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Polymer Chemistry · 2024 ·Vol. 15 ·期 29 ·2992-3002 · IF 4.1

Precision synthesis of a biobased myrcene thermoplastic elastomer by using an amphiphilic macro-RAFT agent via emulsion polymerization in aqueous medium

Wen Li,Guoyu Chen,Youfang Zhang,Jianyun Ding,Jie Liu,Runguo Wang,Dean Shi,Weiwei Lei,Liqun Zhang

In recent years, myrcene has emerged as a biobased alternative to isoprene for the manufacture of thermoplastic elastomers due to its similarity to isoprene, a building block for natural rubber. Through the use of highly reactive tert-butyl acrylate as a hard segment monomer, a structurally well-defined poly(tert-butyl acrylate)-b-poly(β-myrcene)-b-poly(tert-butyl acrylate) (BMB) thermoplastic triblock copolymer elastomer was synthesized by a mild reversible addition–fragmentation chain transfer (RAFT) emulsion polymerization method utilizing a precisely devised amphiphilic macro-RAFT agent. The block copolymer BMB was confirmed by NMR, FTIR, and GPC analyses. BMB thus exhibits typical thermoplastic elastomeric properties, as indicated by its mechanical properties with an ultimate tensile strength of 3.0 MPa and an elongation at break of 195% with tert-butyl acrylate added at 50% mass ratio. The properties of BMB can be easily tuned by adjusting the hydrolysis degree, facilitating cooperative interactions in the hard phase and enhancing tensile properties. This carboxyl interaction is an effective strategy for controlling medium strength thermoplastic elastomers.

研究领域: 材料科学 · 高分子化学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2026 · IF 2.4

Vapor–Liquid Equilibrium for Binary Systems of α-Pinene + Myrcene, α-Pinene + β-Caryophyllene, Myrcene + β-Caryophyllene: HS-GC Measurements and Model Correlation

Xinjun Zhou,Jing Jiang,Xiaopeng Chen,Chenghong Wu,Linlin Wang,Xiaojie Wei,Liyuan Tan,Jiezhen Liang

Isothermal vapor–liquid equilibrium data were measured for the binary systems related to α-pinene + myrcene, α-pinene + β-caryophyllene, and myrcene + β-caryophyllene using static headspace gas chromatography at 313.2, 323.2, and 333.2 K. The experimental data were correlated with the nonrandom two-liquid (NRTL) and universal quasichemical (UNIQUAC) models to obtain the binary interaction parameters. The small deviations demonstrated great agreement between the models and the experimental data. Moreover, the NRTL model showed marginally superior predictive accuracy in data association compared with the UNIQUAC model. The three binary systems exhibited simple phase behaviors with no azeotrope formation. In addition, the molecular surface charge profile and the binary energies of these systems were used to validate the strength of the σ-profile and to elucidate the role of intermolecular interactions in vapor–liquid equilibrium.

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JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS · 2016 · IF 3.652

Mechanism and kinetics of the pyrolysis of β-pinene to myrcene

Huidong Zheng,Jinliang Chen,Chao Li,Jingjing Chen,Yingshu Wang,Suying Zhao,Yanru Zeng

Myrcene, an important intermediate for the production of fine chemicals and pharmaceuticals, is mainly produced by the pyrolysis of β-pinene in the industry. The study of the direct pyrolysis of β-pinene was carried out without a catalyst and carrier gas at 573–873   K and under low pressure. In order to clarify the reaction mechanism, the primary intermediates of β-pinene pyrolysis including myrcene and limonene were also used as raw materials for further pyrolysis. The identification of some small molecules and C 10 H 16 isomers in the products proves that both decomposition reaction and ene reaction take place during the pyrolysis process. Based on the qualitative and quantitative analysis of reaction products, a reaction scheme for the pyrolysis of β-pinene was proposed. With appropriate simplification of the reaction scheme, a phenomenological kinetic model of the competitive parallel and consecutive first-order reaction was built, and exhibited good agreement with the experimental data. The activation energy ( E a ) and pre-exponential factor ( k 0 ) for each pathway were also determined.

研究领域: 化学工程 · 有机化学
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Journal of the Taiwan Institute of Chemical Engineers · 2018 · IF 3.849

Green approach toward sustainable adhesive: Synthesis and characterization of poly(myrcene sulfone)

Xuewen Guo,Xin Liu,Shaoyun Shan,Wenbo Zhao,Hongying Su,Qingming Jia

With pressing environmental concerns and incessant depletion of fossil reserves, producing sustainable polymeric materials to become a research target. In this work, we prepare a bio-based polymer from a naturally occurring monoterpene (β-myrcene) and sulfur dioxide which can be captured from industrial waste gas. The structure of the synthesized polymer was ascertained by IR and NMR. The initiator initiated poly(myrcene-co-SO 2 ) possesses four kinds of microstructure, 1,4-cis and 1,4-trans are the main structures, and the contents of 1,2-vinyl and 3,4-addition microstructure are extremely low. Solubility behavior, thermal degradation and optical properties of poly(myrcene-co-SO 2 ) were characterized by theoretical solubility parameter, TG and Abbe-type refractometer. Moreover, we report the adhesive properties of the polymer on glass, wood, aluminum and copper. Due to hydroxyl groups on the surface of the material, poly(myrcene-co-SO 2 ) exhibits outstanding adhesion properties.

研究领域: 材料科学 · 环境科学
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FUEL PROCESSING TECHNOLOGY · 2020 · IF 4.982

Synthesis of strained high-energy rocket bio-kerosene via cyclopropanation of myrcene

Yakun Liu,Chi Ma,Chengxiang Shi,Lun Pan,Junjian Xie,Si Gong,Yong-Chao Zhang,Genkuo Nie,Xiangwen Zhang,Ji-Jun Zou

With the rapid development of spacecraft such as rocket, it is increasingly important to develop high-energy and sustainable fuels. Biofuels synthesized from biomass derivatives provide great convenience for sustainable development. In this work, we reported a route for synthesis of high-energy cyclopropane bio-kerosene by cyclopropanation of myrcene with zinc carbenoid. The reaction conditions including reaction time, reaction temperature, solvent and molar ratio were optimized. Finally, a tricyclic cyclopropane bio-kerosene was synthesized with 69.8% yield under optimum conditions (i.e. zinc carbenoid synthesis temperature of −15 °C, cyclopropanation temperature of 25 °C and solvent of dichloromethane). Importantly, this bio-kerosene possesses a high specific impulse of 328.25 s, much better than the commercial rocket kerosene RP-1, as well as a high net-heat-value of 43.4 MJ/kg and good low-temperature properties.

CAS / MDL: 123-35-3
研究领域: 能源生物学 · 有机化学
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CHINESE JOURNAL OF POLYMER SCIENCE · 2015 ·Vol. 33 ·期 5 ·792-796 · IF 1.835

Renewable β-myrcene polymerization initiated by lutetium alkyl complexes ligated by imidophosphonamido ligand

Liu Bo,Han Bao-yu,Zhang Chun-ling,Li Shi-hui,Sun Guang-ping,Cui Dong-mei

β -imidophosphonamido ligated lutetium alkyl complex (NPN Dipp )Lu(CH 2 SiMe 3 ) 2 (THF) (NPN Dipp = Ph 2 P(NC 6 H 3 i Pr 2 -2,6) 2 ) with the activation of Al i Bu 3 and [Ph 3 C][B(C 6 F 5 ) 4 ] exhibited high catalytic activity, medium syndio-(rr = 66%) but remarkably high 3,4-regioselectivity for the polymerization of β -myrcene (MY). In sharp contrast, high isotactic 3,4-polymyrcene (PMY) (mm = 95%) was obtained by the precursor (NPN Et )Lu(CH 2 SiMe 3 ) 2 (THF) (NPN Et = PPh 2 (NC 6 H 3 i Pr 2 -2,6)(NC 6 H 4 -Et-2)) with less bulky substituents on the N -aryl ring.

CAS / MDL: 24544-04-5
研究领域: 有机化学 · 材料科学
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JOURNAL OF POLYMER RESEARCH · 2025 ·Vol. 32 ·期 3 ·1-10 · IF 2.8

Cationic copolymerization of isobutylene and bio-renewable β-myrcene towards sustainable elastomers: synthesis and mechanism

Feng Yanqing,Guo Penghui,Ding Wei,Jin Yushun,Liu Ruofan,Wu Yibo

The use of renewable bio-based monomers to prepare polyisobutylene-based polymers can not only reduce the dependence on petroleum resources but also promote the green transformation of the cationic polymerization industry. Herein, 2-chloro-2,4,4-trimethylpentane (TMPCl) was synthesized as the main initiator and then cooperated with co-initiator TiCl 4 to construct a cationic initiation system, which was successfully used in preparing poly(isobutylene- co - β -myrcene). The effects of co-initiator concentration, monomer concentration and monomer feed ratio on the copolymerization of isobutylene (IB) and β -myrcene were investigated. The results showed that the molecular weight (M n ) first increased and then decreased with elevating the concentration of TiCl 4 . When the monomer concentration was 15 wt% and the monomer feed ratio (mole ratio between IB and β -myrcene) was 98:2, an IB- co - β -myrcene random copolymer with a molecular weight of 7.3 × 10 3 g/mol and a lower T g (-67.97 ℃) was obtained. According to the 1 H NMR analysis of the polymer structure and terminal groups, it was suggested that IB and β -myrcene mainly formed the copolymer with 1,4 structural unit under this initiation system, thus the cationic polymerization mechanism of IB and β -myrcene was further proposed. This work can provide basic data and theoretical guidance for the manufacture of greener polyisobutylene-based polymers in the future.

CAS / MDL: 25167-70-8
研究领域: 材料科学 · 绿色化学
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ACS Omega · 2020 · IF 2.87

Biobased Epoxies Derived from Myrcene and Plant Oil: Design and Properties of Their Cured Products

Xuejuan Yang,Ming Guo,Xing Wang,Weiwei Huan,Minghui Li

Two biobased epoxy resin monomers derived from myrcene and plant oil are synthesized without using petroleum-based bisphenol A. To obtain material with balanced strength and toughness, the two epoxy monomers are cured together in different weight proportions. Properties of cured epoxy resin are tested by different techniques. Tensile and impact tests indicate that when the content of myrcene-based epoxy is 50–75 wt %, the cured sample has a high strain of 32.30–161.47%, and a moderate tensile strength of 9.57–15.96 MPa. Dynamic mechanical analysis suggests that the glass transition temperature (Tg) of cured samples increases from 17 to 71 °C with the increasing content of myrcene-based epoxy. Morphology of fracture surface indicates that the cured sample containing plant oil-based epoxy resin shows obvious plastic deformation. The curing kinetics of the two epoxies resin is studied by differential scanning calorimetry. Also, the calculated activation energy is 70.49 kJ/mol for myrcene-based epoxy and 64.02 kJ/mol for poly-fatty acid-derived epoxy resin. The thermogravimetric analysis indicates that the main degradation temperature of all cured samples is above 300 °C. The sustainable biobased epoxy has some potential in preparing flexible epoxy materials and can be used to toughen conventional petroleum-based epoxy.

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CHINESE JOURNAL OF POLYMER SCIENCE · 2015 ·Vol. 34 ·期 1 ·104-110 · IF 1.835

High trans-1,4 (co)polymerization of β-myrcene and isoprene with an iminophosphonamide lanthanum catalyst

Liu Bo,Liu Dong-tao,Li Shi-hui,Sun Guang-ping,Cui Dong-mei

β -Iminophosphonamide ligated lanthanum bis(benzyl) complex (NPN Dipp )La(CH 2 Ph-4-Me) 2 (THF) (NPN Dipp = Ph 2 P(NC 6 H 3 i Pr 2 -2,6) 2 ), upon activation of AlEt 3 and [Ph 3 C][B(C 6 F 5 ) 4 ], exhibited high catalytic activity and high trans -1,4 stereoselectivity for the polymerization of bio-sourced β -myrcene (MY). Based on which, a series of novel trans -1,4 regulated elastomers could be generated by random/block copolymerization of MY and isoprene (IP).

研究领域: 高分子化学 · 生物材料 · 催化化学
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JOURNAL OF VETERINARY MEDICAL SCIENCE · 2024 · IF 1.1

Evaluation of the efficicacy of myrcene in the treatment of Eimeria tenella and Toxoplasma gondii infection

Nianyuan CHEN,Qingxiu CAI,Shujing WANG,Qingyang SONG,Ying XIE,Huijuan SHI,Hongmei LI,Xiaomin ZHAO,Ningning ZHAO,Xiao ZHANG

Protozoan parasites such as Eimeria tenella and Toxoplasma gondii pose significant health challenges in livestock and humans. The limited treatment options and rising drug resistance underscore the urgent need for new therapies. This study investigates myrcene, a monoterpene hydrocarbon classified for its antiprotozoal potential against E. tenella and T. gondii infections. Initially, we examined its effect on the sporulation process of E. tenella oocysts in vitro and its anti-E. tenella activity in vivo. Myrcene significantly reduced the sporulation rate of E. tenella oocysts at 3 and 4 mg/kg. In vivo experiments demonstrated that treatment with 4 mg/kg myrcene significantly reduced E. tenella load and oocyst output, as well as cecal lesion and weight loss caused by E. tenella infection, showing moderate anti-E. tenella activity, with an Anticoccidial Index (ACI) of 161.4. Furthermore, we investigated the anti-T. gondii activity of myrcene both in vitro and in vivo. In vitro studies showed that treatment with myrcene effectively inhibited the invasion rate and intracellular proliferation ability of T. gondii tachyzoite in DF-1 cells in a dose-dependent manner. In vivo administration prolonged the survival time in T. gondii-infected mice, suggesting notable protective effects. Additionally, it mitigated T. gondii-induced hepatosplenic toxicity by reducing parasite load in the liver and spleen, and ameliorating liver function as evidenced by decreased serum transaminase levels. In conclusion, the findings demonstrate promising anti-E. tenella and anti-T. gondii activity exhibited by myrcene warranting further exploration into its mechanisms and potential therapeutic applications.

研究领域: 兽医学 · 寄生虫学 · 药理学
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INDUSTRIAL CROPS AND PRODUCTS · 2014 · IF 3.208

Novel renewable resource-based UV-curable copolymers derived from myrcene and tung oil: Preparation, characterization and properties

Xuejuan Yang,Shouhai Li,Jianling Xia,Jian Song,Kun Huang,Mei Li

Two novel ultraviolet (UV)-curable vinyl ester resin (VER) monomers derived from myrcene and tung oil were synthesized via Diels–Alder reaction, glycidylation reaction and ring-opening esterification. Their chemical structures were confirmed by Fourier transform-infrared analysis (FTIR) and Proton nuclear magnetic resonance ( 1 H NMR). Then the two VER monomers were mixed at different weight ratios and cured under UV light. The curing processes were monitored by FTIR analysis. Tensile and flexural properties of the cured resins were also tested. The conversion rate of double bond exceeded 80% within 60   s and the final conversion rate was 95%. Tensile and flexural tests indicated that the rigidity–flexibility was balanced in the cured systems when the mixed resins contained 50–70   wt% of myrcene-based VER monomer. Dynamic mechanical analysis demonstrated that the storage modulus and glass transition temperatures of the cured resins increased with the increasing content of myrcene-based VER monomer. The crosslinking density of the cured copolymers also increased with the increasing content of myrcene-based VER monomer. Thermogravimetric analysis (TGA) showed that the main thermal initial decomposition temperatures ( T i ) of the cured copolymers were all above 388   °C. All the results demonstrated that comparable balanced properties could be obtained by mixing these two bio-based monomers together.

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NUTRITIONAL NEUROSCIENCE · 2026 · IF 3.1

Inhaled β-myrcene alleviates insomnia in mice by modulating 5-HT1A/PKA signaling and the gut microbiota

Dawei Xu,Luge Chen,Xiaohu Chen,Weiming Jiang,Lijuan Sun

Background and Objectives Insomnia is a major public health issue that impairs daily functions and quality of life. Sleep-onset difficulty, a common complaint among patients, is accompanied by reduced central serotonin (5-HT) function. β-myrcene from lavender has sedative–hypnotic effects via serotonergic pathways, but most previous studies used intraperitoneal injection, which causes stress and limits clinical translation. Here, we asked whether non-invasive inhalation of β-myrcene produced similar effects in a mouse model of insomnia with low 5-HT function, and explored the underlying mechanisms.Methods β-myrcene was given to PCPA-induced insomnia mice by inhalation (with intraperitoneal injection as a pharmacodynamic control). In the inhalation group, sleep and behavior were evaluated using the amobarbital sodium sleep test and spontaneous locomotor activity test. ELISA, RT-qPCR, Western blot, and 16S rRNA sequencing were applied to study mechanisms.Results Inhaled β-myrcene shortened sleep latency and prolonged sleep duration. It also reduced oxidative stress and modulated GABA, 5-HT, and glutamate levels. These changes were accompanied by upregulation of mRNAs such as GABAARγ2 and 5-HT1A, as well as proteins including GAD65/67 and PKA, suggesting involvement of 5-HT1A/PKA signaling. Additionally, inhalation of β-myrcene was correlated with alterations in gut microbiota composition in PCPA-induced insomnia mice.Conclusions Our findings indicate that inhaled β-myrcene is associated with sedative–hypnotic effects and alterations in gut microbiota composition in PCPA-induced insomnia mice, potentially involving modulation of 5-HT1A/PKA signaling.

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