Efficient synthesis of (carboranylmethyl)siloxanes from carboranylcopper and chloromethylsiloxanes

Izmailov, B. A.; Nedel'kin, V. I.; Gerr, I. S.

doi:10.1007/bf02495980

Cited by 6 publications

(1 citation statement)

References 1 publication

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“…Besides, the large volume of three‐dimensional cage endows carboranes with strong shielding effect on adjacent segments. Therefore, carboranes were incorporated into many traditional polymers to improve their thermal stability including polysiloxanes, epoxy resins, phenolic resins, aromatic polymers, etc. With the increasing appearance of new polymers, carboranes expanded their application fields such as dendrimers and conjugated polymers with light‐emission property …”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and curing behavior of carborane‐containing benzoxazine resins with excellent thermal and thermo‐oxidative stability

Wang

Han

et al. 2016

J of Applied Polymer Sci

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Two benzoxazine precursors bearing carborane moiety (1 and 2) were designed and synthesized successfully by the Mannich reaction of corresponding carborane bisphenol (3 and 4) with aniline and formaldehyde in 1,4-dioxane. The obtained precursors were characterized by using multiple spectroscopic techniques including GPC, FTIR, 1 H NMR, 13 C NMR, and 11 B NMR. Nonisothermal DSC studies showed that precursor 1 owned lower apparent activation energies (E a ) than 2. The optimum curing processes of benzoxazine precursors were also obtained on the basis of DSC data. TGA analyses manifested that the incorporation of carborane moiety endowed the obtained benzoxazine resins (cured 1 and 2) with excellent thermal stability and unique thermo-oxidative stability. The T d data showed that the initial degradation of both cured 1 and 2 under nitrogen and air was postponed to some extent owing to the shielding effect of carborane moiety on adjacent organic fragments. At higher temperature three-dimensional polymer networks with B-O-B and B-C linkages were formed as chars by the reaction of carborane cage with atmospheric moisture, degradation products such as phenolic hydroxyl, and oxygen (under air). Under nitrogen this network hindered the motion of radicals formed at elevated temperature and thus inhibited further polymer degradation processes. While under air, the formed boron-rich networks could hardly be further oxidized into carbon dioxide so that the carborane-containing benzoxazine resins also showed very high char yields.Closo-carboranes (C 2 B 10 H 12 ), with an icosahedral geometry, are excellent building blocks for thermally stable polymers. 17 Carboranes could absorb energy like a kind of "power gauge" at high temperature owing to its "superaromatic" electronic structure. Besides, the large volume of three-dimensional cage endows carboranes with strong shielding effect on adjacent segments. Therefore, carboranes were incorporated into many traditional polymers to improve their thermal stability including polysiloxanes, 18-26 epoxy resins, 27,28 phenolic resins, 29,30 aromatic polymers, 31 etc. With the increasing appearance of new polymers, carboranes expanded their application fields such as dendrimers [32][33][34][35][36][37][38] and conjugated polymers with light-emission property. [39][40][41][42][43][44] Additional Supporting Information may be found in the online version of this article.

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Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and curing behavior of carborane‐containing benzoxazine resins with excellent thermal and thermo‐oxidative stability

Wang

Han

et al. 2016

J of Applied Polymer Sci

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ChemInform Abstract: Efficient Synthesis of (Carboranylmethyl)siloxanes from Carboranylcopper and Chloromethylsiloxanes.

Izmailov¹,

Nedel'kin

Gerr³

1998

ChemInform

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Synthesis, characterization and thermal stability of novel carborane-containing epoxy novolacs

Han

Yang

et al. 2016

Chin J Polym Sci

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Efficient synthesis of (carboranylmethyl)siloxanes from carboranylcopper and chloromethylsiloxanes

Abstract: A preparative synthesis of (carboranylmetlayl)siloxanes from carboranylcopper and chloromethylsiloxanes was developed.

Cited by 6 publications

References 1 publication

Synthesis, characterization, and curing behavior of carborane‐containing benzoxazine resins with excellent thermal and thermo‐oxidative stability

Synthesis, characterization, and curing behavior of carborane‐containing benzoxazine resins with excellent thermal and thermo‐oxidative stability

ChemInform Abstract: Efficient Synthesis of (Carboranylmethyl)siloxanes from Carboranylcopper and Chloromethylsiloxanes.

Synthesis, characterization and thermal stability of novel carborane-containing epoxy novolacs

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