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Producing hexamethylenediamine from caprolactam via 6-aminocapronitrile: a green production technology of the monomer of nylon-66.
- Source :
- Green Chemistry; 8/7/2024, Vol. 26 Issue 15, p8777-8784, 8p
- Publication Year :
- 2024
-
Abstract
- Hexamethylenediamine (HMDA), a crucial precursor of nylon-66, can be synthesized from caprolactam (CPL) via a two-step route involving CPL ammoniation and 6-aminocapronitrile (ACN) hydrogenation. Based on theoretical calculations and experimental screening, mesoporous alumina was selected which served as a highly active and cost-efficient catalyst for CPL ammoniation, catalysing the ring-opening of amides by C–N bond breakage and subsequent amide dehydration to nitrile. A 57.9% CPL conversion and 98.3% ACN selectivity were achieved at 320 °C with stability over 480 hours. The subsequent hydrogenation of ACN using the commercial RANEY® Ni catalyst yielded 100% HMDA, requiring milder conditions and half the hydrogen compared to adiponitrile processes. Overall, this research highlights a green HMDA production pathway, employing CPL as a feedstock. [ABSTRACT FROM AUTHOR]
- Subjects :
- HEXAMETHYLENEDIAMINE
CAPROLACTAM
MONOMERS
HYDROGENATION
CATALYSTS
Subjects
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 26
- Issue :
- 15
- Database :
- Complementary Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 178680576
- Full Text :
- https://doi.org/10.1039/d4gc02268h