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isoborneol
JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2019 · IF 2.298

Determination and Correlation of Solubility of Borneol, Camphor, and Isoborneol in Different Solvents

Jingjing Chen,Jingjing He,Ningxin Li,Huidong Zheng,Suying Zhao

The solubility of borneol, camphor, and isoborneol in four solvents (i.e., acetone, ethanol, p-cymene, and p-xylene) was measured by the static equilibrium method within the temperature range of 296.65–348.85 K under the atmosphere. The fusion points and fusion enthalpies of borneol and isoborneol were determined by differential scanning calorimetry. The Apelblat equation, Wilson model, and NRTL model were employed to correlate the measured solubility data, and the NRTL model fits the measured data better. Mixing properties of each solute–solvent pair are calculated by the NRTL model.

CAS / MDL: 106-42-3
研究领域: 化学工程 · 药学
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JOURNAL OF VINYL & ADDITIVE TECHNOLOGY · 2024 · IF 3.8

DL-Isoborneol esters as nontoxic main plasticizers for polyvinyl chloride with improved processability, thermal stability, and mechanical performance

Hong-ying Chu,Chuan Gao,Shuai Huang,Xin-Ding Yao

DL-Isoborneol is a forestry chemical product that can serve as an intermediate in the synthesis of value-added plasticizer products. In this study, three kinds of DL-Isoborneol esters (octanoic acid-DL-Isoborneol, decanoic acid-DL-Isoborneol ester, and lauric acid-DL-Isoborneol ester [LDE]) with different fatty hydrocarbon chains were synthesized via esterification reaction. Fourier transform infrared spectrometer (FT-IR) and Nuclear magnetic hydrogen spectrum ( 1 H NMR) indicated that DL-Isoborneol esters were successfully synthesized. The oral toxicity experiment of plasticizers in mice indicated that DL-Isoborneol esters have toxic doses of 5000 mg/kg and was environmentally friendly and nontoxic. DL-Isoborneol esters were used as main plasticizers to plasticize polyvinyl chloride (PVC) and compared with commercial plasticizer dioctyl phthalate (DOP). The results showed that DL-Isoborneol esters could improve thermoplastic processing performance and thermal stability of plasticized PVC than DOP. DL-Isoborneol esters and PVC showed more excellent compatibility compared with DOP. T g of plasticized PVC reached 22°C, tensile strength and elongation at break of PVC plasticized with 40 wt% LDE reached 12.90 ± 0.83 MPa and 342 ± 13%, respectively. DL-Isoborneol esters with improved migration resistance performance and plasticization efficiency can completely replace DOP as main plasticizers for PVC. Highlights DL-Isoborneol esters with different fatty hydrocarbon chains were synthesized. DL-Isoborneol esters have toxic doses of 5000 mg/kg and are nontoxic. DL-Isoborneol esters can be used as main plasticizer for PVC. Plasticized PVC with improved processability. DOP can be completely replaced by DL-Isoborneol esters.

研究领域: 材料科学 · 化学工程 · 环境科学
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Materials Today Chemistry · 2025 · IF 6.7

Synthesis of borneol via isomerization of isoborneol catalyzed by Co/TiO2

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.

CAS / MDL: 16940-66-2
研究领域: 催化 · 有机化学 · 材料科学 · 化学工程
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MOLECULES · 2023 ·Vol. 28 ·期 4 ·1875 · IF 4.6

Study on Synthesizing Isobornyl Acetate/Isoborneol from Camphene Using α-Hydroxyl Carboxylic Acid Composite Catalyst

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
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RSC Advances · 2025 ·Vol. 15 ·期 35 ·28659-28665 · IF 4.6

Enhanced catalytic performance of transition metal-doped Co/TiO2 for continuous-flow synthesis of borneol from isoborneol

Chenyang Li,Zhihan Liu,Huimin Li,Yunsen Xiao,Ying Huang,Yuting Lin,Jie Liu,Bin Wu,Fuweng Zhang,Huidong Zheng,Longfei Yan

Borneol, a pharmaceutically important monoterpenoid, has emerged as a key ingredient in modern medicinal formulations. Here, we report a highly efficient heterogeneous catalytic system using transition metal-doped Co/TiO2 catalysts for the continuous-flow isomerization of isoborneol to borneol. Through systematic screening of bimetallic combinations, we demonstrate that Cu and Ni dopants synergistically enhance the redox properties of Co species, particularly improving hydrogenation–dehydrogenation efficiency in the isomerization of isoborneol. The optimized 1Cu–3Co/TiO2 catalyst (Cu : Co = 1 : 3 mass ratio) enabled a two-stage continuous-flow system, achieving 58% molar yield of borneol with <0.4% camphor byproduct formation after solvent removal. Remarkably, the catalyst maintained >99% metal retention during a total of 200 h of continuous reaction. This work not only provides fundamental insights into promoter effects in bimetallic catalysis but also establishes a commercially viable platform for continuous production of high-purity botanical therapeutics.

研究领域: 催化化学 · 化学合成 · 药物化学 · 材料科学 · 反应工程
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COMPOSITES COMMUNICATIONS · 2026 · IF 8.6

Sustainable 4D printing of bio-based shape memory polymer composites derived from isoborneol–thioctic acid with photothermal actuation

Shijie Xu,Ying Li,Xingsheng Wan,Mingen Fei,Wendi Liu,Renhui Qiu

The evolution of 4D printing for adaptive soft robotics is currently hindered by a reliance on petroleum-based feedstocks and the operational constraints of direct thermal actuation. Addressing these critical sustainability and functionality gaps, we engineer a high-performance shape memory polymer (SMP) system derived entirely from renewable resources, specifically isoborneol and thioctic acid. By strategically leveraging the rigid bicyclic skeleton of isoborneol, we successfully overcome the inherent trade-off between mechanical rigidity and flexibility typical of bio-polymers. This unique molecular design yields unprecedented mechanical properties for a fully bio-based material, achieving a tensile strength of 10.6 MPa alongside exceptional shape fixity (99%) and recovery (87%). Unlike many bio-based alternatives, this system is specifically tailored for high-resolution Liquid Crystal Display (LCD) 4D printing, ensuring precise fabrication of complex geometries without compromising material integrity. Moving beyond limited direct heating, we pioneer a bio-based SMP composite reinforced with carbon nanotubes (CNTs). This integration enables efficient, remote actuation via near-infrared (NIR) irradiation. This breakthrough facilitates wireless control capabilities while maintaining the composite's excellent printability and mechanical performance. Collectively, these advancements establish a sustainable, versatile, and wirelessly controllable platform, paving the way for the next generation of intelligent, eco-friendly soft robotic systems.

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International Journal of Analytical Chemistry · 2021 ·Vol. 2021 ·期 1 ·9980212 · IF 1.885

An Effective and Efficient Sample Preparation Method for 2-Methyl-Isoborneol and Geosmin in Fish and Their Analysis by Gas Chromatography-Mass Spectrometry

Liang-liang Tian,Feng Han,Essy Kouadio Fodjo,Wenlei Zhai,Xuan-Yun Huang,Cong Kong,Yong-Fu Shi,You-Qiong Cai

The intensive aquaculture strategy and recirculating aquaculture system often lead to the production of off-flavor compounds such as 2-methyl-isoborneol (2-MIB) and Geosmin (GSM). The regular purge and trap extraction followed by analysis with gas chromatography-mass spectrometry (GC-MS) usually involve a complicated assembly of facilities, more working space, long sample preparation time, and headspace solid-phase microextraction (SPME). In this work, a method with easier sample preparation, fewer and simplified facilities, and without SPME on GC-MS analysis is developed for the determination of 2-MIB and GSM in fish samples. Unlike previous methods, solvent extract from samples, QuEChERS-based cleanup, and solid-phase extraction for concentration are applied. The LOD (S/N > 3) and LOQ (S/N > 10) of this method were validated at 0.6 μ g/kg and 1.0 μ g/kg for both 2-MIB and GSM, which are under the sensory limit (1 μ g/kg). Application of this method for incurred fish samples demonstrated acceptable analytical performance. This method is suitable for large-scale determination of 2-MIB and GSM in fish samples, owing to the use of simple facility and easy-to-operate procedure, rapid sample preparation, and shorter time for GC-MS analysis without SPME.

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JOURNAL OF MOLECULAR STRUCTURE · 2025 · IF 4.7

An “off-on-off” fluorescence probe based on isoborneol for real-time detection of Cd2+ and HPO42– in living cells and water samples

Xiaowen Zhou,Zhonglong Wang,Xiaoqin Yang,Xiaoping Rao,Ping Zhao,Qian Jiang

Cadmium ion (Cd²⁺) and phosphate hydrogen ion (HPO₄²⁻) are widely applied in our production and life, which are closely related to human health and environmental protection. Herein, leveraging the structural merits of isoborneol, a novel fluorescence probe IB-CdP has been designed and developed for sequential detection of Cd²⁺ and HPO₄²⁻. Upon interaction with Cd²⁺, IB-CdP exhibits a significant fluorescence enhancement at 530 nm, which is subsequently quenched by the addition of HPO₄²⁻. This probe achieves ultra-low detection limits (28.61 nM for Cd²⁺ and 30.89 nM for HPO₄²⁻) and rapid response times. In addition, practical applications results confirmed the reliability of probe IB-CdP in water samples analysis and cell imaging studies, demonstrating its extensive application in environmental monitoring and biomedical research.

研究领域: 环境监测 · 分析化学 · 生物医学成像 · 传感器与探针
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