Decarboxylation of Amino Acids to Bioamines over BaHPO4-Buffered Ru-RuO2 Catalysts

Yue Zhu; Jiawen Qi; Xin Li; Xiaohong Li; Bing Ma; Xiaoxin Zhang; Jingqing Tian; Chen Zhao

doi:10.1021/acscatal.4c04406

Decarboxylation of Amino Acids to Bioamines over BaHPO₄-Buffered Ru-RuO₂ Catalysts

Yue Zhu, Jiawen Qi, Xin Li, Xiaohong Li, Bing Ma, Xiaoxin Zhang, Jingqing Tian, Chen Zhao

School of Chemistry and Molecular Engineering

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

Waste protein-derived l-lysine was decarboxylated and hydrogenated to 1,5-pentanediamine (1,5-PDA) with great potential, which is an important feedstock for the production of the nylon PA56 monomer. In this study, a partially coated Ru-RuO₂/BaHPO₄ catalyst, with a controlled 26.5% surface Ru⁰ species, was developed from the RuO₂/BaCO₃ precursor using an encapsulation strategy with in situ generated 1,5-PDA as a gelling agent. As a result, l-lysine was decarboxylated and hydrogenated to 1,5-PDA via an intermediate of lysinal, affording a selectivity of 94.1%, space-time yield of 0.97 g·g_cat^-1·h^-1, and TON of 374.6 at 170 °C. The Ru/RuO₂-based catalyst demonstrated strong acid and over-reduction resistance, thereby providing a way to prepare robust catalysts for the synthesis of a wide range of amines from waste protein-derived amino acids.

Original language	English
Pages (from-to)	13672-13683
Number of pages	12
Journal	ACS Catalysis
Volume	14
Issue number	18
DOIs	https://doi.org/10.1021/acscatal.4c04406
State	Published - 20 Sep 2024

Keywords

1,5-pentanediamine
bioamines
encapsulation
selective decarboxylation
waste protein

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10.1021/acscatal.4c04406

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title = "Decarboxylation of Amino Acids to Bioamines over BaHPO4-Buffered Ru-RuO2 Catalysts",

abstract = "Waste protein-derived l-lysine was decarboxylated and hydrogenated to 1,5-pentanediamine (1,5-PDA) with great potential, which is an important feedstock for the production of the nylon PA56 monomer. In this study, a partially coated Ru-RuO2/BaHPO4 catalyst, with a controlled 26.5\% surface Ru0 species, was developed from the RuO2/BaCO3 precursor using an encapsulation strategy with in situ generated 1,5-PDA as a gelling agent. As a result, l-lysine was decarboxylated and hydrogenated to 1,5-PDA via an intermediate of lysinal, affording a selectivity of 94.1\%, space-time yield of 0.97 g·gcat-1·h-1, and TON of 374.6 at 170 °C. The Ru/RuO2-based catalyst demonstrated strong acid and over-reduction resistance, thereby providing a way to prepare robust catalysts for the synthesis of a wide range of amines from waste protein-derived amino acids.",

keywords = "1,5-pentanediamine, bioamines, encapsulation, selective decarboxylation, waste protein",

author = "Yue Zhu and Jiawen Qi and Xin Li and Xiaohong Li and Bing Ma and Xiaoxin Zhang and Jingqing Tian and Chen Zhao",

note = "Publisher Copyright: {\textcopyright} 2024 American Chemical Society.",

year = "2024",

month = sep,

day = "20",

doi = "10.1021/acscatal.4c04406",

language = "英语",

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T1 - Decarboxylation of Amino Acids to Bioamines over BaHPO4-Buffered Ru-RuO2 Catalysts

AU - Zhu, Yue

AU - Qi, Jiawen

AU - Li, Xin

AU - Li, Xiaohong

AU - Ma, Bing

AU - Zhang, Xiaoxin

AU - Tian, Jingqing

AU - Zhao, Chen

PY - 2024/9/20

Y1 - 2024/9/20

N2 - Waste protein-derived l-lysine was decarboxylated and hydrogenated to 1,5-pentanediamine (1,5-PDA) with great potential, which is an important feedstock for the production of the nylon PA56 monomer. In this study, a partially coated Ru-RuO2/BaHPO4 catalyst, with a controlled 26.5% surface Ru0 species, was developed from the RuO2/BaCO3 precursor using an encapsulation strategy with in situ generated 1,5-PDA as a gelling agent. As a result, l-lysine was decarboxylated and hydrogenated to 1,5-PDA via an intermediate of lysinal, affording a selectivity of 94.1%, space-time yield of 0.97 g·gcat-1·h-1, and TON of 374.6 at 170 °C. The Ru/RuO2-based catalyst demonstrated strong acid and over-reduction resistance, thereby providing a way to prepare robust catalysts for the synthesis of a wide range of amines from waste protein-derived amino acids.

AB - Waste protein-derived l-lysine was decarboxylated and hydrogenated to 1,5-pentanediamine (1,5-PDA) with great potential, which is an important feedstock for the production of the nylon PA56 monomer. In this study, a partially coated Ru-RuO2/BaHPO4 catalyst, with a controlled 26.5% surface Ru0 species, was developed from the RuO2/BaCO3 precursor using an encapsulation strategy with in situ generated 1,5-PDA as a gelling agent. As a result, l-lysine was decarboxylated and hydrogenated to 1,5-PDA via an intermediate of lysinal, affording a selectivity of 94.1%, space-time yield of 0.97 g·gcat-1·h-1, and TON of 374.6 at 170 °C. The Ru/RuO2-based catalyst demonstrated strong acid and over-reduction resistance, thereby providing a way to prepare robust catalysts for the synthesis of a wide range of amines from waste protein-derived amino acids.

KW - 1,5-pentanediamine

KW - bioamines

KW - encapsulation

KW - selective decarboxylation

KW - waste protein

UR - https://www.scopus.com/pages/publications/85202756675

U2 - 10.1021/acscatal.4c04406

DO - 10.1021/acscatal.4c04406

M3 - 文章

AN - SCOPUS:85202756675

SN - 2155-5435

VL - 14

SP - 13672

EP - 13683

JO - ACS Catalysis

JF - ACS Catalysis

IS - 18

ER -

Decarboxylation of Amino Acids to Bioamines over BaHPO₄-Buffered Ru-RuO₂ Catalysts

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Keywords

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