New Polymers by Ring-Opening Polymerization of Norbornene Derivatives with Polar Substituents

Matsumoto, Shuichi; Komatsu, Kôichi; Igarashi, Katsutoshi

doi:10.1021/bk-1977-0059.ch021

Cited by 14 publications

(7 citation statements)

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“…[133][134][135] PNBs with functional groups usually are produced via ROMP of the corresponding norbornene derivatives. [136][137][138][139][140][141][142] However, some functional groups such as hydroxyl and carboxylic group will do harm to the reactivity of ROMP catalyst. 143 As a result, PNB with these groups should be obtained via alternative ways.…”

Section: Effect Of Specific Interactions On Rheological Propertiesmentioning

confidence: 99%

“…158 found that the tensile strength and extensibility of PNB increased, while Young's modulus decreased with increasing molecular weight and with increasing content of trans relative to cis unsaturation. Matsumoto et al 159 investigated the physical/mechanical properties of poly(5-norbornene-2-nitrile) (PNB-CN) and found that PNB-CN has good tensile and flexural properties, high creep resistance, and high abrasion resistance that are comparable with those of engineering plastics.…”

Section: Effect Of Specific Interactions On Rheological Propertiesmentioning

confidence: 99%

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Rheology of Miscible Polymer Blends with Hydrogen Bonding

Yang

2008

Macromolecules

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Poly(4-vinylphenol) (PVPh) was blended with four different polymers: poly(vinyl methyl ether) (PVME), poly(vinyl acetate) (PVAc), poly(2-vinylpyridine) (P2VP), and poly(4-vinylpyridine) (P4VP) by solvent casting. The miscibility of these four PVPhbased blend systems was investigated using differential scanning calorimetry (DSC) and the composition-dependent glass transition temperature (T g) was predicted by a thermodynamic theory. The hydrogen bonds between phenolic group in PVPh and ether group, carbonyl group or pyridine group was confirmed by Fourier transform infrared (FTIR) spectroscopy. The fraction of hydrogen bonds was calculated by the Coleman-Graf-Painter association model. Linear dynamic viscoelasticity of four PVPh-based miscible polymer blends with hydrogen bonding was investigated. Emphasis was placed on investigating how the linear dynamic viscoelasticity of miscible polymer blends with specific interaction might be different from that of miscible polymer blends without specific interaction. We have found that an application of time-temperature superposition (TTS) to the PVPh-based miscible blends with intermolecular hydrogen bonding is warranted even when the difference in the component glass transition temperatures is as large as about 200 °C, while TTS fails for miscible polymer blends without specific interactions. On the basis of such an observation, we have concluded that hydrogen bonding suppressed concentration fluctuations in PVPh-based miscible blends. It has been found that both the intra-association (self-association

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Section: Effect Of Specific Interactions On Rheological Propertiesmentioning

confidence: 99%

Section: Effect Of Specific Interactions On Rheological Propertiesmentioning

confidence: 99%

Rheology of Miscible Polymer Blends with Hydrogen Bonding

Yang

2008

Macromolecules

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“…It is known that introduction of a cyano group into the polymer backbone can cause an upward shift of T g . 34 Under the experimental protocol adopted, a 5% weight loss was observed for polymers A and B at about 365-374 C. The polymers obtained from A and B were soluble in chloroform, dichloromethane, tetrahydrofuran and insoluble in methanol. Infrared spectral signals characteristic of the cyano group and ester carbonyl group were observed at 2243 and 1734 cm À1 , respectively.…”

Section: Homopolymerization Of Monomers A-cmentioning

confidence: 97%

Living Ring-Opening Metathesis Polymerization of Exo-Norbornenes Bearing Both Cyano and Ester Functionalities by a Well-Defined Ruthenium Catalyst

Nishihara

Inoue

Saitô

et al. 2007

Polym J

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ABSTRACT:Exo-ethyl 3-cyanobicyclo[2.2.1]hept-5-ene-2-carboxylate (A) and exon butyl 3-cyanobicyclo[2.2.1]-hept-5-ene-2-carboxylate (B) bearing both cyano and ester groups were subjected to homopolymerization by ringopening metathesis polymerization with a well-defined Ru catalyst, (H 2 IMes)(3-bromopyridine) 2 Cl 2 Ru=CHPh (3) (H 2 IMes = N,N 0 -bis(mesityl)-4,5-dihydroimidazol-2-ylidine) at low temperature. The characterization of the synthesized homopolymers by GPC analyses showed a value of a number-average molecular weight (M n ) as high as 296,000 and a narrow polydispersity index (< 1:06). The results imply that the initiator 3 had a compatibility of the polar functional groups and promoted fairly well-defined living polymerization. The glass transition temperatures of the homopolymers obtained from monomer A were significantly higher than those observed for polymers from monomer B obtained under the same reaction conditions. The rates of homopolymerizations of monomer A, B, and the parent norbornene (C) were determined by the monitoring the consumption of the monomers by the 1 H NMR spectra. It was revealed that the polymerization rate for the homopolymerization of monomer A was almost same as that of monomer B, but much slower than that of C. On the basis of the successful homopolymerization, the synthesis of block and random copolymers derived from monomers A, B, and C via living polymerization using catalyst 3 was also accomplished.

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“…As shown in the previous articles, a tungstenbased catalyst system exhibited good activity for the polymerization of bicycloheptene derivaives. 27,28 In the polymerization of tetracyclododecene monomer with an ester group, tungsten-based and molybdenum-based catalyst systems gave ROMP polymers in good yields. Figure 1 shows the dependence of conversion on time in the ring-opening polymerization of ester-substituted bicycloheptene (4b) and tetracyclododecene derivatives (1b).…”

Section: Route To Hydrogenated Romp Polymersmentioning

confidence: 99%

“…The polymers with bulky tricyclodecane structures had significantly higher glass-transition temperatures than the corresponding polymers with cyclopentane structures reported in previous articles. [27][28][29] An increase in the alkyl-chain length on the ester moiety resulted in a considerable decrease in the glasstransition temperature. Interestingly, cyano-substituted polymers had higher glass-transition temperatures, and the glass-transition temperatures of 3f and 3g could not be detected under the decomposition temperature.…”

Section: Route To Hydrogenated Romp Polymersmentioning

confidence: 99%