Materials
·
2022
·Vol. 15
·期 22
·8097
·
IF 3.748
Hongyun Wang,Haijun Cheng,Fang Lai,Deyuan Xiong
Copper(II)-containing aluminum phosphate material (CuAPO-5) was synthesized hydrothermally and used as a multiphase catalyst for the oxidation of α-pinene to verbenone. The catalysts were analyzed using X-ray diffraction (XRD), Brunauer–Emmett–Teller (BET) surface area techniques, X-ray photoelectron spectroscopy (XPS), and ammonia temperature programmed reduction (NH3-TPD). Scanning electron microscopy (SEM), X-ray energy spectrometry (EDS), inductively coupled plasma emission spectroscopy (ICP-OES), Fourier infrared spectroscopy (FT-IR), and ultraviolet-visible spectroscopy (UV-vis) were performed to characterize the material. The effects of reaction temperature, reaction time, n(α-pinene)/n(TBHP), and solvent on the catalytic performance of CuAPO-5 were investigated. The results show that all the prepared catalysts have AFI topology and a large specific surface area. Copper is evenly distributed in the skeleton in a bivalent form. The introduction of copper increases the acid content of the catalyst. Under the optimized reaction conditions, 96.8% conversion of α-pinene and 46.4% selectivity to verbenone were achieved by CuAPO-5(0.06) molecular sieve within a reaction time of 12 h. CuAPO-5(0.06) can be recycled for five cycles without losing the conversion of α-pinene and the selectivity to verbenone.Keywords:CuAPO-5;α-pinene;selective oxidation;verbenone
研究领域:
催化化学
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材料科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
·
2011
·
IF 2.089
Xuejun Huang,Yao Chen,Changwei Wang,Hui Wang
Mutual solubility data of water + pentan-1-ol and liquid−liquid equilibrium of water + pentan-1-ol +2,6,6-trimethylbicyclo[3.1.1]hep-2-ene (α-pinene) and water + pentan-1-ol + 6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane (β-pinene) have been measured experimentally at (293.15, 303.15, 313.15, and 323.15) K under atmospheric pressure. The estimated uncertainty of phase composition and temperature were about (0.0005 and 0.05) K, respectively. The experimental ternary liquid−liquid equilibrium data have been simultaneously predicted and correlated by the extended and modified UNIQUAC models.
研究领域:
化学工程
·
热力学
✓ 已验证
产品关联
DOI
高影响因子
Insects
·
2024
·Vol. 15
·期 4
·231
·
IF 2.7
Chengzhe Li,Hua Wang,Fangyuan Bian,Jun Yao,Lei Shi,Xiaoming Chen
Simple SummaryButterfly larvae and adults can sense food odours from their surroundings, and exposure to these odours could alter larval or adult feeding preferences. However, it is still unknown whether butterfly pupae can sense odours from their surroundings. And little is known about how flower scents, in combination with food, affect butterfly adults’ subsequent foraging behaviour.Tirumala limniace(Lepidoptera: Danaidae) is a flower-visiting and highly charismatic butterfly. In this study,T. limniacepupae were exposed to the odour α-pinene and adults were exposed to the odours α-pinene and ethyl acetate to examine the effect of the experience on the foraging behaviour ofT. limniace. The results showed that exposure ofT. limniacepupae to α-pinene affected the feeding preference of newly emerged adults.T. limniaceexhibits olfactory learning in the adult stage, and adult odour preferences are correlated with the frequency of their training, though an increased training time does not necessarily imply an enhanced learning ability. Unlike some studies in other systems, we found thatT. limniacemales learned odours faster than females. This may be due to differences in antennal sensilla, affecting sensitivity to odours and nectar demand between males and females. Our study can help elucidate the important role of learning behaviour in butterfly adaptive responses to the environment and lay the foundation for further research on butterfly learning and memory.AbstractButterflies have the ability to learn to associate olfactory information with abundant food sources during foraging. How the co-occurrence of both food and food odours affects the learning behaviour of adults and whether butterflies perceive the odour of their surroundings and develop a preference for that odour during the pupal stage have rarely been tested. We examined the effect of experience with food odour components (α-pinene and ethyl acetate) during the pupal and adult stages on the foraging behaviour of the flower-visiting butterflyTirumala limniace. We found that α-pinene exposure during the pupal stage changed the foraging preference of newly emerged adults.T. limniaceexhibits olfactory learning in the adult stage, and adult learning may influence their previous pupal memory. Moreover, adults’ odour preference did not continue to increase over multiple training times. The learning ability of adults for floral odours (α-pinene) was greater than that for non-floral odours (ethyl acetate). In contrast to previous studies, we found that males learned odours more efficiently than females did. This could be attributed to differences in antennal sensilla, affecting sensitivity to compounds and nectar demand between males and females. Our study provides further insight into how olfactory learning helps flower-visiting butterflies use food odours to forage better.
研究领域:
动物行为学
·
生态学
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产品关联
DOI
PubMed
高影响因子
Russian Journal of Physical Chemistry A
·
2022
·Vol. 96
·期 12
·2747-2756
·
IF 0.791
Li Xixi,Lu Xinhuan,Jing Run,Zhang Haifu,Wang Chenlong,Zhang Huaxin,Wang Beibei,Zhou Dan,Xia Qinghua
Abstract The MOR supported cobalt complex materials were synthesized by ion exchange method and used to catalyze the epoxidation reaction of α-pinene with air. The liquid phase batch mode of epoxidation reaction was carried out under atmospheric pressure and aerobic conditions. Among the supported [Co(NH 3 ) 6 ] 3+ -zeolites catalysts, [Co(NH 3 ) 6 ] 3+ -MOR exhibited the best catalytic efficiency for the titled reaction, and high reaction conversion as well as epoxidation product selectivity were obtained for α-pinene and α-epoxypinane. Parametric studies were performed to examine the effect factors like the Co content, the solvent, the initiator, the substrate amount and the catalyst amount. The catalyst can be reused at least nine cycles without significant loss in activity towards epoxidation.
研究领域:
化学工程
·
催化材料
✓ 已验证
DOI
高影响因子
Arabian Journal of Chemistry
·
2023
·
IF 6
Haijun Cheng,Min Liang,Suyi Dai,Xianrui Lu,Qilin Huang,Fang Lai,Li Ma,Weiguang Li,Xiongmin Liu
α-Pinene, β-pinene and turpentine are renewable resources that are widely used in fine chemicals, fuels and other applications, and the safety of their production, transport and use should be considered. In this work, the characteristics and hazardous of the oxidation process of α-pinene, β-pinene and turpentine were investigated by using a novel mini closed pressure vessel testing system (MCPVT). The oxidation products were resolved by gas chromatography-mass spectrometry (GC–MS). The results showed that α-pinene, β-pinene and turpentine were stable under nitrogen atmosphere and very active chemically under oxygen atmosphere. The activation energies ( E a ) of α-pinene, β-pinene and turpentine were calculated to be 78.87, 109.69 and 98.82 kJ/mol, respectively, using pressure–time (P-t) curves. So, the reaction activity sequence was α-pinene > turpentine > β-pinene. The peroxide concentrations of α-pinene (363 K), β-pinene (358 K) and turpentine (363 K) could reach 81.94, 84.70 and 75.76 mmol/kg, respectively, at relatively low temperatures. 0.6 g of α-pinene exploded at a system temperature of 369 K and an oxygen pressure of 1.23 MPa. 0.6 g of β-pinene also exploded at a system temperature of 373 K and an oxygen pressure of 1.27 MPa. 0.4 g of turpentine experienced thermal runaway at a system temperature of 384 K and an oxygen pressure of 0.81 MPa. The major oxidation products of α-pinene are α-campholenaldehyde, laevo-pinocarveol, verbenol, verbenone, bicyclo (3.1.1)heptane-2, 3-diol, 2, 6, 6-trimethyl, 2-cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R,5R)-rel-, cyclobutaneacetic acid, 3-acetyl-2, 2-dimethyl, myrtenol and myrtenal. The major thermal runaway products are water, ethanol, acetone, acetic acid, 2-pentanone, propyl acetate, toluene, cymene and methylacetophenone. The major oxidation products of β-pinene are nopinone, laevo-pinocarveol, pinocarvone, myrtenol, myrtenal and perillyl alcohol. The major thermal runaway products are water, ethanol, acetone, n-ethyl propanoate, toluene, butyl acetate, cymene, apocamphor, nopinone, bornyl formate, methylacetophenone and dihydronopol. The oxidation products and thermal runaway products of pinene were significantly different. Possible reaction pathways for α-pinene and β-pinene are proposed.
研究领域:
化学工程
·
安全科学
✓ 已验证
产品关联
DOI
高影响因子
INDUSTRIAL CROPS AND PRODUCTS
·
2020
·
IF 4.244
Shujie Ma,Ran Jia,Menglei Guo,Kaitao Qin,Lihui Zhang
Plant essential oils (EOs) could be used as new alternatives of synthetic insecticides due to their environmental friendliness, safety to non-target organisms, and low-level resistance. In this study, the essential oil of Cephalotaxus sinensis (CSEO), an important Chinese medicinal species, showed potent insecticidal activity against Megoura japonica, Plutella xylostella and Sitophilus zeamais in laboratory bioassays; CSEO 20 % emulsifiable concentrate exhibited the control efficacy of 85.67 % against M . japonica after 7 days treatment at concentration of 0.25 % (w/v) in the greenhouse experiment. The GC-MS results showed that the main components of CSEO were α-pinene (37.89 %), β-caryophyllene (16.78 %) and germacrene D (10.79 %). Five active compounds, β-elemene (1) , β-caryophyllene (2) , β-phellandrene (3) caryophyllene oxide (4) and α-pinene (5) were isolated from CSEO. β-Caryophyllene (2) exhibited highest contact toxicity against M. japonica and P. xylostella , with the median lethal dose (LD 50 ) values of 0.072 μg/adult and 0.32 μg/larva, respectively. α-Pinene (5) showed the highest fumigant toxicity against M. japonica and P. xylostella , with the median lethal concentration (LC 50 ) values of 6.74 and 7.35 mg/L, respectively. Furthermore, β-phellandrene (3) had the potent contact and fumigant toxicity against S. zeamais with the LD 50 and LC 50 value of 2.19 μg/adult and 3.57 mg/L, respectively. Thus, CSEO and their major components have the potential to be developed as novel botanical insecticides for the control of agricultural pests.
研究领域:
植物学
·
农业科学
·
害虫防治
✓ 已验证
DOI
高影响因子
Molecular Catalysis
·
2021
·
IF 5.062
Wei Su,Qingyun Li,Youyan Liu,Yimin Qin,Haibo Liu,Aixing Tang
Taking advantage of the intersolubility of alcohol and water, we developed an efficient single-phase system for chemoenzymatic epoxidation of (-)-α-pinene. Different from traditional methods, it included all substrates, such as (-)-α-pinene, acyl donors and oxidants, into one phase. Isopropanol was eventually selected as the epoxidation medium to optimize three controllable parameters. Under the optimal conditions of 3.35 mol/L ethyl acetate and 1.1 mol/L H 2 O 2 , the conversion and selectivity reached 92.3% and 86.6% in 90 min, respectively, and the initial reaction rate was 13.58×10 −4 mmol·min −1 ·mg −1 with Novozym435 as a catalyst. Trisodium citrate was screened as an acid-trapping reagent to eliminate the negative impact of acetic acid on (-)-α-pinene oxide. The enzyme reusability was at least 6 cycles with a relative activity of 57.5% at the sixth cycle.
研究领域:
生物化学
·
有机合成
✓ 已验证
产品关联
DOI
高影响因子
Molecular Catalysis
·
2024
·
IF 3.9
Tao Lv,Kexin Wei,Ting Wang,Xiao Wang,Zuguang Liu
A carbon-based acid was prepared by the sulfonation of activated carbon derived from eucalyptus wood waste, a solid waste from wood processing, and characterized by SEM, BET, FT-IR, Raman, XRD and XPS. Due to activation by phosphoric acid and subsequent sulfonation, the resultant carbon-based solid acid can obtain a porous structure, medium surface area and abundant functional groups including sulfonic groups, carboxyl, hydroxyl and other oxygen-containing groups, which provides excellent mass transfer channels and sufficient reactive sites for catalytic reactions. So, the carbon-based solid acid showed excellent catalytic performance for converting α -pinene to camphene with a conversion of up to 99.8 % and a selectivity of 51.2 %, respectively. Quantum chemical theoretical calculations (electrostatic potential, Gibbs free enthalpy of intermediates, molecular size) are used to further analyze the catalytic mechanism of carbon-based solid acids. Theoretical analysis of the carbon positive ions and their energies as well as experimental results under electron-donating co-catalysts suggests that oxygen-containing functional groups on carbon-based solid acids play an important role in improving α- pinene adsorption onto catalyst as well as camphene selectivity. This work provides a promising approach for converting α -pinene to camphene catalyzed by carbon-based solid catalyst.
研究领域:
化学工程
·
催化科学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
·
2023
·
IF 2.6
Xuejuan Wei,Xiaopeng Chen,Linlin Wang,Xiaojie Wei,Jiaqi Liang,Zehui Xiong,Jiezhen Liang
For the isolation and purification of (−)-α-pinene and (−)-limonene from pine resin tapping by spraying ethephon solution on the cutting surface of pine tree, vapor–liquid equilibrium data for (−)-α-pinene and (−)-limonene with ethephon are indispensable. In this work, the isothermal vapor–liquid equilibria of binary system (−)-α-pinene + (−)-limonene and quaternary system (−)-α-pinene + (−)-limonene + water + ethephon were determined using headspace gas chromatography. The thermodynamic consistency of the experimental data was tested by the Van Ness point test and Redlich-Kister area test. The universal quasi-chemical (UNIQUAC) and nonrandom two-liquid (NRTL) models were applied to correlate the experimental data, and the absolute mean deviation of the vapor phase mole fraction and the relative mean deviation of the total system pressure were calculated. The results showed that the UNIQUAC model correlated the system more accurately than the NRTL model. The relative volatility of (−)-α-pinene to (−)-limonene was promoted by adding ethephon solution. In addition, the binding energies of (−)-α-pinene + water + ethephon and (−)-limonene + water + ethephon were calculated by DFT. The results showed that the intermolecular interaction between ethephon solutions with (−)-limonene was greater than that with (−)-α-pinene.
研究领域:
化学工程
·
植物化学
·
热力学
✓ 已验证
产品关联
DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2025
·
IF 13.2
Yu-Xuan Fu,Shu-Yi Huang,Ming-Shuai Sun,Yan Zhou,Dan-Dan Cai,Wen-Shuai Zhu,Wei Hui,Duan-Jian Tao
Current industrial catalysts for α-pinene hydrogenation suffer from harsh reaction conditions and poor selectivity to cis -pinane, primarily due to their inability to effectively adsorb α-pinene in a specific favorable configuration on the catalyst surface. In this study, a high-specific-surface-area, rod-shaped CeO 2 -supported ultra-fine Ru nanoparticle (average particle size of 4 nm) catalyst was synthesized via hydrothermal method for the highly stereoselective hydrogenation of α-pinene to cis -pinane. The resulting Ru/CeO 2 -H catalyst achieved an α-pinene conversion of 99.3 % and an impressive cis -pinane selectivity of up to 99.6 % under exceptionally low temperature (30°C), 0.6 MPa H 2 and 0.5 h with high TOF (1236 h −1 ). Density functional theory (DFT) calculations indicated that α-pinene preferentially adsorbs onto the Ru surface via the backside of its intramolecular dimethyl bridge. This particular adsorption mode lowers the energy barriers for further hydrogenation to generate cis -pinane. The oriented dimethyl-up configuration of α-pinene and ultra-low activation energy (12.04 kJ/mol obtained from kinetic tests) enable the highly selective production of cis -pinane at ambient temperature. Furthermore, the strong interaction between the CeO 2 -H support and highly dispersed Ru, combined with the ambient-temperature reaction conditions, effectively prevents metal nanoparticle agglomeration and coking, imparting the catalyst with exceptional stability. Notably, the catalyst was reused at least 15 times without observing any significant deactivation, demonstrating its significant potential for practical applications.
研究领域:
催化化学
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材料科学
·
理论化学
✓ 已验证
产品关联
DOI
高影响因子
NEW JOURNAL OF CHEMISTRY
·
2024
·Vol. 48
·期 10
·4580-4588
·
IF 2.7
Ningning Ji,Fengli Yu,Bing Yuan,Congxia Xie,Shitao Yu
A series of low-cost Lewis acidic deep eutectic solvents (DESs) was synthesized and applied for the first time for catalyzing the polymerization of α-pinene to produce terpene resins. The DES catalyst of [AlCl3]3[CPL] prepared via the self-assembly of AlCl3 and caprolactam (CPL) exhibited the highest catalytic activity, and polymerization conditions were optimized by a single-factor method: 15 g α-pinene, 3 g catalyst, 1 g initiator, −5 °C reaction temperature, and 4 h reaction time. Under these conditions, the softening point of the terpene resin reached (annular spheroid method) 118.3 °C, the acid value was 0.22 mg KOH g−1, and the depth of color (Fe–Co method) was 5. The structure of [AlCl3]3[CPL] was characterized using FT-IR, 1H-NMR, and UV-vis spectroscopy. GPC measure showed that the number-average molecular weight of the terpene resin was 510, the weight-average molecular weight was 776, and the polydispersity index was 1.523. TG results indicated that the terpene resin had favorable thermal stability. After the reaction, the product and the catalyst could be automatically divided into two phases, which was beneficial for recycling the catalyst. The results revealed that [AlCl3]3[CPL] exhibited good recyclability.
研究领域:
化学工程
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
BIOPROCESS AND BIOSYSTEMS ENGINEERING
·
2023
·Vol. 46
·期 9
·1331-1340
·
IF 3.8
Yu Lishuang,Zou Cheng,Li Qingyun,Liu Zhaoming,Liu Youyan,Tang Aixing
Chemoenzymatic epoxidation of olefin mediated by lipase is a green and environmentally friendly alternative process. However, the mass transfer barrier and lipase deactivation caused by the traditional organic–water biphasic reaction system have always been the focus of researchers’ attention. To overcome these issues, we investigated the effects of reaction temperature and two important substrates (H 2 O 2 and acyl donor) on the epoxidation reaction and interfacial mass transfer. As a result, we determined the optimal reaction conditions: a temperature of 30 °C, 30 wt-% H 2 O 2 as the oxygen source, and 1 M lauric acid as the oxygen carrier. Additionally, by simulating the conditions of shaking flask reactions, we designed a batch reactor and added a metal mesh to effectively block the direct contact between high-concentration hydrogen peroxide and the enzyme. Under these optimal conditions, the epoxidation reaction was carried out for 5 h, and the product yield reached a maximum of 93.2%. Furthermore, after seven repetitive experiments, the lipase still maintained a relative activity of 51.2%.
研究领域:
生物化学
·
环境科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）