Preparation of poly(styrene‐<i>co</i>‐isobornyl methacrylate) beads having controlled glass transition temperature by suspension polymerization

Zhang, Bing; Ma, Yuhong; Chen, Dong; Xu, Jingnan; Yang, Wantai

doi:10.1002/app.38710

Cited by 14 publications

(15 citation statements)

References 35 publications

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“…Higher T g were obtained with IBOMA reactive diluent compared to ST because the isobornyl bis‐cyclic group is much more bulky and rigid than benzene ring. The same observation was done on copolymers poly(styrene‐ co ‐isobornyl methacrylate): the T g of the copolymers could be controlled in the range from 105 to 158°C by simply increasing the fraction of IBOMA in monomer feed . T g is known to increase with substituent size for rigid substituents, probably due to the increased barrier to rotation about the backbone bonds.…”

Section: Resultsmentioning

confidence: 65%

Synthesis and characterization of novel vinylester prepolymers from cardanol

Jaillet

Nouailhas²,

Auvergne

et al. 2014

Euro J Lipid Sci & Tech

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A novel thermosetting vinylester (VE) resin was prepared form cardanol, coming from cashew nut shell liquid (CNSL), a renewable resource and waste of the cashew industry. A VE cardanol-based prepolymer was synthesized by reacting commercial cardanol diepoxy and methacrylic acid. The VE cardanol-based prepolymer was polymerized by free radical polymerization to yield a thermoset resin with different monomers used as reactive diluents such as styrene (ST), isobornyl methacrylate (IBOMA), dibutyl itaconate (DBI), butanediol dimethacrylate (BDDMA), and hexanediol dimethacrylate (HDDMA). The resulting VE resin was characterized by TGA, DSC, and DMA analyses and compared to diglycidyl ether of bisphenol A (DGEBA)-based VE resin. Cardanol-based VE resins exhibit interesting mechanical and thermal properties for composite materials. The T g value is 86°C with 40% by mass of ST and 116°C with 40% by mass of IBOMA. Around 70°C of T g are lost compared to DGEBA-based VE resin, whereas with an oil-based VE resin the loss of T g value is around 150°C.Practical application: The acrylated cardanol-based monomer described in this contribution, that is, acrylated cardanol from CNSL, provided new biobased aromatic building blocks for further free radical polymerizations with various reactive diluents. The obtained VE materials are partially biobased and may be used as binders in composite applications. nut shell liquid; DBI, dibutyl itaconate; DGEBA, diglycidyl ether of bisphenol A; DMA, dynamic mechanical analyses; HDDMA, hexanediol dimethacrylate; IBOMA, isobornyl methacrylate; ST, styrene; TGA, thermogravimetric analysis; VE, vinylester 928Eur.

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Section: Resultsmentioning

confidence: 65%

Synthesis and characterization of novel vinylester prepolymers from cardanol

Jaillet

Nouailhas²,

Auvergne

et al. 2014

Euro J Lipid Sci & Tech

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“…Many oil‐based polymeric materials, however, do not exhibit sufficient rigidity and strength required for many applications . IBOMA, obtained from pine sap, has a hydrophobic bulky bicyclic isobornyl group can improve thermal stability when copolymerized; it can impart a high T g to the copolymer ( T g of poly(IBOMA) =110–200 ° C) . Thus, such sustainable feedstocks can lead to polymers that are not necessarily drop‐in replacements for other polymer such as PMMA ( T g ~ 105 °C) but the higher T g of polymers such as poly(IBOMA) enables applications toward engineering thermoplastics, for example.…”

Section: Introductionmentioning

confidence: 99%

Nitroxide mediated polymerization of sustainably sourced isobornyl methacrylate and tridecyl methacrylate with acrylonitrile co‐monomer

Hajiali

Métafiot

Benitez-Ek

et al. 2018

J. Polym. Sci. Part A: Polym. Chem.

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Nitroxide‐mediated polymerization (NMP) of isobornyl methacrylate (IBOMA) and tridecyl methacrylate (TDMA), derived from sustainable feedstocks, with a low fraction of acrylonitrile (AN) co‐monomer were conducted with unimolecular initiator BlocBuilder‐MA™ (BB) and the succinimidyl ester‐functionalized form, NHS‐BB. IBOMA and TDMA‐rich compositions were both polymerized at 100 °C in a controlled manner (i.e., linear increase in number average molecular weight [Mn] with conversion up to ∼40% and low dispersity, Đ < 1.5). SG1‐terminated poly(IBOMA‐stat‐AN) macroinitiator was then cleanly chain‐extended with poly(TDMA‐stat‐AN) and the diblock copolymers exhibited two distinct glass transition temperatures (Tgs), indicative of microphase separation. IBOMA/TDMA/AN terpolymers with different IBOMA/TDMA molar ratios were also synthesized where terpolymers with higher IBOMA content had higher apparent rate constants and higher Tgs. Moreover, chain growth was linear up to conversions of ∼60% and all Đs were 1.51 to 1.64. Finally, 2‐hydroxyethyl methacrylate (HEMA) was incorporated into the IBOMA/TDMA/AN system, resulting in statistical quadripolymers. The quadripolymer Tg decreased with increasing TDMA content and Mn ranged from 12 to 15.4 kg mol−1 and the Đ were 1.39 to 1.54, suggesting the successful incorporation of sustainably sourced monomers into quadripolymers with a broad range of tunable Tgs via NMP with additional functionalities from HEMA. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 2422–2436

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“…Year 2016 | Volume 4 | Issue 1 | Page [32][33][34][35][36][37][38][39][40][41][42][43][44][45][46] limitation. Result demonstrated the higher concentration of aluminium and mercury metal for 5% CLD which was attenuated for higher CLD polymer.…”

Section: Canadian Chemical Transactionsmentioning

confidence: 99%

Hydrophobic Polymer-Supported Lewis Acid for Solid-Phase Synthesis

Mane¹,

Ponrathnam²,

Chavan³

2016

Can Chem Trans

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Conventional unsupported Lewis acids are more sensitive towards moisture rather than substrate resulting into deactivation of the catalyst and difficult to use in an anhydrous reaction. In the present work, deactivation of the conventional Lewis acids was strongly avoided by using hydrophobic polymer-supported Lewis acids (PSLAs). The obtained PSLAs were characterized by different techniques including surface area, particle size, thermostability, glass transition temperature, and morphology. Surface areas of PSLAs were in the range of 50-80 m 2 /g whereas particle sizes of polymer beads were in the range of 15-35 μm before and after polymer modification. Further, degradation of base polymer and PSLAs were in the range of 440-450 o C whereas glass transition temperature (T g ) of base polymer was upto 400 o C. However, T g was attenuated for polymer containing AlCl 3 and further for HgCl 2 . Importantly, leakage problem of the Lewis acids was eliminated due to strong co-ordinate bonding between polymer and catalyst.

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Preparation of poly(styrene‐co‐isobornyl methacrylate) beads having controlled glass transition temperature by suspension polymerization

Cited by 14 publications

References 35 publications

Synthesis and characterization of novel vinylester prepolymers from cardanol

Synthesis and characterization of novel vinylester prepolymers from cardanol

Nitroxide mediated polymerization of sustainably sourced isobornyl methacrylate and tridecyl methacrylate with acrylonitrile co‐monomer

Hydrophobic Polymer-Supported Lewis Acid for Solid-Phase Synthesis

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