Non-phosgene synthesis of hexamethylene-1,6-diisocyanate from thermal decomposition of hexamethylene-1,6-dicarbamate over Zn–Co bimetallic supported ZSM-5 catalyst

Yan Cao; Yafang Chi; Ammar Muhammad; Peng He; liguo Wang; Huiquan Li

doi:10.1016/j.cjche.2018.05.001

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Non-phosgene synthesis of hexamethylene-1,6-diisocyanate from thermal decomposition of hexamethylene-1,6-dicarbamate over Zn–Co bimetallic supported ZSM-5 catalyst

Catalysis, Kinetics and Reaction Engineering | Updated：2026-01-06

- Non-phosgene synthesis of hexamethylene-1,6-diisocyanate from thermal decomposition of hexamethylene-1,6-dicarbamate over Zn–Co bimetallic supported ZSM-5 catalyst
- Non-phosgene synthesis of hexamethylene-1,6-diisocyanate from thermal decomposition of hexamethylene-1,6-dicarbamate over Zn–Co bimetallic supported ZSM-5 catalyst
- 中国化学工程学报（英文版） 2019年27卷第3期页码：549-555
- Affiliations：
  
  1. 2 National Engineering Laboratory for Hydrometallurgical Cleaner Production Technology, Institute of Process Engineering, Chinese Academy of Sciences,Beijing,China,100190
  2. 3 University of Chinese Academy of Sciences,Beijing,China,100049
- Author bio：
- Funds：
- DOI：10.1016/j.cjche.2018.05.001
  中图分类号：
- 纸质出版：2019
- Accepted：
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Yan Cao, Yafang Chi, Ammar Muhammad, 等. Non-phosgene synthesis of hexamethylene-1,6-diisocyanate from thermal decomposition of hexamethylene-1,6-dicarbamate over Zn–Co bimetallic supported ZSM-5 catalyst[J]. 中国化学工程学报（英文版）, 2019,27(3):549-555.

Yan Cao, Yafang Chi, Ammar Muhammad, Peng He, liguo Wang, Huiquan Li. Non-phosgene synthesis of hexamethylene-1,6-diisocyanate from thermal decomposition of hexamethylene-1,6-dicarbamate over Zn–Co bimetallic supported ZSM-5 catalyst[J]. Chinese Journal of Chemical Engineering, 2019, 27(3): 549-555.
Yan Cao, Yafang Chi, Ammar Muhammad, 等. Non-phosgene synthesis of hexamethylene-1,6-diisocyanate from thermal decomposition of hexamethylene-1,6-dicarbamate over Zn–Co bimetallic supported ZSM-5 catalyst[J]. 中国化学工程学报（英文版）, 2019,27(3):549-555. DOI： 10.1016/j.cjche.2018.05.001.

Yan Cao, Yafang Chi, Ammar Muhammad, Peng He, liguo Wang, Huiquan Li. Non-phosgene synthesis of hexamethylene-1,6-diisocyanate from thermal decomposition of hexamethylene-1,6-dicarbamate over Zn–Co bimetallic supported ZSM-5 catalyst[J]. Chinese Journal of Chemical Engineering, 2019, 27(3): 549-555. DOI： 10.1016/j.cjche.2018.05.001.

摘要

Abstract

A non-phosgene route for the synthesis of hexamethylene-1

6-diisocyanate (HDI) was developed via catalytic decomposition of hexamethylene-1

6-dicarbamate (HDC) over Zn-Co bi-metallic supported ZSM-5 catalyst. The catalyst was characterized by FTIR and XRD analyses. Three solvents dioctyl sebacate (DOS)

dibutyl sebacate (DBS) and 1-butyl-3-methylimidazolium tetrafluoroborate (BMIMBF

) were investigated and compared; DOS gave better performance. The catalytic performances for thermal decomposition of HDC to HDI using DOS as solvent were then investigated

and the results showed that

under the optimized reaction conditions

i.e.

10 wt% concentration of HDC in DOS

250℃ temperature

60 min reaction time

83.8% yield of HDI had been achieved over Zn-Co/ZSM-5. Decomposition of the intermediate hexamethylene-1-carbamate-6-isocyanate (HMI) over Zn-Co/ZSM-5 in DOS solvent was further studied and the results indicated that yield of HDI from HMI reached to 69.6% (98.6% HDI selectively) at 270℃

which further increased the yield of the total HDI (HDI

tol

) to as high as 95.0%. Recycling of catalys

t showed that HDI and HMI yield slightly decreased

and by-product yield increased after the catalyst was reused for 4 times. At last possible reaction mechanism was proposed.

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