Synthesis and Photopolymerization of 2,2-Di((Acryloyloxy)Methyl)Butyl Bis(2-(Acryloyloxy)Ethyl)Carbamate

Wang, Kemin; Wu, Wentao; Zhu, Xiaodan; Yu, Qiang

doi:10.1163/156855511x606128

Cited by 5 publications

(3 citation statements)

References 23 publications

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“…In these TMPCs, the TMPC having non-modified hydroxyl groups (TMPC2) or the TMPC in which its hydroxyl group is modified with phenoxycarbonyl groups (TMPC3) have been already reported. 15,17,[40][41][42][43][44] However, these two TMPCs are synthesized from TMP using dimethyl carbonates, lipases with a catalyst or using phenyl chloroformates, which are different from our approach using less toxic and easily-handled DPC. Interestingly, other structured TMPC (TMPC1) which is less soluble in EtOAc was isolated in relatively good yields.…”

Section: Reaction Of Tmp With Dpcmentioning

confidence: 92%

“…Generally, TMP is used as a cross-linker or a core of star-shaped, hyperbranched or networked polymers. 30,39,40 It is also reported that 6-CCs are synthesized from TMP using phosgene derivatives and are polymerized to form hyperbranched polycarbonates. 41 However, it is rarely reported that PHUs are synthesized from TMP-based cyclic carbonates except for a few cases.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and hydrolytic properties of water-soluble poly(carbonate–hydroxyurethane)s from trimethylolpropane

Matsukizono

Endō

2016

Polym. Chem.

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Section: Reaction Of Tmp With Dpcmentioning

confidence: 92%

Section: Introductionmentioning

confidence: 99%

Synthesis and hydrolytic properties of water-soluble poly(carbonate–hydroxyurethane)s from trimethylolpropane

Matsukizono

Endō

2016

Polym. Chem.

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“…Other uses include manufacturing solder mask, stereolithography, and microelectronic photoresists. In addition, quick-setting adhesives, coatings, sealants, and the production of composite materials are just some of the many applications of photopolymerization [ 1 , 2 , 3 ]. So many applications result from the high speed of curing by UV radiation and the high efficiency of the process.…”

Section: Introductionmentioning

confidence: 99%

Photocurable Epoxy Acrylate Coatings Preparation by Dual Cationic and Radical Photocrosslinking

Bednarczyk¹,

Mozelewska²,

Nowak³

et al. 2021

Materials

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In this work, epoxy acrylate resin (EA) based on the industrial-grade bisphenol A-based epoxy resin (Ep6) and acrylic acid (AA) has been synthesized in order to develop hybrid resin comprising both epoxide group and reactive, terminal unsaturation. Obtained epoxy acrylate prepolymer was employed to formulate photocurable coating compositions containing, besides the EA binder, also cationic or radical photoinitiators. Hence, when cationic photoinitiators were applied, polyether-type polymer chains with pending acrylate groups were formed. In the case of free radical polymerization, epoxy acrylates certainly formed a polyacrylate backbone with pending epoxy groups. Owing to the presence of both epoxy and double carbon–carbon pendant groups, the reaction product exhibits photocrosslinking via two distinct mechanisms: (i) cationic ring-opening polymerization and (ii) free radical polymerization. Therefore, photopolymerization behavior of synthetized hybrid resin with various photoinitiators was determined via photo-differential scanning calorimetry (photo-DSC) and real-time infrared spectroscopy (RT-IR) methods, and properties of cured coatings were investigated. The performance of the following type of photoinitiators was tested in the cationic photopolymerization: diaryliodonium cations or triarylsulfonium cations, and the following type of photoinitiators were used to induce free radical photopolymerization: α-hydroxyketones, acylphosphine oxides, and their mixtures. Lastly, the basic physicomechanical properties of cured coatings, such as tack-free time, hardness, adhesion, gloss, and yellowness index, were evaluated. Some structural factors and parameters of cationic and radical photoinitiators and photopolymerization mechanisms affecting the epoxy acrylate hybrid coatings performance are discussed.

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Mono‐ and bifunctional six‐membered cyclic carbonates synthesized by diphenyl carbonate toward networked polycarbonate films

Matsukizono

Endō

2015

J of Applied Polymer Sci

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The synthesis of six‐membered cyclic carbonates from diols utilizing less toxic and easily‐handled diphenyl carbonate (DPC) is carried out based on the reactivity and selectivity at different conditions. Commercially‐available neopentylglycol (NPG) or di(trimethylolproapane) (DTMP) react effectively with DPC at 140°C and converted to their corresponding monofunctional NPG‐carbonate (NPGC) or bifunctional DTMPC‐carboante (DTMPC), respectively. The selectivity of these carbonates changes depending on a feed ratio of DPC and these diols. After a NPG/DPC mixture with the DPC/NPG feed ratio of 4 was heated at 140°C for 48 h, the NPGC is isolated with a yield of 74%. A 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU)‐catalyzed ring‐opening polymerization (ROP) of NPGC with DTMPC can form effectively networked structures. By only drying of THF solutions containing NPGC, DTMPC, and a catalytic amount of DBU at 60°C for 12 h, the ROP efficiently proceeds and networked polycarbonate films with well transparency and flexibility are easily obtained. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 41956.

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Synthesis and Photopolymerization of 2,2-Di((Acryloyloxy)Methyl)Butyl Bis(2-(Acryloyloxy)Ethyl)Carbamate

Cited by 5 publications

References 23 publications

Synthesis and hydrolytic properties of water-soluble poly(carbonate–hydroxyurethane)s from trimethylolpropane

Synthesis and hydrolytic properties of water-soluble poly(carbonate–hydroxyurethane)s from trimethylolpropane

Photocurable Epoxy Acrylate Coatings Preparation by Dual Cationic and Radical Photocrosslinking

Mono‐ and bifunctional six‐membered cyclic carbonates synthesized by diphenyl carbonate toward networked polycarbonate films

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