Catalytic Conversion of α-Pinene to High-Density Fuel Candidates Over Stannic Chloride Molten Salt Hydrates

The synthesis of dimeric products from monoterpene hydrocarbons has been studied for the development of renewable high-density fuel. In this regard, the conversion of α-pinene in turpentine over stannic chloride molten salt hydrates (SnCl<sub>4</sub>·5H<sub>2</sub>O) as a cat...

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Main Authors: Seong-Min Cho, June-Ho Choi, Jong-Hwa Kim, Bonwook Koo, In-Gyu Choi
Format: Article
Language:English
Published: MDPI AG 2020-10-01
Series:Applied Sciences
Subjects:
Online Access:https://www.mdpi.com/2076-3417/10/21/7517
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spelling doaj-7d61261757b44168b000be337cc40df32020-11-25T03:10:07ZengMDPI AGApplied Sciences2076-34172020-10-01107517751710.3390/app10217517Catalytic Conversion of α-Pinene to High-Density Fuel Candidates Over Stannic Chloride Molten Salt HydratesSeong-Min Cho0June-Ho Choi1Jong-Hwa Kim2Bonwook Koo3In-Gyu Choi4Department of Forest Sciences, Seoul National University, Seoul 08826, KoreaDepartment of Forest Sciences, Seoul National University, Seoul 08826, KoreaDepartment of Forest Sciences, Seoul National University, Seoul 08826, KoreaGreen and Sustainable Materials R & D Department, Korea Institute of Industrial Technology, Cheonan 31056, KoreaDepartment of Agriculture, Forestry and Bioresources, Seoul National University, Seoul 08826, KoreaThe synthesis of dimeric products from monoterpene hydrocarbons has been studied for the development of renewable high-density fuel. In this regard, the conversion of α-pinene in turpentine over stannic chloride molten salt hydrates (SnCl<sub>4</sub>·5H<sub>2</sub>O) as a catalyst was investigated, and the reaction products were analyzed with gas chromatography/flame ionization detector/mass spectrometer (GC/FID/MS). Overall, the content of α-pinene in a reaction mixture decreased precipitously with an increasing reaction temperature. Almost 100% of the conversion was shown after 1 h of reaction above 90 °C. From α-pinene, dimeric products (hydrocarbons and alcohols/ethers) were mostly formed and their yield showed a steady increase of up to 61 wt% based on the reaction mixture along with the reaction temperature. This conversion was thought to be promoted by Brønsted acid activity of the catalyst, which resulted from a Lewis acid-base interaction between the stannic (Sn<sup>(IV)</sup>) center and the coordinated water ligands. As for the unexpected heteroatom-containing products, oxygen and chlorine atoms were originated from the coordinated water and chloride ligands of the catalyst. Based on the results, we constructed not only a plausible catalytic cycle of SnCl<sub>4</sub>·5H<sub>2</sub>O but also the mechanism of catalyst decomposition.https://www.mdpi.com/2076-3417/10/21/7517renewable fuelhigh-density fuelα-pinene dimerizationturpentinestannic chloride molten salt hydrates
collection DOAJ
language English
format Article
sources DOAJ
author Seong-Min Cho
June-Ho Choi
Jong-Hwa Kim
Bonwook Koo
In-Gyu Choi
spellingShingle Seong-Min Cho
June-Ho Choi
Jong-Hwa Kim
Bonwook Koo
In-Gyu Choi
Catalytic Conversion of α-Pinene to High-Density Fuel Candidates Over Stannic Chloride Molten Salt Hydrates
Applied Sciences
renewable fuel
high-density fuel
α-pinene dimerization
turpentine
stannic chloride molten salt hydrates
author_facet Seong-Min Cho
June-Ho Choi
Jong-Hwa Kim
Bonwook Koo
In-Gyu Choi
author_sort Seong-Min Cho
title Catalytic Conversion of α-Pinene to High-Density Fuel Candidates Over Stannic Chloride Molten Salt Hydrates
title_short Catalytic Conversion of α-Pinene to High-Density Fuel Candidates Over Stannic Chloride Molten Salt Hydrates
title_full Catalytic Conversion of α-Pinene to High-Density Fuel Candidates Over Stannic Chloride Molten Salt Hydrates
title_fullStr Catalytic Conversion of α-Pinene to High-Density Fuel Candidates Over Stannic Chloride Molten Salt Hydrates
title_full_unstemmed Catalytic Conversion of α-Pinene to High-Density Fuel Candidates Over Stannic Chloride Molten Salt Hydrates
title_sort catalytic conversion of α-pinene to high-density fuel candidates over stannic chloride molten salt hydrates
publisher MDPI AG
series Applied Sciences
issn 2076-3417
publishDate 2020-10-01
description The synthesis of dimeric products from monoterpene hydrocarbons has been studied for the development of renewable high-density fuel. In this regard, the conversion of α-pinene in turpentine over stannic chloride molten salt hydrates (SnCl<sub>4</sub>·5H<sub>2</sub>O) as a catalyst was investigated, and the reaction products were analyzed with gas chromatography/flame ionization detector/mass spectrometer (GC/FID/MS). Overall, the content of α-pinene in a reaction mixture decreased precipitously with an increasing reaction temperature. Almost 100% of the conversion was shown after 1 h of reaction above 90 °C. From α-pinene, dimeric products (hydrocarbons and alcohols/ethers) were mostly formed and their yield showed a steady increase of up to 61 wt% based on the reaction mixture along with the reaction temperature. This conversion was thought to be promoted by Brønsted acid activity of the catalyst, which resulted from a Lewis acid-base interaction between the stannic (Sn<sup>(IV)</sup>) center and the coordinated water ligands. As for the unexpected heteroatom-containing products, oxygen and chlorine atoms were originated from the coordinated water and chloride ligands of the catalyst. Based on the results, we constructed not only a plausible catalytic cycle of SnCl<sub>4</sub>·5H<sub>2</sub>O but also the mechanism of catalyst decomposition.
topic renewable fuel
high-density fuel
α-pinene dimerization
turpentine
stannic chloride molten salt hydrates
url https://www.mdpi.com/2076-3417/10/21/7517
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