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    • 6. 发明授权
    • Diamines containing pendent phenylethynyl groups
    • 含有侧基苯乙炔基的二胺
    • US5689004A
    • 1997-11-18
    • US747472
    • 1996-11-12
    • John W. ConnellJoseph G. Smith, Jr.Paul M. Hergenrother
    • John W. ConnellJoseph G. Smith, Jr.Paul M. Hergenrother
    • C08J5/18B32B27/34C07C217/90C07C225/22C08G73/10C09J179/08C07C317/36
    • C07C217/90C07C225/22C08G73/101C08G73/1042C08G73/1078C09J179/08Y10S526/935Y10T428/31504Y10T428/31721
    • Controlled molecular weight imide oligomers and co-oligomers containing pendent phenylethynyl groups (PEPIs) and endcapped with nonreactive or phenylethynyl groups have been prepared by the cyclodehydration of the precursor amide acid oligomers or co-oligomers containing pendent phenylethynyl groups and endcapped with nonreactive or phenylethynyl groups. The amine terminated amide acid oligomers or co-oligomers are prepared from the reaction of dianhydride(s) with an excess of diamine(s) and diamine containing pendent phenylethynyl groups and subsequently endcapped with a phenylethynyl phthalic anhydride or monofunctional anhydride. The anhydride terminated amide acid oligomers and co-oligomers are prepared from the reaction of diamine(s) and diamine containing pendent phenylethynyl group(s) with an excess of dianhydride(s) and subsequently endcapped with a phenylethynyl amine or monofunctional amine. The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone and N,N-dimethylacetamide under nitrogen at room temperature. The amide acid oligomers or co-oligomers are subsequently cyclodehydrated either thermally or chemically to the corresponding imide oligomers. The polymers and copolymers prepared from these materials exhibit a unique and unexpected combination of properties that includes higher glass transition temperatures after curing and higher retention of neat resin, adhesive and carbon fiber reinforced mechanical properties at temperatures up to 204.degree. C. under wet conditions without sacrificing melt flow behavior and processability as compared to similar materials. These materials are useful as adhesives, coatings, films, moldings and composite matrices.
    • 已经通过将含有侧链苯基乙炔基的前体酰胺酸低聚物或共低聚物环状脱水并用非反应性或苯基乙炔基封端而制备了含有侧链苯基乙炔基(PEPI)和封端有非反应性或苯基乙炔基的受控分子量酰亚胺低聚物和共低聚物 。 胺封端的酰胺酸低聚物或共低聚物由二酐与过量的二胺和含有侧基苯基乙炔基的二胺的反应制备,随后用苯基乙炔基邻苯二甲酸酐或单官能酐封端。 酸酐封端的酰胺酸低聚物和共低聚物由二胺和含有侧基苯乙炔基的二胺与过量的二酐的反应制备,随后用苯乙炔胺或单官能胺封端。 聚合在极性非质子溶剂如N-甲基-2-吡咯烷酮和N,N-二甲基乙酰胺中,在室温下在氮气下进行。 酰胺酸低聚物或共低聚物随后热或化学地与相应的酰亚胺低聚物环化脱水。 由这些材料制备的聚合物和共聚物表现出独特和意想不到的性能组合,其包括固化后较高的玻璃化转变温度和更高的纯树脂保留率,粘合剂和碳纤维增强的机械性能在高达204℃的温度下在潮湿条件下没有 与类似材料相比,牺牲熔体流动行为和加工性能。 这些材料可用作粘合剂,涂料,薄膜,模制品和复合基质。
    • 7. 发明授权
    • Poly(N-arylenebenzimidazoles) via aromatic nucleophilic displacement
    • 聚(N-亚芳基苯并咪唑)通过芳族亲核取代
    • US5410012A
    • 1995-04-25
    • US45339
    • 1993-03-05
    • John W. ConnellPaul M. HergenrotherJoseph G. Smith, Jr.
    • John W. ConnellPaul M. HergenrotherJoseph G. Smith, Jr.
    • C08G73/18
    • C08G73/18
    • Novel poly(N-arylenebenzimidazole)s (PNABIs) are prepared by the aromatic nucleophilic displacement reaction of novel di(hydroxyphenyl-N-arylene benzimidazole) monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone or N,N-dimethylacetamide using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl-N-arylenebenzimidazole) monomers are synthesized by reacting phenyl-4-hydroxybenzoate with bis(2-aminoanilino)arylenes in diphenylsulfone. Moderate molecular weight PNABIs of new chemical structures were prepared that exhibit a favorable combination of physical and mechanical properties. The use of the novel di(hydroxyphenyl-N-arylenebenzimidazole)s permits a more economical and easier way to prepare PNABIs than previous routes.
    • 通过新型二(羟基苯基-N-亚芳基苯并咪唑)单体与活性芳族二卤化物或活性芳族二硝基化合物的芳族亲核取代反应制备新型聚(N-亚芳基苯并咪唑)(PNABI)。 聚合在极性非质子溶剂如N-甲基-2-吡咯烷酮或N,N-二甲基乙酰胺中,使用碱金属碱如碳酸钾,在氮气下在升高的温度下进行。 二(羟基苯基-N-亚芳基苯并咪唑)单体通过苯基-4-羟基苯甲酸酯与二(2-氨基苯胺基)亚芳基在二苯基砜中反应合成。 制备中等分子量的新化学结构的PNABI,其表现出物理和机械性能的有利组合。 新型二(羟基苯基-N-亚芳基苯并咪唑)的使用允许比以前的路线更经济和更容易地制备PNABI的方法。
    • 9. 发明授权
    • Poly(1,3,4-oxadiozoles) via aromatic nucleophilic displacement
    • 聚(1,3,4-氧杂二唑)通过芳族亲核取代
    • US5118781A
    • 1992-06-02
    • US645089
    • 1991-01-22
    • John W. ConnellPaul M. HergenrotherPeter Wolf
    • John W. ConnellPaul M. HergenrotherPeter Wolf
    • C08G73/08
    • C08G73/08
    • Poly(1,3,4-oxadiazoles) (POX) are prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenyl)-1,3,4-oxadiazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The polymerizations are carried out in polar aprotic solvents such as sulfolane or diphenylsulfone using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl)-1,3,4-oxadiazole monomers are synthesized by reacting 4-hydroxybenzoic hydrazide with phenyl-4-hydrobenzoate in the melt and also by reacting aromatic dihydrazides with two moles of phenyl-4-hydroxybenzoate in the melt. This synthetic route has provided high molecular weight POX of new chemical structure, is economically and synthetically more favorable than other routes, and allows for facile chemical structure variation due to the large variety of activated aromatic dihalides which are available.
    • 通过二(羟苯基)-1,3,4-恶二唑单体与活性芳族二卤化物或活性芳族二硝基化合物的芳族亲核取代反应制备聚(1,3,4-恶二唑)(POX)。 聚合在极性非质子溶剂如环丁砜或二苯基砜中,使用碱金属碱如碳酸钾,在高温氮气下进行。 二(羟基苯基)-1,3,4-恶二唑单体通过4-羟基苯甲酰肼与苯基-4-羟基苯甲酸酯在熔体中的反应以及芳族二酰肼与两摩尔苯基-4-羟基苯甲酸酯在熔体中反应合成。 这种合成路线提供了新的化学结构的高分子量POX,在经济上和综合性上比其他途径更有利,并且由于可用的多种活性芳族二卤化物而允许容易的化学结构变化。