Synthesis and characterization of imide modified poly(dimethylsiloxane) with maleopimaric acid as raw material

Xu, Tao; Liu, He; Song, Jié; Shang, Shibin; Song, Zhanqian; Chen, Xiu-Jie; Yang, Chong

doi:10.1016/j.cclet.2015.01.011

Cited by 6 publications

(8 citation statements)

References 8 publications

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“…It is a mixture of natural products which is composed of 40–60 wt % of mainly isomeric abietic-type acids, 9–27 wt % of pimaric-type acids, and 10 wt % of neutral compounds. − Rosin, which is similar to cyclic aliphatic or aromatic compounds in molecule rigidity, has a large hydrogenated phenanthrene ring structure, a carboxylic acid group, and a conjugated carbon–carbon double bond of active functional groups. , Therefore, rosin derivatives can be easily prepared via esterification, D–A addition, acylation, disproportionation, and amination reactions. ,− Rosin derivatives may serve as alternatives to the petroleum based cyclic aliphatic or aromatic monomers used in polymers including polyesters, epoxy resin, silicone rubber, adhesives, coating, and biobased plastics to obtain better mechanical and thermal stabilities. ,− ,− Deng et al prepared a series of novel rosin based siloxane epoxy resins using ethylene glycol diglycidyl ether modified acrylpimaric acid (AP-EGDE) with poly(methylphenylsiloxane) . In our previous study rosin and its derivatives were grafted with vinyl polysiloxane via the reaction of carboxyl with the primary amino at high temperature. ,, Then, these rosin modified polysiloxanes were used as raw materials to prepare silicone rubber via the free radical vulcanization reaction. Rigid and polar hydrogenated phenanthrene rings of rosin on the side chain of polysiloxane have remarkable effects on the mechanical and thermal stabilities of silicone rubber.…”

Section: Introductionmentioning

confidence: 99%

“…32 In our previous study rosin and its derivatives were grafted with vinyl polysiloxane via the reaction of carboxyl with the primary amino at high temperature. 29,33,34 Then, these rosin modified polysiloxanes were used as raw materials to prepare silicone rubber via the free radical vulcanization reaction. Rigid and polar hydrogenated phenanthrene rings of rosin on the side chain of polysiloxane have remarkable effects on the mechanical and thermal stabilities of silicone rubber.…”

Section: ■ Introductionmentioning

confidence: 99%

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Properties Enhancement of Room Temperature Vulcanized Silicone Rubber by Rosin Modified Aminopropyltriethoxysilane as a Cross-linking Agent

Huang

Liu

et al. 2017

ACS Sustainable Chem. Eng.

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Rosin modified aminopropyltriethoxysilane (RA) was prepared via an epoxide ring opening reaction of rosin based glycidyl ester with aminopropyltriethoxysilane. The structure of RA was confirmed by Fourier transform infrared spectroscopy (FT-IR), 1H NMR, and 13C NMR. RA was used as a cross-linking agent to prepare room temperature vulcanized (RTV) silicone rubber with hydroxy terminated polydimethylsiloxane (PDMS) matrix in the presence of an organotin catalyst. Morphological, thermal, and mechanical properties of the rosin modified RTV silicone rubbers were characterized by scanning electron microscope (SEM), thermal gravimetric analysis (TG), universal testing machine, and dynamic mechanical analysis (DMA), respectively. Compared to the silicone rubber using tetraethoxysilane (TEOS) as the cross-linking agent, the RA modified RTV silicone rubber exhibited a significant enhancement in thermal stabilities and mechanical properties due to the strong rigidity and polar hydrogenated phenanthrene ring structure of rosin and the uniform distribution of RA in the RTV silicone rubber.

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Section: Introductionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Properties Enhancement of Room Temperature Vulcanized Silicone Rubber by Rosin Modified Aminopropyltriethoxysilane as a Cross-linking Agent

Huang

Liu

et al. 2017

ACS Sustainable Chem. Eng.

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“…Rosin-modified room-temperature-vulcanized silicone rubber can be prepared from rosin glycidyl ester, aminopropyltrietoxysilane, tetraetoxysilane and hydroxyl-terminated polydimetoxysilane according to Scheme 72 [254]. Rosin-modified silicones shows significantly better thermal and mechanical properties in comparison with unmodified silicone [254,255,256].…”

Section: Rosin-based Chemicalsmentioning

confidence: 99%

Advances in Rosin-Based Chemicals: The Latest Recipes, Applications and Future Trends

et al. 2019

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A comprehensive review of the publications about rosin-based chemicals has been compiled. Rosin, or colophony, is a natural, abundant, cheap and non-toxic raw material which can be easily modified to obtain numerous useful products, which makes it an excellent subject of innovative research, attracting growing interest in recent years. The last extensive review in this research area was published in 2008, so the current article contains the most promising, repeatable achievements in synthesis of rosin-derived chemicals, published in scientific literature from 2008 to 2018. The first part of the review includes low/medium molecule weight compounds: Especially intermediates, resins, monomers, curing agents, surfactants, medications and biocides. The second part is about macromolecules: mainly elastomers, polymers for biomedical applications, coatings, adhesives, surfactants, sorbents, organosilicons and polysaccharides. In conclusion, a critical evaluation of the publications in terms of data completeness has been carried out with an indication of the most promising directions of rosin-based chemicals development.

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“…We have previously reported the use of rosin-modified aminopropyltriethoxysilane (RA) as a novel cross-linking agent to modify room-temperature-vulcanized silicone rubber and found that the mechanical and thermal stabilities of the modified silicone rubber were significantly improved. − The study showed that rosin can effectively enhance the performance of silicone rubber . However, the dispersibility of rosin acid derivatives in silicone rubber still poses a problem.…”

Section: Introductionmentioning

confidence: 99%

Preparation and Characterization of Room-Temperature-Vulcanized Silicone Rubber Using Acrylpimaric Acid-Modified Aminopropyltriethoxysilane as a Cross-Linking Agent

Yang

et al. 2019

ACS Sustainable Chem. Eng.

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Acrylpimaric acid-modified aminopropyltriethoxysilane (APA-APTES) was prepared and confirmed by FT-IR, 1 H NMR, and 13 C NMR. The prepared APA-APTES was used as a cross-linking agent in the preparation of modified room-temperature-vulcanized (RTV) silicone rubber. The effects of APA-APTES on the thermal stability and mechanical properties of the modified silicone rubber were investigated. The APA-APTES-modified RTV silicone rubbers have significantly improved thermal stability and mechanical properties compared with unmodified silicone rubber. Such improved properties are due to the presence of hydrogenated phenanthrene ring in APA-APTES, which induces a cross-linking network structure in the modified RTV silicone rubber. In addition, RTV silicone rubber modified with APA-APTES also exhibited better performance than that modified with rosin acid or bisphenol A. This work also demonstrates that a rigid structure dispersed in silicon rubber can more effectively improve the rubber's properties.

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Synthesis and characterization of imide modified poly(dimethylsiloxane) with maleopimaric acid as raw material

Cited by 6 publications

References 8 publications

Properties Enhancement of Room Temperature Vulcanized Silicone Rubber by Rosin Modified Aminopropyltriethoxysilane as a Cross-linking Agent

Properties Enhancement of Room Temperature Vulcanized Silicone Rubber by Rosin Modified Aminopropyltriethoxysilane as a Cross-linking Agent

Advances in Rosin-Based Chemicals: The Latest Recipes, Applications and Future Trends

Preparation and Characterization of Room-Temperature-Vulcanized Silicone Rubber Using Acrylpimaric Acid-Modified Aminopropyltriethoxysilane as a Cross-Linking Agent

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