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33 results about "Cyclopentadienone" patented technology

Cyclopentadienone is an organic compound with molecular formula C₅H₄O. The parent cyclopentadienone is rarely encountered, because it rapidly dimerizes. Many substituted derivatives are known, notably tetraphenylcyclopentadienone. Such compounds are used as ligands in organometallic chemistry.

1, 6, 7, 12-tetraphenyl perylene bisimide derivant and preparation method thereof

The invention relates to a 1, 6, 7, 12-tetraphenyl perylene bisimide derivant and a preparation method thereof, belonging to the field of organic photoelectronic functional material preparation. The structural characteristic of the perylene bisimide derivant is that 1, 6, 7, 12-four harbor positions of 3, 4, 9, 10-perylene bisimide are connected with charge transport functional groups with different structure types and different conjugation degrees by phenyls. The derivant is synthesized by the following steps: firstly, a perylene bisimide core with terminal ethyne or halogen or other active groups at the periphery is synthesized by 1, 6, 7, 12-tetraphenyl perylene; and then the 1, 6, 7, 12-tetraphenyl perylene bisimide and cyclopentadienyl ketone with functional substitute group at periphery or arylamine and the like generate Diels-Alder cycloaddtion or C-N, C-C coupling reaction and the like, thus obtaining the target derivant. The compound has excellent thermal stability and morphologic stability and dissolvability; the opto-electronic property of the compound has obvious bathochromic shift compared with other perylene bisimide derivants; and the derivant can be widely applied in the fields of photoelectron and biology such as organic electroluminescence, solar cell, near-infrared fluorescence probe and the like.
Owner:DALIAN UNIV OF TECH

Synthesis method of indenofluorene derivatives, isotruxene and mono-substituted isotruxene derivatives

The invention discloses a synthesis method of indenofluorene derivatives, isotruxene and mono-substituted isotruxene derivatives. The synthesis method of indenofluorene derivatives is characterized in that ester-group-containing compounds are formed through Diels-Alder reaction of methyl propiolate and indenocyclopentadienone, ethyl substituted indenofluorene derivatives are formed through hydrolysis, acid catalytic ring closing, carbonyl reduction and introduction of ethyl onto methylene, diketone compounds produced after ring closing react with lithium salt of 4, 4'-di-tert-butyl-2-brominated biphenyl, and then acidification and ring closing are conducted to obtain indenofluorene derivatives with spirofluorene. The synthesis method of isotruxene is characterized in that 1, 4-diphenyl-2, 3-di (carbalkoxy) fluorenone products are formed through the Diels-Alder reaction of indenocyclopentadienone and dimethyl acetylenedicarboxylate, isotruxene ketone is obtained through hydrolysis and acid catalytic ring closing and finally isotruxene is obtained; dibenzyl alcohol products are formed through the Diels-Alder reaction of 1, 4-butynediol and indenocyclopentadienone, and isotruxene is obtained through acetone protection, carbonyl reduction, acetone removal and polyphosphoric acid (PPA) ring closing; and oriented oxy substituted products, i.e. isotruxene ketone which is derived from isotruxene with methylene at a No.5 position being substituted, and corresponding diethyl substituted products are additionally obtained. The indenofluorene derivatives, the isotruxene and the mono-substituted isotruxene derivatives disclosed by the invention can be used in the field of organic electroluminescence and organic micro-molecule solar cells.
Owner:EAST CHINA NORMAL UNIV

Thiophene and pyrazine derivatives and preparation method thereof

The invention relates to thiophene and pyrazine derivatives and a preparation method thereof, belonging to the field of organic electroluminescent materials. The derivatives are prepared by forming a molecular luminous core by centrosymmetrically connecting thiophene and pyrazine with four benzene rings, connecting functional groups of different structures and different conjugated degrees with the periphery of the core so that the red fluorescent molecules have charge-transmitting capability and can be used as a main red luminous material in the field of organic electroluminescence. The synthesis method comprises the following steps of: using 2,5-dibromothiophene as a raw material; nitrifying, carrying out C-C coupling with bromobenzene boric acid; reducing nitro groups; synthesizing a thiophene and pyrazine core with four peripheral bromines periphery together with 4,4'-dibromo benzyl; and then, carrying out C-N, C-C coupling reactions with arylamine, and the like or introducing acetylene groups to the periphery of the core and carrying out Diels-Alder cycloaddition with cyclopentadiene ketene with functional substituted groups to prepare target derivatives. The derivatives have strong absorption capability in an ultraviolet-visible light region, the dilute solution thereof emits strong fluorescence, and luminous peaks are between 600nm and 650nm.
Owner:DALIAN UNIV OF TECH

Acenaphthene type polyphenyl copolymerized allyl phenolic aldehyde active dilute resin and preparation method thereof

The invention relates to an acenaphthene type polyphenyl copolymerized allyl phenolic aldehyde active dilute resin and a preparation method of the acenaphthene type polyphenyl copolymerized allyl phenolic aldehyde active dilute resin, and relates to a resin and the preparation method of the resin. The allyl phenolic aldehyde resin is generated by the reaction of compounded phenolic resin and chloropropene; the resin generates Claisen rearrangement reaction under high temperature, and further generates allyl phenolic aldehyde resin; under the same temperature, acenaphthene type cyclopentadiene ketone and allyl resin are added to generate Diels-Alder reaction; finally, phenolic hydroxyl hydrogen in phenolic resin replaced by allyl of the acenaphthene type polyphenyl copolymerized allyl phenolic aldehyde active dilute resin is obtained; the prepared resin is relatively low in viscosity, and the resin can be used as the active dilute resin for reducing resin viscosity. Besides, an acenaphthene type polyphenyl condensed ring structure with big molecular radical group is introduced, and has Diel-Alder reaction with double keys in the allyl phenolic resin under a specific condition; multiple benzene ring groups are introduced, so that the compounded resin is possessed of high temperature resistance and thermal oxidization stability.
Owner:SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY

Thiophene and pyrazine derivatives and preparation method thereof

The invention relates to thiophene and pyrazine derivatives and a preparation method thereof, belonging to the field of organic electroluminescent materials. The derivatives are prepared by forming a molecular luminous core by centrosymmetrically connecting thiophene and pyrazine with four benzene rings, connecting functional groups of different structures and different conjugated degrees with the periphery of the core so that the red fluorescent molecules have charge-transmitting capability and can be used as a main red luminous material in the field of organic electroluminescence. The synthesis method comprises the following steps of: using 2,5-dibromothiophene as a raw material; nitrifying, carrying out C-C coupling with bromobenzene boric acid; reducing nitro groups; synthesizing a thiophene and pyrazine core with four peripheral bromines periphery together with 4,4'-dibromo benzyl; and then, carrying out C-N, C-C coupling reactions with arylamine, and the like or introducing acetylene groups to the periphery of the core and carrying out Diels-Alder cycloaddition with cyclopentadiene ketene with functional substituted groups to prepare target derivatives. The derivatives have strong absorption capability in an ultraviolet-visible light region, the dilute solution thereof emits strong fluorescence, and luminous peaks are between 600nm and 650nm.
Owner:DALIAN UNIV OF TECH

Method for preparing phenanthrene-type (polyphenyl) phenyl polyhedral polyvinylsilicone rubber

The invention discloses a method for preparing phenanthrene-type (polyphenyl) phenyl polyhedral polyvinylsilicone rubber and relates to a method for preparing silicone rubber. The method comprises that vinyl polyhedral oligomeric silsesquioxane and phenanthroline-type cyclopentadienone undergo a Diels-Alder reaction to produce phenanthrene-type (polyphenyl) phenyl polyhedral polyvinylsilicone oil, and the phenanthrene-type (polyphenyl) phenyl polyhedral polyvinylsilicone oil and silicone rubber undergo a reaction to produce the phenanthrene-type (polyphenyl) phenyl polyhedral polyvinylsilicone rubber. The phenanthrene-type (polyphenyl) phenyl polyhedral polyvinylsilicone rubber has a high conjugation degree condensed ring group and an inserted polyhedral oligomeric silsesquioxane inorganic framework structure and the two structures cooperate. The heat-resistant additive has the high conjugation degree condensed ring group (containing multiple benzene ring groups) and the inserted polyhedral oligomeric silsesquioxane inorganic framework structure and the two structures cooperate so that the thermal stability and mechanical properties of the silicone rubber are greatly improved. The initial decomposition temperature is 460 DEG C, tensile strength is greater than 5Mpa and breaking elongation is 300%.
Owner:SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY

Synthesis method of indenofluorene derivatives, isotruxene and mono-substituted isotruxene derivatives

The invention discloses a synthesis method of indenofluorene derivatives, isotruxene and mono-substituted isotruxene derivatives. The synthesis method of indenofluorene derivatives is characterized in that ester-group-containing compounds are formed through Diels-Alder reaction of methyl propiolate and indenocyclopentadienone, ethyl substituted indenofluorene derivatives are formed through hydrolysis, acid catalytic ring closing, carbonyl reduction and introduction of ethyl onto methylene, diketone compounds produced after ring closing react with lithium salt of 4, 4'-di-tert-butyl-2-brominated biphenyl, and then acidification and ring closing are conducted to obtain indenofluorene derivatives with spirofluorene. The synthesis method of isotruxene is characterized in that 1, 4-diphenyl-2, 3-di (carbalkoxy) fluorenone products are formed through the Diels-Alder reaction of indenocyclopentadienone and dimethyl acetylenedicarboxylate, isotruxene ketone is obtained through hydrolysis and acid catalytic ring closing and finally isotruxene is obtained; dibenzyl alcohol products are formed through the Diels-Alder reaction of 1, 4-butynediol and indenocyclopentadienone, and isotruxene is obtained through acetone protection, carbonyl reduction, acetone removal and polyphosphoric acid (PPA) ring closing; and oriented oxy substituted products, i.e. isotruxene ketone which is derived from isotruxene with methylene at a No.5 position being substituted, and corresponding diethyl substituted products are additionally obtained. The indenofluorene derivatives, the isotruxene and the mono-substituted isotruxene derivatives disclosed by the invention can be used in the field of organic electroluminescence and organic micro-molecule solar cells.
Owner:EAST CHINA NORMAL UNIV
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