MOLECULES
·
2023
·Vol. 28
·期 4
·1875
·
IF 4.6
Zhong-Lei Meng,Rong-Xiu Qin,Ru-Si Wen,Gui-Qing Li,Zhong-Yun Liang,Jun-Kang Xie,Yong-Hong Zhou,Zhang-Qi Yang
This study examined the preparation of isobornyl acetate/isoborneol from camphene using an α-hydroxyl carboxylic acid (HCA) composite catalyst. Through the study of the influencing factors, it was found that HCA and boric acid exhibited significant synergistic catalysis. Under optimal conditions, when tartaric acid–boric acid was used as the catalyst, the conversion of camphene and the gas chromatography (GC) content and selectivity of isobornyl acetate were 92.9%, 88.5%, and 95.3%, respectively. With the increase in the ratio of water to acetic acid, the GC content and selectivity of isobornol in the product increased, but the conversion of camphene decreased. The yield of isobornol was increased by adding ethyl acetate or titanium sulfate/zirconium sulfate to form a ternary composite catalyst. When a ternary complex of titanium sulfate, tartaric acid, and boric acid was used as the catalyst, the GC content of isobornol in the product reached 55.6%. Under solvent-free conditions, mandelic acid–boric acid could catalyze the hydration reaction of camphene, the GC content of isoborneol in the product reached 26.1%, and the selectivity of isoborneol was 55.9%. The HCA–boric acid composite catalyst can use aqueous acetic acid as a raw material, which is also beneficial for the reuse of the catalyst.Keywords:α-hydroxyl carboxylic acid;camphene esterification reaction;camphene hydration reaction;green synthesis
研究领域:
化学
·
催化
·
有机合成
·
绿色化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
CHEMOSPHERE
·
2018
·
IF 4.427
Lingfei Ma,Chaoyi Wang,Haipu Li,Fangyuan Peng,Zhaoguang Yang
Geosmin (GSM) and 2-methylisoborneol (2-MIB) are two common odor compounds in drinking water . In this paper, the performance of UV/chlorine was compared with that of chlorine and UV to degrade GSM (100 ng L −1 ) and 2-MIB (100 ng L −1 ) in water. UV/chlorine was further exploited, and a steady-state kinetic model was used to conduct a detailed study on efficiency, rate, reactive species and pathway. The results showed that UV/chlorine greatly could improve the removal ratio to 90% within 5 min, from approximately 20% with only UV or dark chlorine in 60 min. The removal ratio and rate depended on UV light intensity , free chlorine dosage, reaction time and water quality parameters (e.g. pH, concentrations of HCO 3 − and Cl − ). Among these factors, the first two obviously could accelerate the rate and increase the ratio. The degradation was also significantly improved in an acidic condition, while alkaline conditions and HCO 3 − had inhibitory effects, and Cl − created no difference. Contributions of OH and Cl to the degradation of 2-MIB and GSM were further revealed, and OH was found to be the most important reactive species. In the UV/chlorine process, 6 degradation byproducts of 2-MIB, including 1 alcohol, 2 ketones, and 3 olefins , were identified, and 14 degradation byproducts of GSM, including 6 ketones, 1 aldehyde, 2 alcohols, 3 naphthenes , and 2 olefins, were found by using solid-phase microextraction coupled to gas chromatography-mass spectrometry. The possible degradation pathways of GSM and 2-MIB in UV/chlorine thus were proposed.
研究领域:
环境科学
·
饮用水处理
✓ 已验证
产品关联
DOI
PubMed
高影响因子
ACS ES&T Water
·
2022
·
IF 0
Fan Yang,Jianwei Yu,Qi Wang,Chunmiao Wang,Yuning Du,Zhiyuan Liu,Lili Zhang,Zhengang Liu,Chuanyong Jing,Junwang Tang,Min Yang
Powdered activated carbon (PAC) is the most widely used adsorbent for removing odorants like 2-methylisoborneol (MIB) for drinking water purification. The hydrophobicity exhibited by the moieties of the carbon structure is known to be important for the adsorption of activated carbon. Here we propose a novel approach for regulating the hydrophobicity of the carbon surface by rearranging carbon atoms without changing the pore structures markedly through thermal transformation using Fe(NO3)3 as the catalyst. Five different PACs were transformed into hydrophobic porous carbons (HPCs) with 2.47–3.00 times the adsorption capacity and faster adsorption rates, accompanied by the surface free energy being decreased by 26.67–36.40%, the IG2/IG1 representing the degree of order being increased by 17.31–53.68%, the C–C(sp2)/C–C(sp3) being increased by 31.9–49.8%, and the oxygen content being decreased by 4.71–8.63%. The increase in ordered planar crystals dominated by sp2 carbons as well as the decrease in the number of heteroatoms in HPCs might be the main reason for its enhanced adsorption of MIB. Simulation based on reactive force field molecular dynamics indicated that MIB molecules tended to be adsorbed in ordered structures. This study provides a novel angle for improving the surface hydrophobicity of activated carbon, which may lead to the development of high-performance adsorbents.
研究领域:
环境科学
·
材料科学
✓ 已验证
产品关联
DOI
EUROPEAN POLYMER JOURNAL
·
2018
·
IF 3.741
Jianhui Wu,Chunhua Wang,Changdao Mu,Wei Lin
We report a novel environmental friendly waterborne polyurethane (WPU) coating with good anti-bacterial adhesion property and hydrophobicity. A key point of our approach is to functionize the polyurethane with isobornyl acrylate (IBA), a widely used natural material with unique chiral feature and good biocompatibility. The polyurethanes containing IBA have been synthesized by thiol-ene Michael addition reaction and poly-addition polymerization. The thiol monomer 3-mercapto-1,2-propanediol (TPG) and vinyl monomer isobornyl acrylate (IBA) have been used to obtain dihydroxy-terminated IBA (IBA(OH) 2 ) with triethylamine as catalyst. The structure of IBA(OH) 2 have been identified by Fourier transform infrared spectrum (FTIR), proton nuclear magnetic resonance ( 1 H NMR), and mass spectrometry (MS). IBA(OH) 2 is then incorporated into polyurethane as a chain extender to yield a WPU with IBA side group (IWPU). The synthesized IWPU has been confirmed by FTIR, 1 H NMR, X-ray photoelectron spectroscopy (XPS), and gel permeation chromatography (GPC). Thermogravimetric Analysis (TGA) measurements indicate that the thermal stability of IWPU is decreased slightly with the increasing content of IBA(OH) 2 . Differential scanning calorimetry further (DSC) indicate that the T g of the IWPU coatings decreases, and the resistance to low temperature increases at a higher content of IBA(OH) 2 .The introduction of IBA side groups can improve the hydrophobicity of the polyurethane, which is favorable for wide application of the coatings. Additionally, the antibacterial adhesion performance of the polyurethanes has been evaluated by plate count method and optical density ( OD ) test. The results demonstrate that the polyurethane coatings with 25 wt% content of IBA side groups can exhibit effective resistance to bacterial adhesion, with the inhibition ratios of 89.3% and 80.4% for E. coli and S. aureus , respectively.
研究领域:
材料科学
·
生物学
·
化学工程
✓ 已验证
产品关联
DOI
高影响因子
International Journal of Electrochemical Science
·
2023
·
IF 1.5
Jia Du,Xu Peng,Yuting Xu,Li Fu,Di Cao,Qinghua Liu
Odorant substances have been detected in the drinking water of several countries and regions. Although the specific harm of these substances to the human body is not yet clear, they can lead to the decline of drinking-water sensory indicators. In addition, odorants also affect the development of the waterdependent beverage industry and aquaculture industry. Dimethyl isoborneol (2-MIB) is the most common odorant substance that causes soil mildew in drinking water. In this work, for the first time, we first report the electrochemical determination of 2-MIB based on an Au electrode. The electrochemical oxidation of 2-MIB can be achieved due to the excellent conductivity and electrocatalytic property of the Au electrode. The proposed electrochemical sensing method is simple, quick and reliable for 2-MIB determination.
研究领域:
环境科学
·
分析化学
✓ 已验证
产品关联
DOI
高影响因子
PROGRESS IN ORGANIC COATINGS
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2020
·
IF 4.469
Jianhui Wu,Chunhua Wang,Yuanhang Xiao,Changdao Mu,Wei Lin
Polyurethane (PU) coatings are the most preferred systems in widespread applications on account of their great variability and fine-tuning of material properties. In this work, we have developed an eco-friendly antimicrobial polyurethane with natural-sourced isobornyl antifoulant side chains. A key development is the preparation of weakly amphiphilic poly(isobornyl acrylate) (PIBA) with terminal dihydroxy by thiol-ene ‘click’ reaction under UV catalysis. Then, the macro-polyol rich in isobornyl group is incorporated as a chain extender to achieve the functionalized polyurethane resin (PIBA-PU). Our study shows that the introduction of PIBA pendant long chains slightly affects the thermal behaviors of the soft and hard segments of PIBA-PU, and significantly improves the water-resistance of polyurethane coating as expected. The antibacterial and antifungal adhesion performances of the coatings are both substantially enhanced at higher content of PIBA. Leather-finishing application further indicates that PIBA-PU coated leather surfaces exhibit effective and long-lasting antifungal activity. The results suggest that functionalizing polyurethane with weakly amphiphilic acrylate long chains offers novel options for green coating design, whereby surface hydrophobicity and antimicrobial performances are both satisfactory and suitable for surface finishing.
研究领域:
材料科学
·
生物医学工程
✓ 已验证
产品关联
DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2020
·
IF 10.652
Lei Li,Junyi Li,Cuiwen Zhu,Shuili Yu
2-Methylisoborneol (2-MIB), a major cause of taste and odor (T&O) in drinking water, tends to combine with the coexisting dissolved organic matter (DOM), resulting in the altering of the physico-chemical properties of 2-MIB, and its corresponding migration and removal behaviors during water treatment. In this study, dialysis and ultrafiltration were set up to differentiate bound and free 2-MIB, and the binding of different types of DOMs to 2-MIB was investigated. At 298 K, the Freundlich constants, K F ((ng/mg)(L/ng) 1/n ), representing the combination ability between 2-MIB and the model pollutants, followed the order hen egg-white lysozyme (HEL 22.52) > bovine serum albumin (BSA 19.23) > sodium carboxymethyl cellulose (CMC 9.69) > sodium alginate (SA 7.78), and humic substances exhibited a weak association with 2-MIB, indicating that aromatic structures provide few binding sites. The K F of natural organic matter (NOM 196.15) in real raw water was much larger than that of model pollutants owing to the complex composition and the wide molecular weight distribution. The major interactions between DOM and 2-MIB were van der Waals forces and hydrogen bonding, except that HEL were hydrophobic interactions. Common metal ions affected these associations and generally decreased K F . The findings in this study are of particular significance for the selection of proper strategy to maintain the water quality during the outbreak of T&O in the source.
研究领域:
环境科学
·
化学
✓ 已验证
产品关联
DOI
高影响因子
BIOMACROMOLECULES
·
2023
·
IF 6.2
Yuehan Qian,Fuhao Dong,Lizhen Guo,Shanling Lu,Xu Xu,He Liu
Polyurethane materials will come into contact with different solvents in daily life, and at the same time, they will be subject to different degrees of collision, wear and tear. Failure to take corresponding preventative or reparative measures will result in a waste of resources and an increase in costs. To this end, we prepared a novel polysiloxane with isobornyl acrylate and thiol groups as side groups, which was further used in the preparation of poly(thiourethane-urethane) materials. Thiourethane bonds generated by the click reaction of thiol groups with isocyanates endow poly(thiourethane-urethane) materials with the ability to heal and reprocess. Isobornyl acrylate with a large sterically hindered rigid ring promotes segment migration, accelerating the exchange of thiourethane bonds, which is beneficial to the recycling of materials. These results not only promote the development of terpene derivative-based polysiloxanes but also show the great potential of thiourethane as a dynamic covalent bond in the field of polymer reprocessing and healing.
研究领域:
材料科学
·
高分子化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
POLYMER DEGRADATION AND STABILITY
·
2020
·
IF 4.032
Fuhao Dong,Yuehan Qian,Xu Xu,Hiba Shaghaleh,Lizhen Guo,He Liu,Shifa Wang
Improving the properties of waterborne polyurethane (WPU) is an imperative yet high-demand step in the application of WPU in industry. The UV-curing technique is an effective way to enhance the application properties of WPU. Herein, a UV-curable WPU emulsion was prepared by mixing isobornyl acrylate (IBOA), pentaerythritol triacrylate (PETA) and methyl methacrylate (MMA) with a commercially available WPU emulsion. With the introduction of the IBOA, the viscosity of the IBOA-modified WPU (IAWPU) emulsion decreased, and the particle size increased. The IAWPU emulsion was stable for more than 6 months. The resulting IAWPU film restricted the movement of the segment by the rigid ring structure of IBOA. Meanwhile, IBOA also leads to an increase in the crosslinking density of the IAWPU films. The resulting IAWPU films had great water resistance, exhibiting a higher contact angle and lower water absorption than pure WPU. The tensile strength of the IAWPU film is up to 13.52 MPa, which is 14 times higher than the 0.9 MPa of pure WPU films. This work demonstrates that IBOA can more effectively improve the water resistance and mechanical properties of WPU through UV-curing technology.
研究领域:
材料科学
·
化学工程
✓ 已验证
DOI
高影响因子
CHEMOSPHERE
·
2022
·
IF 8.943
Tan Meng,Xiao Su,Peizhe Sun
Geosmin (GSM) and 2-methylisoborneol (2-MIB) are representative musty/earthy odor compounds commonly present in surface water. In present study, the degradation of GSM and 2-MIB subject to different UV-based advanced oxidation processes (AOPs), including UV/H 2 O 2 , UV/S 2 O 8 2− , UV/chlorine, and UV/chloramine, in a phosphate-buffered saline (PBS) was conducted in a photoreactor with reflective inner surfaces and compared with that in an environmental water sample. A dynamic model to predict the degradation of GSM and 2-MIB in the photoreactor with reflective inner surfaces in the four UV-based AOPs was developed applying the second-order rate constants for the GSM and 2-MIB with primary reactive species (i.e., •OH, •Cl, and •SO 4 − ) determined in this study. The model was proven to successfully simulate the degradation of GSM and 2-MIB. In addition, 8, 7, 8, and 11 degradation intermediates were detected from UV/H 2 O 2 , UV/S 2 O 8 2− , UV/chlorine, and UV/chloramine in this study, and possible degradation pathways were proposed. This study is the first to report the degradation kinetics and formation products of GSM and 2-MIB in UV/chloramine. Research based on photoreactors with reflective inner surfaces may provide some guidance for eliminating GSM and 2-MIB in UV-based AOPs for full-scale engineering applications.
研究领域:
环境科学
·
水处理工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF ADHESION AND ADHESIVES
·
2020
·
IF 2.671
Cheng Fang,Xinbao Zhu,Yunfeng Cao,Xu Xu,Shifa Wang,Xiaohong Dong
Sustainable bio-based monomer isobornyl methacrylate (IBOMA) was evaluated as an alternative to traditional petroleum-based methyl methacrylate (MMA) as hard monomer in the application of acrylic latex pressure sensitive adhesive (PSA). The influence of bio-based IBOMA on the viscosity and particle size of the latexes and the gel content, sol molecular weight (M w , M n ) and adhesive properties (loop tack, peel strength and shear strength) of the PSA copolymers were investigated. In addition, transmission electron microscopy (TEM), nuclear magnetic resonance (NMR), contact angle analysis, differential scanning calorimetry (DSC), thermogravimetric analysis (TGA) and dynamic mechanical analysis (DMA) were used to characterize the structure and properties of latexes and corresponding films. Results were compared with those obtained when using traditional petroleum-based hard monomer MMA. Some interesting phenomena and results were indeed obtained in this work. This article will not only enrich the application of bio-based monomer IBOMA in the field of acrylic emulsion PSA, but also provide sustainable methods for the preparation of high performance acrylic emulsion PSAs (e.g. high water resistance and high cohesion emulsion PSAs).
研究领域:
材料科学
·
可持续化学
✓ 已验证
DOI
高影响因子
Materials Today Chemistry
·
2025
·
IF 6.7
Yuansen Xiao,Huimin Li,Zheng Wang,Zhihan Liu,Chenyang Li,Bin Wu,Longfei Yan,Huidong Zheng,Fuweng Zhang
Borneol synthesis faces challenges from co-generated impurities (isoborneol/camphor) and competing dehydration/dehydrogenation during isomerization. Here, Co/TiO 2 is demonstrated as a selective catalyst for isoborneol-to-borneol isomerization, effectively suppressing structural degradation. Controlled acidity and cobalt dispersion are identified as critical factors: TiO 2 's moderate acidity promotes isomerization, while strongly acidic supports (e.g., Mordenite) favor dehydration to camphene. Reduced cobalt particle size enhances active-site accessibility, lowering activation energy and boosting borneol yield. A one-pot two-step process achieves >62 % borneol content with <0.5 % camphor, meeting ChPC purity standards. This strategy bypasses traditional purification bottlenecks, offering a scalable route for high-purity borneol synthesis. The mechanistic insights into acid strength and metal dispersion provide a framework for rational catalyst design in industrial isomerization applications.
研究领域:
催化
·
有机化学
·
材料科学
·
化学工程
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）