Intermolecular and Intramolecular Reactions of Substituted Norbornenyl Imides

Sukenik, Chaim N.; Malhotra, Vinay; Varde, U.

doi:10.1021/bk-1985-0282.ch005

Cited by 7 publications

(1 citation statement)

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“…This has been achieved through introduction of m-aminostyrene end-cap16 or mixed end-cap systems including p-aminostyrene17 or iV-phenylnadimide.18 Substituted nadimides have also been successfully employed in this context. 19,20 The rationale behind the success of these compounds is that they generate stable radicals, able to promote reaction at lower temperatures. No reduction in cure temperature has yet been identified from the inclusion of different non-end-cap species.…”

Section: Discussionmentioning

confidence: 99%

Structure-property relationships in polymerization of monomeric reactant type polyimide resins. 2. New polyimides incorporating alkylenedianilines

Woodfine¹,

Soutar²,

Preston³

et al. 1993

Macromolecules

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New polyimide thermoset resins have been synthesized incorporating alkylenedianilines as the diamine components. The variations in intrinsic chain mobility resultant upon differences in the alkylene chain lengths produced cured resins which exhibited a wide range of Tt values (290-386 °C). The structural variants of diamine within the resin formulations also effected lowering of the apparent onset temperatures for cross-linking, during cure, as the alkylene "spacer" units were extended. All resins exhibited good thermal and thermooxidative stabilities, with temperatures for 10% weight loss in the region of 450-500 °C.

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Section: Discussionmentioning

confidence: 99%

Structure-property relationships in polymerization of monomeric reactant type polyimide resins. 2. New polyimides incorporating alkylenedianilines

Woodfine¹,

Soutar²,

Preston³

et al. 1993

Macromolecules

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PMR‐15 processing, properties and problems—a review

Wilson

1988

Brit. Poly. J.

131

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The frontrunner in the race to develop a high temperature resin for use in advanced composites intended for high temperature applications is the NASA developed polyimide PMR‐15. One of the key factors in the success of the material is the relatively easy processing which is due mainly to the use of the PMR approach (Polymerisation of Monomeric Reactants). Prepreg and high quality composite laminates (glass or carbon) can be prepared with ease. Laminate properties compare well with conventional epoxy based systems but thermal stability is much greater. Continuous use temperatures are in the range 280‐300°C, some 150‐170°C higher than epoxy systems. Applications of PMR‐15 composites include aero‐engines, missiles, spacecraft and military aircraft. Despite being the leading system available today PMR‐15, like all materials, has a number of limitations affecting its widespread use. Included in these are reliable methods of quality control, prepreg batch to batch variability, microcracking from thermal cycling, health and safety hazards and high temperature processing. This paper reviews the present status of PMR‐15 development and outlines work designed to identify and where possible overcome these limitations.

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Structural aspects of polyimides. I. Polymerization and degradation of endo‐N‐phenylnadimide and endo‐N‐isobutylnadimide

Vijayakumar

Lederer

Krämer

1989

J. Polym. Sci. A Polym. Chem.

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The isomerization, polymerization, and degradation aspects of endo‐N‐phenylnadimide and endo‐N‐isobutylnadimide (NPNI‐N and NIBNI‐N) were investigated using infrared analysis (IR), differential thermal analysis (DTA), gel permeation chromatography (GPC), thermogravimetric analysis (TG), and capillary gas chromatography‐mass spectroscopic (GC–MS) techniques. Although the endotherm related to the retro‐Diels–Alder reaction is not registered in the DTA thermographs, on‐line mass spectrometric studies revealed the occurrence of this process. The formation of the Diels–Alder adduct of cyclopentadiene with N‐isobutylnadimide (NIBNI) during the polymerization of NIBNI‐N is proved. GPC studies on NPNI‐N and NIBNI‐N cured at 300°C for 3.0 h showed the average degree of polymerization to be three to four. The polymers obtained by curing NPNI‐N and NIBNI‐N at 300°C for 3.0 h showed 109.8 kJ/mol as the activation energy for degradation. The dynamic and isothermal pyrolysis studies clearly indicated the presence of intact norbornyl units in the polymer, and the breakage of CH2 bridges in the strained norbornyl structural elements was found to be the point of aromatization during degradation.

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Intermolecular and Intramolecular Reactions of Substituted Norbornenyl Imides

Cited by 7 publications

References 0 publications

Structure-property relationships in polymerization of monomeric reactant type polyimide resins. 2. New polyimides incorporating alkylenedianilines

Structure-property relationships in polymerization of monomeric reactant type polyimide resins. 2. New polyimides incorporating alkylenedianilines

PMR‐15 processing, properties and problems—a review

Structural aspects of polyimides. I. Polymerization and degradation of endo‐N‐phenylnadimide and endo‐N‐isobutylnadimide

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