2001
DOI: 10.1021/cm010134r
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Abstract: We consider possible replacements for the norbornenyl end cap in addition polyimides that should favor bridge degradation and lead to lower weight loss in the resin system. Our preliminary evaluation demonstrates that molding powder made with 7-hydroxynorbornene-2,3-dicarboxylic acid, 17, as the end cap can be fully imidized at 200 °C. By differential scanning calorimetry (DSC), onset of cross-linking occurs approximately 50 °C lower than that for the unsubstituted end cap. The hydroxy-bearing carbon on 17 is … Show more

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Cited by 11 publications
(14 citation statements)
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“…Our synthetic approach to the preparation of 7-fluoro and 7,7-difluoronadic diesters (4 and 7) is shown in Scheme 1 and begins with the known 7-ketonadic anhydride (1) [22]. Overall, the preparation of the monofluoro analog 4 simply requires the hydride reduction of the 7-keto group to the related alcohol, and the conversion of the latter with DAST to the corresponding fluoride.…”
Section: Stereospecific Synthesis Of Anti-7-fluoronadic Dimethyl Estementioning
confidence: 99%
See 3 more Smart Citations
“…Our synthetic approach to the preparation of 7-fluoro and 7,7-difluoronadic diesters (4 and 7) is shown in Scheme 1 and begins with the known 7-ketonadic anhydride (1) [22]. Overall, the preparation of the monofluoro analog 4 simply requires the hydride reduction of the 7-keto group to the related alcohol, and the conversion of the latter with DAST to the corresponding fluoride.…”
Section: Stereospecific Synthesis Of Anti-7-fluoronadic Dimethyl Estementioning
confidence: 99%
“…characterized by NMR spectral analysis, as previously described [22]. The major 2-anti product was purified via recrystallization (the mother liquor solution was enriched with the syn isomer, and yielded a sample of 2 in which the anti:syn ratio was 1:1 (vide infra)).…”
Section: Stereospecific Synthesis Of Anti-7-fluoronadic Dimethyl Estementioning
confidence: 99%
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“…PMR-15 is commercially available and prepared in two stages from three monomer reactants: 2-carbomethoxy-3-carboxy-5-norbornene (nadic ester, NE), 4,4'-methylenedianiline (MDA), and the dimethyl ester of 3,3',4,4'-benzophenonetetracarboxylic acid (BTDE). Curing under heat and pressure results in a highly crosslinked network structure.2 There has been a significant amount of research aimed at increasing the TOS of PMR-15 by altering the structure of the diamine,2 the dianhydride,3 or the end-cap 4 . An alternative to modification of the polymer, as a means of increasing TOS, is the dispersion of a layered silicate in the polymer matrix.…”
Section: Introductionmentioning
confidence: 99%