Synthesis and thermal properties of poly(adamantyl sorbate)

Horie, Atsushi; Otsu, Takayuki

doi:10.1002/marc.1991.030121205

Cited by 18 publications

(8 citation statements)

References 16 publications

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“…PP-MS: 1 Homopolymerization of MS was carried out in toluene (monomer/solvent = 1/3 in weight) at 120 • C for 24 h in the presence of di-tert-butyl peroxide (monomer/initiator = 50/1 in weight) in a sealed Pyrex tube. 39 After the polymerization, the contents of the tube were poured into a large amount of n-hexane to isolate the resulting polymer, which was dried in vacuo at room temperature.…”

Section: Polymerizationmentioning

confidence: 99%

“…43 The radical on the C4 carbon of RS preferably reacts with oxygen, because the homo-propagation slowly proceeds between the stable RS radical with a conjugated structure and the sterically hindered RS monomer as the internal diene compound. 38,39 The 5,2 propagation is suppressed because of less affinity for a reaction with oxygen (i.e., k 3 k 4 in Scheme 2). As a result, an alternating propagation proceeds with a high selectivity, leading to the formation of an exclusive 5,4 polymer.…”

Section: Synthesis Of Alternating Copolymersmentioning

confidence: 99%

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Degradable Polymers Prepared from Alkyl Sorbates and Oxygen under Atmospheric Conditions and Precise Evaluation of Their Thermal Properties

Hatakenaka

Takahashi

Matsumoto

2003

Polym J

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ABSTRACT:We report here the alternating copolymers of diene monomers with oxygen as a new class of degradable polymer with great potential. The alternating copolymers of alkyl sorbates with oxygen are efficiently prepared without decomposition under atmospheric conditions in the presence of an azo initiator. The produced alternating copolymers exothermically decompose upon heating in a similar mechanism irrespective of the kind of the ester alkyl group of the sorbates; i.e., the methyl, ethyl, octadecyl, and trifluoroethyl esters. The initial and maximum decomposition temperatures (T init and T max ) are determined by differential thermal analysis (DTA) and thermogravimetric analysis (TG) in a nitrogen stream: T init = 106-112• C (DTA), T max = 147-152• C (DTA) or 144-148• C (TG). The TG curves obtained at a different heating rate are kinetically analyzed to evaluate an activation energy for decomposition by several methods. The decomposition rate constants, as well as overall activation energy, for the polymeric peroxide obtained from methyl sorbate are also precisely determined during the isothermal decomposition in a temperature range of 80-120• C by two different methods; E a = 86.7 and 84.7 kJ mol −1 on the basis of the weight loss of the polymer monitored by TG analysis, and the change in the molecular weight of the polymer determined by gel permeation chromatography, respectively. It has been revealed that the thermal cleavage of the peroxy linkage and the subsequent successive β-scission produce fumaraldehyde monoester and acetaldehyde during the thermal decomposition of the alternating copolymers as the polymeric peroxides.

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Section: Polymerizationmentioning

confidence: 99%

Section: Synthesis Of Alternating Copolymersmentioning

confidence: 99%

Degradable Polymers Prepared from Alkyl Sorbates and Oxygen under Atmospheric Conditions and Precise Evaluation of Their Thermal Properties

Hatakenaka

Takahashi

Matsumoto

2003

Polym J

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“…It has also been pointed out that poly ( AdMA ) possesses excellent thermal properties; extremely high glass transition temperature ( T, ) which is above the temperature of the onset of decomposition and high thermal stability due to the lack of olefin elimination from the ester alkyl groups despite its tertiary alkyl ester structure. These features are observed not only for poly ( AdMA) , but also for other homologues of acrylic polymers?- 7 We have recently embarked on search of such advantageous features in the other alkyl esters and thy1 methacrylate (DNMA) , and 3-tetracyclo-…”

Section: Introductionmentioning

confidence: 99%

Synthesis and thermal properties of poly(cycloalkyl methacrylate)s bearing bridged‐ and fused‐ring structures

Matsumoto

Mizuta

Otsu

1993

J. Polym. Sci. A Polym. Chem.

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Radical polymerizations of some cycloalkyl methacrylates bearing bridged‐ and fused‐ring structures, i.e., bornyl methacrylate (BoMA), isobornyl methacrylate (IBoMA), 2‐decahydronaphthyl methacrylate (DNMA), and 3‐tetracyclo [4.4.02,5.17,10] dodecyl methacrylate (TCDMA), were carried out. The radical polymerization reactivities of these monomers depended on the structure of the cycloalkyl ester groups in the following order: TCDMA > BoMA > DNMA > CHMA > IBoMA > MMA, where CHMA and MMA are cyclohexyl and methyl methacrylates, respectively. The propagation and termination rate constants of these monomers were evaluated from the polymer radical concentration determined by electron spin resonance spectroscopy. The solubilities and microstructures of the resulting polymers were examined. Thermal properties, i.e., glass transition temperatures and decomposition behaviors, of the polymers were also investigated and related to the structures of the polymer side chain. © 1993 John Wiley & Sons, Inc.

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“…The poor solubility of the polymers formed in the crystalline-state polymerization and the subsequent solid-state polymer transformation is distincted from the solubility of the atactic polymers prepared by radical polymerization of the sorbic acid derivatives in an isotropic state and of the diisotactic poly(methyl sorbate) prepared by anionic polymerization with alkyllithium in toluene. 9 The latter was insoluble in benzene, toluene, and tetrahydrofuran, but soluble in chloroform. These results suggest that the stereochemistry of the polymers formed during the crystalline-state polymerization is highly regulated.…”

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confidence: 99%

Topochemical Polymerization of 1-Naphthylmethylammonium Sorbate and Characterization of the Resulting Stereoregular Polymer

Matsumoto

Odani

1999

Polym J

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Synthesis and thermal properties of poly(adamantyl sorbate)

Cited by 18 publications

References 16 publications

Degradable Polymers Prepared from Alkyl Sorbates and Oxygen under Atmospheric Conditions and Precise Evaluation of Their Thermal Properties

Degradable Polymers Prepared from Alkyl Sorbates and Oxygen under Atmospheric Conditions and Precise Evaluation of Their Thermal Properties

Synthesis and thermal properties of poly(cycloalkyl methacrylate)s bearing bridged‐ and fused‐ring structures

Topochemical Polymerization of 1-Naphthylmethylammonium Sorbate and Characterization of the Resulting Stereoregular Polymer

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