, and Stir and dissolve evenly at 0°C in the atmosphere to form component B; group A uses a syringe pump to add dropwise to material B at 0°C at a flow rate of 0.5mL / min, stirs quickly, stirs at 10°C for 6h, and uses three The ethanol solution of ethylamine was absorbed, the organic salt was removed by suction filtration, chloroform and triethylamine were removed by rotary evaporation, and 16.5 g of colorless and transparent product 1,5-pentanediisocyanate was obtained by rotary evaporation with a yield of 89%.

Embodiment 3

[0030] A) 1,5-pentanediamine (61.2g) and triethylamine (400mL) were dissolved in 1L of chloroform to obtain component A of the mixed material; triphosgene (177.5g) was dissolved in 1.5L of chloroform in advance, and dissolved in nitrogen Stir and dissolve evenly at 0°C in the atmosphere to form B component; use a syringe pump to add dropwise to material B at a flow rate of 1.5mL / min. During the process, keep the temperature at about 5°C, stir mechanically for 6 hours, and filter under reduced pressure to remove organic salts , chloroform and triethylamine were removed by rotary evaporation, and post-distillation gave 80 g of colorless and transparent product 1,5-pentanediisocyanate with a yield of 87%. After the triethylamine hydrochloride obtained by filtering the system is mixed with the triethylamine hydrochloride obtained in the tail gas absorption process, the pH is adjusted by caustic soda, and then layered and dried to obtain triethylamine, which can be used in the next ...

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Abstract

The invention discloses a method for synthesizing biobased 1,5-pentadiisocyanate. The method comprises the following steps: firstly dissolving triphosgene solid in a solvent to obtain a mixed system for later use; dissolving 1,5-pentamethylene diamine and an acid-binding agent in the solvent to obtain a mixed solution for later use; finally pumping the mixed solution into the mixed system under nitrogen condition, stirring, mixing and reacting; filtering after the reaction is ended, extracting liquid part, carrying out reduced-pressure distillation for removing low-boiling-point compounds, then continuing to carry out reduced-pressure distillation to obtain colorless liquid which is biobased 1,5-pentadiisocyanate.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, in particular to a method for synthesizing bio-based 1,5-pentane diisocyanate. Background technique [0002] Isocyanate is a general term for various esters of isocyanic acid. The main functional group structure is NCO. Currently, the market mainly includes monoisocyanate and multifunctional isocyanate. Isocyanate is mainly used in the synthesis of carbamic acid insecticides and herbicides. In addition, this Polyurethane compounds are also used to improve the waterproof performance of plastics, leather products and silk fabrics. Among them, polyfunctional isocyanates with difunctional groups and above are mostly used as raw materials to synthesize polyurethane materials, which are mainly used for foams, adhesives, synthetic leather and rubber. Elastomer materials . The bis (poly) functional group isocyanates are mainly based on aromatic diisocyanates in the market, such as 4,4'-methylene bis(ph...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C263/10C07C265/14
CPCC07C263/10C07C265/14
Inventor 郭凯孟晶晶陈可泉欧阳平凯
Owner NANJING UNIV OF TECH
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