CN107353212A - A kind of luminous organic material and its organic luminescent device - Google Patents
A kind of luminous organic material and its organic luminescent device Download PDFInfo
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- CN107353212A CN107353212A CN201710627255.4A CN201710627255A CN107353212A CN 107353212 A CN107353212 A CN 107353212A CN 201710627255 A CN201710627255 A CN 201710627255A CN 107353212 A CN107353212 A CN 107353212A
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- 0 CC1C=CC=CC1N(c1cc(cc(cccn2)c2c2)c2nc1)c(*1c2nccc1)c(cccn1)c1c2OC Chemical compound CC1C=CC=CC1N(c1cc(cc(cccn2)c2c2)c2nc1)c(*1c2nccc1)c(cccn1)c1c2OC 0.000 description 3
- NUGWFPVYKPYOIQ-ZKLJDCTKSA-N C/C=N\c1c(C=C)c(N(c2ccccc2)c(cc2)cc3c2cc(cccc2)c2c3)c(cccn2)c2c1C Chemical compound C/C=N\c1c(C=C)c(N(c2ccccc2)c(cc2)cc3c2cc(cccc2)c2c3)c(cccn2)c2c1C NUGWFPVYKPYOIQ-ZKLJDCTKSA-N 0.000 description 1
- LQJLNBBGSGSTDL-UHFFFAOYSA-N CC(C1)c2cc(nccc3)c3cc2C=C1N(c1ccccc1)c1c(cccc2)c2c(-c2ccccc2)c2c1nccc2 Chemical compound CC(C1)c2cc(nccc3)c3cc2C=C1N(c1ccccc1)c1c(cccc2)c2c(-c2ccccc2)c2c1nccc2 LQJLNBBGSGSTDL-UHFFFAOYSA-N 0.000 description 1
- HJLMYTPDJBVZJD-UHFFFAOYSA-N CN(CC=C1)c2c1c(N(c1ccccc1)c1cc(cc3NCC=Cc3c3)c3nc1)c(cccn1)c1c2OC Chemical compound CN(CC=C1)c2c1c(N(c1ccccc1)c1cc(cc3NCC=Cc3c3)c3nc1)c(cccn1)c1c2OC HJLMYTPDJBVZJD-UHFFFAOYSA-N 0.000 description 1
- ITLHJIPLPSTFTH-UHFFFAOYSA-N COc(c1c2cccn1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1cc1ncccc1c2 Chemical compound COc(c1c2cccn1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1cc1ncccc1c2 ITLHJIPLPSTFTH-UHFFFAOYSA-N 0.000 description 1
- RQKDADPDWNAOMR-UHFFFAOYSA-N COc(c1c2cccn1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 Chemical compound COc(c1c2cccn1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 RQKDADPDWNAOMR-UHFFFAOYSA-N 0.000 description 1
- BZMHNDYJOCEDTQ-UHFFFAOYSA-N COc(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c1cc(cc(cccn2)c2c2)c2nc1 Chemical compound COc(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c1cc(cc(cccn2)c2c2)c2nc1 BZMHNDYJOCEDTQ-UHFFFAOYSA-N 0.000 description 1
- BTGOCAXCBDSDMX-UHFFFAOYSA-N COc(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 Chemical compound COc(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 BTGOCAXCBDSDMX-UHFFFAOYSA-N 0.000 description 1
- RWDYQWIIDYZSGY-UHFFFAOYSA-N Cc(c1c2N=CC=CC1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1cc(cccc1)c1c2 Chemical compound Cc(c1c2N=CC=CC1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1cc(cccc1)c1c2 RWDYQWIIDYZSGY-UHFFFAOYSA-N 0.000 description 1
- ILWDXPRKYGQNAJ-UHFFFAOYSA-N Cc(c1c2cccc1)c(cccc1)c1c2N(C(CCc1c2)=Cc1cc1c2nccc1)c1ccccc1 Chemical compound Cc(c1c2cccc1)c(cccc1)c1c2N(C(CCc1c2)=Cc1cc1c2nccc1)c1ccccc1 ILWDXPRKYGQNAJ-UHFFFAOYSA-N 0.000 description 1
- KEOPIEKRJPVTCA-UHFFFAOYSA-N Cc(c1c2cccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 Chemical compound Cc(c1c2cccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 KEOPIEKRJPVTCA-UHFFFAOYSA-N 0.000 description 1
- JSKCHUBKAYUXLU-UHFFFAOYSA-N Cc(c1c2cccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc(cccn2)c2c2)c2nc1 Chemical compound Cc(c1c2cccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc(cccn2)c2c2)c2nc1 JSKCHUBKAYUXLU-UHFFFAOYSA-N 0.000 description 1
- CBDJJWJXXNCDEF-UHFFFAOYSA-N Cc(c1c2cccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 Chemical compound Cc(c1c2cccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 CBDJJWJXXNCDEF-UHFFFAOYSA-N 0.000 description 1
- AHKAPYHAHJVYGP-UHFFFAOYSA-N Cc(c1c2cccc1)c(cccn1)c1c2N(c1ccccc1)c(cc1)cc2c1cc(cccc1)c1c2 Chemical compound Cc(c1c2cccc1)c(cccn1)c1c2N(c1ccccc1)c(cc1)cc2c1cc(cccc1)c1c2 AHKAPYHAHJVYGP-UHFFFAOYSA-N 0.000 description 1
- MSDXKGPGYFWNIJ-UHFFFAOYSA-N Cc(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1cc1ncccc1c2 Chemical compound Cc(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1cc1ncccc1c2 MSDXKGPGYFWNIJ-UHFFFAOYSA-N 0.000 description 1
- SYPXYLSZWKHJBQ-UHFFFAOYSA-N Cc(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 Chemical compound Cc(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 SYPXYLSZWKHJBQ-UHFFFAOYSA-N 0.000 description 1
- NUVTVGBYBFPTJK-UHFFFAOYSA-N Cc(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc(cccn2)c2c2)c2nc1 Chemical compound Cc(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc(cccn2)c2c2)c2nc1 NUVTVGBYBFPTJK-UHFFFAOYSA-N 0.000 description 1
- JYYMBPTZNMOWCN-UHFFFAOYSA-N Cc(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 Chemical compound Cc(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 JYYMBPTZNMOWCN-UHFFFAOYSA-N 0.000 description 1
- BUOLCQLGZCXMEP-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2cccn1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 Chemical compound c(cc1)ccc1-c(c1c2cccn1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 BUOLCQLGZCXMEP-UHFFFAOYSA-N 0.000 description 1
- CIZGLNQNEXFDEK-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1cc(cccc1)c1c2 Chemical compound c(cc1)ccc1-c(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1cc(cccc1)c1c2 CIZGLNQNEXFDEK-UHFFFAOYSA-N 0.000 description 1
- ZKZQXFNUUWVFGS-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 Chemical compound c(cc1)ccc1-c(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 ZKZQXFNUUWVFGS-UHFFFAOYSA-N 0.000 description 1
- XNSONWJGAFVRHE-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc(cccn2)c2c2)c2nc1 Chemical compound c(cc1)ccc1-c(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc(cccn2)c2c2)c2nc1 XNSONWJGAFVRHE-UHFFFAOYSA-N 0.000 description 1
- FLHXTBOCPUDKNM-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 Chemical compound c(cc1)ccc1-c(c1c2nccc1)c(cccc1)c1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 FLHXTBOCPUDKNM-UHFFFAOYSA-N 0.000 description 1
- LMXANITYGMOBAU-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2nccc1)c1[n]cccc1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 Chemical compound c(cc1)ccc1-c(c1c2nccc1)c1[n]cccc1c2N(c1ccccc1)c1cc(cc2ncccc2c2)c2nc1 LMXANITYGMOBAU-UHFFFAOYSA-N 0.000 description 1
- DECAHDHJUODTGN-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1cc(cccc1)c1c2 Chemical compound c(cc1)ccc1-c(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1cc(cccc1)c1c2 DECAHDHJUODTGN-UHFFFAOYSA-N 0.000 description 1
- HRZSLCYBHXKSOW-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 Chemical compound c(cc1)ccc1-c(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c(cc1)cc2c1nc(cccc1)c1c2 HRZSLCYBHXKSOW-UHFFFAOYSA-N 0.000 description 1
- ZFYGBWRIJSSRMN-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c(ccc1c2)cc1cc1c2nccc1 Chemical compound c(cc1)ccc1-c(c1c2nccc1)c1ncccc1c2N(c1ccccc1)c(ccc1c2)cc1cc1c2nccc1 ZFYGBWRIJSSRMN-UHFFFAOYSA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/57—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems of the carbon skeleton
- C07C211/61—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems of the carbon skeleton with at least one of the condensed ring systems formed by three or more rings
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- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/88—Carbazoles; Hydrogenated carbazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
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- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
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- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
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- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
- C07D219/08—Nitrogen atoms
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- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/08—Aza-anthracenes
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- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/66—Nitrogen atoms
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/30—Hetero atoms other than halogen
- C07D333/36—Nitrogen atoms
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- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
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- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/76—Dibenzothiophenes
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
- H10K85/633—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
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Abstract
The invention discloses a kind of luminous organic material and its organic luminescent device, is related to organic optoelectronic materials technology.The present invention is by introducing class anthracene class rigid structure, show good heat endurance, and its diffraction is prepared into device, especially as the material of main part in organic electroluminescence device, possesses the features such as low driving voltage, high brightness, outstanding heat resistance and high efficiency, better than existing conventional OLED.
Description
Technical field
The present invention relates to organic photoelectrical material technical field, more particularly to a kind of luminous organic material and its organic illuminator
Part.
Background technology
Organic electroluminescent LED (Organic Light Emitting Diode, OLED) has pure flat display
(Cathode Ray Tube, CRT) and the overall merit of liquid crystal display (Liquid Crystal Display, LCD), is described as
The FPD of 21 century and third generation Display Technique, it has also become a current international big study hotspot.
In general organic luminescent device (OLED) is the organic matter layer structure by being inserted between negative electrode, anode and negative electrode and anode
Into, the composition of device is transparent ITO anode, hole injection layer (TIL), hole transmission layer (HTL), luminescent layer (EL), hole
The negative electrodes such as barrier layer (HBL), electron transfer layer (ETL), electron injecting layer (EIL), LiAl are formed, and can omit 1~2 on demand has
Machine layer.Voltage is formed between two electrodes of device, while being injected from cathode electronics, another side anode injection hole.Electronics and
Hole returns to stable ground state and generates light transmitting in luminescent layer in conjunction with excitation state, excitation state is formed.Luminescent material is divided into glimmering
Luminescent material and phosphor material, the forming method of luminescent layer are the methods that phosphor material (organic metal) is adulterated in fluorescent host material
With the method for fluorescent host material doping fluorescent (organic matter for including nitrogen) dopant.It is to have to generally form emitting layer material
The parts such as centerbody and benzene, biphenyl, naphthalene, heterocycle such as benzene, naphthalene, fluorenes, the fluorenes of spiral shell two, anthracene, miscellaneous anthracene pyrene, carbazole;Contraposition, meta, ortho position
Binding site and the replacing structure such as cyano group, fluorine, methyl, the tert-butyl group.
At present, the research of electroluminescent organic material is carried out extensively in academia and industrial quarters, a large amount of function admirables
Electroluminescent organic material be developed successively, but the technological industrialization process still faces many key issues how
Design the more preferable material of new performance to be adjusted, be always those skilled in the art's urgent problem to be solved.
The content of the invention
It is an object of the invention to provide a kind of luminous organic material and its organic luminescent device.Organic hair provided by the invention
Luminescent material thermal stability is high, preparation method is simple, is used and manufactured using the compound as the material of main part in luminescent layer
Organic luminescent device, the advantages of driving voltage is low, luminous efficiency is high is shown, be the luminous organic material of function admirable.
The invention provides a kind of luminous organic material, and its general formula of molecular structure is as shown in I:
Wherein, R is selected from hydrogen atom, substituted or unsubstituted C1~C30Alkyl, substituted or unsubstituted C1~C30Alkane
Epoxide, substituted or unsubstituted C6~C30Aryl, substituted or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted
C10-C30One kind in condensed ring radical;X1~X17Independent is selected from C or N;Ar is selected from substituted or unsubstituted C6~C30Aryl, substitution
Or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted C10-C30One kind in condensed ring radical.
Preferably, the R is selected from hydrogen atom, substituted or unsubstituted C1~C10Alkyl, substituted or unsubstituted C1~
C10Alkoxy, substituted or unsubstituted C6~C18Aryl, substituted or unsubstituted C5~C14Heterocyclic radical, substitution or do not take
The C in generation10-C18One kind in condensed ring radical;X1~X17Independent is selected from C or N;Ar is selected from substituted or unsubstituted C6~C18Aryl,
One kind in substituted or unsubstituted five-ring heterocycles, substituted or unsubstituted hexa-member heterocycle.
Preferably, for example following chemical formula 1- chemical formulas 9 of the molecular structure I of a kind of luminous organic material provided by the present invention
In any one representation:
Preferably, the Ar is selected from phenyl, naphthyl, anthryl, phenanthryl, pyrenyl, xenyl, terphenyl, indenyl, pyrroles
Base, pyridine radicals, thienyl, furyl, indyl, quinolyl, isoquinolyl, benzothienyl, benzofuranyl, dibenzo furan
Mutter base, dibenzothiophenes base, carbazyl or fluorenyl.
Further preferably, any one of a kind of luminous organic material of the present invention in chemical constitution as follows:
A kind of synthetic method of luminous organic material of the present invention, its syntheti c route are as follows:
Wherein, R is selected from hydrogen atom, substituted or unsubstituted C1~C30Alkyl, substituted or unsubstituted C1~C30Alkane
Epoxide, substituted or unsubstituted C6~C30Aryl, substituted or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted
C10-C30One kind in condensed ring radical;X1~X17Independent is selected from C or N;Ar is selected from substituted or unsubstituted C6~C30Aryl, substitution
Or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted C10-C30One kind in condensed ring radical.
Present invention also offers a kind of organic luminescent device, including first electrode, second electrode and it is placed in two electrode
Between one or more organic compound layers, organic compound layer include hole injection layer, hole transmission layer, electronic blocking
Layer, luminescent layer, hole blocking layer, electron transfer layer, at least one layer of electron injecting layer;At least one in the organic compound layer
Layer includes luminous organic material of the present invention.
Preferably, the provided luminous organic material of its invention can be as the luminescent layer of organic luminescent device.
Beneficial effects of the present invention:
Present invention firstly provides a kind of luminous organic material, the luminous organic material has structure shown in formula I, passes through introducing
The rigid structures such as class anthryl, good heat endurance is shown, and its diffraction is prepared into device, as organic electroluminescent
Material of main part in device, the advantages of driving voltage is low, luminous efficiency is high is shown, better than existing conventional OLED.This hair
It is bright that a kind of preparation method of luminous organic material is also provided, using the coupling reaction finished product of routine, the preparation method is simple,
Raw material is easy to get, and disclosure satisfy that the needs of industrialization development.Luminous organic material of the present invention has good in OLED luminescent devices
Application effect, there is good industrialization prospect.
Embodiment:
It is clearly and completely described below in conjunction with the technical scheme of the embodiment of the present invention, it is clear that described implementation
Example only part of the embodiment of the present invention, rather than whole embodiments.Based on the embodiment in the present invention, art technology
The every other embodiment that personnel are obtained under the premise of creative work is not made, belongs to protection scope of the present invention.
The invention provides a kind of luminous organic material, and its general formula of molecular structure is as shown in I:
Wherein, R is selected from hydrogen atom, substituted or unsubstituted C1~C30Alkyl, substituted or unsubstituted C1~C30Alkane
Epoxide, substituted or unsubstituted C6~C30Aryl, substituted or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted
C10-C30One kind in condensed ring radical;X1~X17Independent is selected from C or N;Ar is selected from substituted or unsubstituted C6~C30Aryl, substitution
Or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted C10-C30One kind in condensed ring radical.
Preferably, the R is selected from hydrogen atom, substituted or unsubstituted C1~C10Alkyl, substituted or unsubstituted C1~
C10Alkoxy, substituted or unsubstituted C6~C18Aryl, substituted or unsubstituted C5~C14Heterocyclic radical, substitution or do not take
The C in generation10-C18One kind in condensed ring radical;X1~X17Independent is selected from C or N;Ar is selected from substituted or unsubstituted C6~C18Aryl,
One kind in substituted or unsubstituted five-ring heterocycles, substituted or unsubstituted hexa-member heterocycle.
According to the present invention, the substituted alkyl, substitution alkoxy, substitution aryl, substitution heterocyclic radical, substitution
In condensed ring radical, the substituent independence is selected from alkyl, alkoxy, amino, halogen, cyano group, nitro, hydroxyl or sulfydryl.
Preferably, the molecular structure I of luminous organic material provided by the present invention is as in following chemical formula 1- chemical formulas 9
Any one representation:
Preferably, the Ar is selected from phenyl, naphthyl, anthryl, phenanthryl, pyrenyl, xenyl, terphenyl, indenyl, pyrroles
Base, pyridine radicals, thienyl, furyl, indyl, quinolyl, isoquinolyl, benzothienyl, benzofuranyl, dibenzo furan
Mutter base, dibenzothiophenes base, carbazyl or fluorenyl.
Further preferably, any one of a kind of luminous organic material of the present invention in chemical constitution as follows:
Present invention also offers a kind of synthetic method of luminous organic material, its syntheti c route are as follows:
Wherein, R is selected from hydrogen atom, substituted or unsubstituted C1~C30Alkyl, substituted or unsubstituted C1~C30Alkane
Epoxide, substituted or unsubstituted C6~C30Aryl, substituted or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted
C10-C30One kind in condensed ring radical;X1~X17Independent is selected from C or N;Ar is selected from substituted or unsubstituted C6~C30Aryl, substitution
Or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted C10-C30One kind in condensed ring radical.
According to the present invention, the compound shown in intermediate A is prepared according to method as follows:
Under nitrogen protection, tri-butyl phosphine and palladium are catalyst, and tert-butyl group sodium alkoxide is a and primary under conditions of alkali
Amine obtains intermediate A by Buchwald-Hartwig coupling reactions.
According to the present invention, target product I is prepared according to method as follows:
Under nitrogen protection, tri-butyl phosphine and palladium are catalyst, and tert-butyl group sodium alkoxide is under conditions of alkali, b is with
Mesosome A obtains target product I by Buchwald-Hartwig coupling reactions.
The present invention special limitation no to above-mentioned reaction, it is using popular response well-known to those skilled in the art
Can, the preparation method is simple to operate, is readily produced.
Present invention also offers a kind of organic luminescent device, including first electrode, second electrode and it is placed in two electrode
Between one or more organic compound layers, organic compound layer include hole injection layer, hole transmission layer, electronic blocking
Layer, luminescent layer, hole blocking layer, electron transfer layer, at least one layer of electron injecting layer;At least one in the organic compound layer
Layer includes luminous organic material of the present invention.
Preferably, luminous organic material of the present invention can be as the luminescent layer in organic luminescent device.The device of use
Part structure is preferably specially:Described luminous organic material compound/FIrpic is used as luminescent layer material, and Alq3 passes as electronics
Defeated material, NPB is used as hole transmission layer material, to manufacture the organic luminescent device of construction same as below:ITO/NPB/ institutes
The luminous organic material compound stated:FIrpic/Alq3/LiF/Al.The organic electroluminescence device can be used for FPD
The application fields such as device, lighting source, direction board, signal lamp.
[embodiment 1] compound TM1 synthesis
The synthesis of intermediate A -1
By tri-butyl phosphine (3mL 1.0M toluene solution, 7.32mmol), palladium (0.4g, 1.83mmol) and uncle
Sodium butoxide (22.8g, 238mmol) is added to 9- chrloroanthracenes (38.8g, 183mmol) and aniline (17.0g, 183mmol) in degassing first
Solution in benzene (500mL), and the mixture is heated 2 hours under reflux.The reactant mixture is cooled to room temperature, used
Dilution with toluene and via diatom
Soil filtering.The filtrate water is diluted, and extracted with toluene, and merges organic phase, it is carried out under vacuo
Evaporation.The residue is filtered via silica gel, is recrystallized to give intermediate A -1 (41.8g, yield 85%).
Mass spectrum m/z:269.13 (calculated values:269.12).Theoretical elemental content (%) C20H15N:C,89.19;H,5.61;
N, 5.20 actual measurement constituent contents (%):C,89.18;H,5.61;N,5.21.The above results confirm that it is target product to obtain product.
Compound TM1 synthesis
By tri-butyl phosphine (3mL 1.0M toluene solution, 7.32mmol), palladium (0.4g, 1.83mmol) and uncle
Sodium butoxide (52.7g, 549mmol) exists added to 2- chrloroanthracenes (42.6g, 201mmol) and intermediate A -1 (49.2g, 183mmol)
Solution in degassed toluene (500mL), and the mixture is heated 2 hours under reflux.The reactant mixture is cooled to
Room temperature, filtered with dilution with toluene and via diatomite.The filtrate water is diluted, and extracted with toluene, and is merged organic
Phase, it is evaporated under vacuo.The residue is filtered via silica gel, is recrystallized to give target product TM1
(69.2g, yield 85%).
Mass spectrum m/z:445.19 (calculated values:445.18).Theoretical elemental content (%) C34H23N:C,91.65;H,5.20;
N, 3.14 actual measurement constituent contents (%):C,91.66;H,5.21;N,3.13.The above results confirm that it is target product to obtain product.
[embodiment 2] compound TM2 synthesis
The synthesis of intermediate A -2
Change the 9- chrloroanthracenes in the synthesis of the intermediate A -1 of embodiment 1 into equimolar 10- chlorobenzenes simultaneously [g] quinoline, other steps
It is rapid identical with the synthesis of the intermediate A -1 of embodiment 1, obtain intermediate A -2.Mass spectrum m/z:270.10 (calculated values:270.12).
Theoretical elemental content (%) C19H14N2:C,84.42;H,5.22;N, 10.36 actual measurement constituent contents (%):C,84.43;H,5.22;
N,10.35.The above results confirm that it is target product to obtain product.
Compound TM2 synthesis
Change the intermediate A -1 in the compound TM1 of embodiment 1 synthesis into equimolar intermediate A -2, other steps are equal
It is identical with the compound TM1 of embodiment 1 synthesis, obtain target product TM2.Mass spectrum m/z:446.17 (calculated values:446.18).Reason
Argument cellulose content (%) C33H22N2:C,88.76;H,4.97;N, 6.27 actual measurement constituent contents (%):C,88.77;H,4.96;N,
6.27.The above results confirm that it is target product to obtain product.
[embodiment 3] compound TM3 synthesis
The synthesis of intermediate A -3
Change the 9- chrloroanthracenes in the synthesis of the intermediate A -1 of embodiment 1 into equimolar 5- bromopyridines simultaneously [3,2-g] quinoline,
Other steps are identical with the synthesis of the intermediate A -1 of embodiment 1, obtain intermediate A -3.Mass spectrum m/z:271.10 (calculated values:
271.11).Theoretical elemental content (%) C18H13N3:C,79.68;H,4.83;N, 15.49 actual measurement constituent contents (%):C,
79.68;H,4.84;N,15.48.The above results confirm that it is target product to obtain product.
Compound TM3 synthesis
Change the intermediate A -1 in the compound TM1 of embodiment 1 synthesis into equimolar intermediate A -3, other steps are equal
It is identical with the compound TM1 of embodiment 1 synthesis, obtain target product TM3.Mass spectrum m/z:447.18 (calculated values:447.17).Reason
Argument cellulose content (%) C32H21N3:C,85.88;H,4.73;N, 9.39 actual measurement constituent contents (%):C,85.89;H,4.73;N,
9.38.The above results confirm that it is target product to obtain product.
[embodiment 4] compound TM21 synthesis
Intermediate A -21-0 synthesis
Tetra-triphenylphosphine palladium (2.1g, 1.83mmol) and potassium carbonate (75.7g, 549mmol) are added to phenyl boric acid
The solution of (22.3g, 183mmol) and the chrloroanthracene of 9,10- bis- (45.8g, 185mmol) in degassing tetrahydrofuran (500mL), and
The mixture is heated 4 hours under reflux.The reactant mixture is cooled to room temperature, rotation afterwards removes solvent.Via silicagel column
Chromatography obtains intermediate A -21-0 (36.8g, theoretical value 70%).
Mass spectrum m/z:288.05 (calculated values:288.07).Theoretical elemental content (%) C20H13Cl:C,83.19;H,4.54;
Cl, 12.28 actual measurement constituent contents (%):C,83.18;H,4.55;Cl,12.27.The above results confirm that obtain product produces for target
Product.
The synthesis of intermediate A -21
Change the 9- chrloroanthracenes in the synthesis of the intermediate A -1 of embodiment 1 into equimolar intermediate A -21-0, other steps are equal
It is identical with the synthesis of the intermediate A -1 of embodiment 1, obtain intermediate A -21.Mass spectrum m/z:345.16 (calculated values:345.15).Reason
Argument cellulose content (%) C26H19N:C,90.40;H,5.54;N, 4.05 actual measurement constituent contents (%):C,90.41;H,5.54;N,
4.05.The above results confirm that it is target product to obtain product.
Compound TM21 synthesis
Change the intermediate A -1 in the compound TM1 of embodiment 1 synthesis into equimolar intermediate A -21, other steps
It is identical with the compound TM1 of embodiment 1 synthesis, obtain target product TM21.Mass spectrum m/z:521.22 (calculated values:
521.21).Theoretical elemental content (%) C40H27N:C,92.10;H,5.22;N, 2.69 actual measurement constituent contents (%):C,92.11;
H,5.21;N,2.68.The above results confirm that it is target product to obtain product.
[embodiment 5] compound TM25 synthesis
Change the 2- chrloroanthracenes in the compound TM1 of embodiment 1 synthesis into equimolar 3- chloro-acridines, other steps with reality
It is identical to apply the compound TM1 of example 1 synthesis, obtains target product TM25.Mass spectrum m/z:522.22 (calculated values:522.21).It is theoretical
Constituent content (%) C39H26N2:C,89.63;H,5.01;N, 5.36 actual measurement constituent contents (%):C,89.62;H,5.02;N,
5.36.The above results confirm that it is target product to obtain product.
[embodiment 6] compound TM67 synthesis
Intermediate A -67-0 synthesis
Change the phenyl boric acid in the intermediate A -21-0 of embodiment 4 synthesis into equimolar pyridine -4- boric acid, other steps
It is identical with the intermediate A -21-0 of embodiment 4 synthesis, obtain intermediate A -67-0.Mass spectrum m/z:289.05 (calculated values:
289.07).Theoretical elemental content (%) C19H12ClN:C,78.76;H,4.17;Cl,12.24;N, 4.83 actual measurement constituent contents
(%):C,78.76;H,4.16;Cl,12.25;N,4.83.The above results confirm that it is target product to obtain product.
The synthesis of intermediate A -67
Change the 9- chrloroanthracenes in the synthesis of the intermediate A -1 of embodiment 1 into equimolar intermediate A -67-0, other steps are equal
It is identical with the synthesis of the intermediate A -1 of embodiment 1, obtain intermediate A -67.Mass spectrum m/z:346.16 (calculated values:346.15).Reason
Argument cellulose content (%) C25H18N2:C,86.68;H,5.24;N, 8.09 actual measurement constituent contents (%):C,86.68;H,5.23;N,
8.09.The above results confirm that it is target product to obtain product.
Compound TM67 synthesis
Change the intermediate A -1 in the compound TM1 of embodiment 1 synthesis into equimolar intermediate A -67, other steps
It is identical with the compound TM1 of embodiment 1 synthesis, obtain target product TM67.Mass spectrum m/z:524.22 (calculated values:
524.20).Theoretical elemental content (%) C37H24N4:C,84.71;H,4.61;N, 10.68 actual measurement constituent contents (%):C,
84.71;H,4.62;N,10.67.The above results confirm that it is target product to obtain product.
[embodiment 7] compound TM68 synthesis
Change the 2- chrloroanthracenes in the compound TM1 of embodiment 1 synthesis into equimolar 3- chloropyridines simultaneously [2,3-g] quinoline,
Other steps are identical with the compound TM1 of embodiment 1 synthesis, obtain target product TM68.Mass spectrum m/z:524.21 (calculate
Value:524.20).Theoretical elemental content (%) C37H24N4:C,84.71;H,4.61;N, 10.68 actual measurement constituent contents (%):C,
84.72;H,4.62;N,10.66.The above results confirm that it is target product to obtain product.
[embodiment 8] compound TM73 synthesis
The synthesis of intermediate A -73
Change the aniline in the synthesis of the intermediate A -1 of embodiment 1 into equimolar 4-aminopyridine, other steps with reality
It is identical to apply the synthesis of the intermediate A -1 of example 1, obtains intermediate A -73.Mass spectrum m/z:270.10 (calculated values:270.12).Theoretical member
Cellulose content (%) C19H14N2:C,84.42;H,5.22;N, 10.36 actual measurement constituent contents (%):C,84.43;H,5.22;N,
10.35.The above results confirm that it is target product to obtain product.
Compound TM73 synthesis
Change the intermediate A -1 in the compound TM1 of embodiment 1 synthesis into equimolar intermediate A -73, other steps
It is identical with the compound TM1 of embodiment 1 synthesis, obtain target product TM73.Mass spectrum m/z:446.17 (calculated values:
446.18).Theoretical elemental content (%) C33H22N2:C,88.76;H,4.97;N, 6.27 actual measurement constituent contents (%):C,88.77;
H,4.96;N,6.27.The above results confirm that it is target product to obtain product.
[embodiment 9] compound TM79 synthesis
The synthesis of intermediate A -79
Change the aniline in the synthesis of the intermediate A -1 of embodiment 1 into equimolar 4- tert-butyl groups aniline, other steps with
The synthesis of the intermediate A -1 of embodiment 1 is identical, obtains intermediate A -79.Mass spectrum m/z:325.19 (calculated values:325.18).It is theoretical
Constituent content (%) C24H23N:C,88.57;H,7.12;N, 4.30 actual measurement constituent contents (%):C,88.58;H,7.11;N,
4.31.The above results confirm that it is target product to obtain product.
Compound TM79 synthesis
Change the intermediate A -1 in the compound TM1 of embodiment 1 synthesis into equimolar intermediate A -79, other steps
It is identical with the compound TM1 of embodiment 1 synthesis, obtain target product TM79.Mass spectrum m/z:501.27 (calculated values:
501.25).Theoretical elemental content (%) C38H31N:C,90.98;H,6.23;N, 2.79 actual measurement constituent contents (%):C,90.99;
H,6.22;N,2.79.The above results confirm that it is target product to obtain product.
[contrast Application Example]
Transparent anode electrode ito substrate is cleaned by ultrasonic 15 minutes in isopropanol, and exposed 30 minutes under ultraviolet light,
Then handled 10 minutes with plasma.The ito substrate after processing is then put into evaporated device.One layer of 70nm's of evaporation first
NPB mixing evaporation TAPC/FIrpic, mixes as hole transmission layer, evaporation rate 0.1nm/s, followed by the evaporation of luminescent layer
Miscellaneous concentration is 10wt%, evaporation rate 0.005nm/s, evaporation thickness 30nm, and 50nm Alq3 is then deposited as electronics
Transport layer, evaporation rate 0.01nm/s, vacuum evaporation Al layers are as negative electrode, thickness 200nm on the electron transport layer.
[Application Example]
Transparent anode electrode ito substrate is cleaned by ultrasonic 15 minutes in isopropanol, and exposed 30 minutes under ultraviolet light,
Then handled 10 minutes with plasma.The ito substrate after processing is then put into evaporated device.One layer of 70nm's of evaporation first
The organic light emission material is deposited as hole transmission layer, evaporation rate 0.1nm/s, followed by the evaporation of luminescent layer, mixing in NPB
Expect TM/FIrpic, doping concentration 10wt%, evaporation rate 0.005nm/s, evaporation thickness 30nm, 50nm is then deposited
Alq3 as electron transfer layer, evaporation rate 0.01nm/s, vacuum evaporation Al layers are thick as negative electrode on the electron transport layer
Spend for 200nm.
The electron luminescence characteristic of the organic luminescent device of above method manufacture represents in the following table:
Result above shows that luminous organic material of the invention is applied in organic luminescent device, especially as main body
Material, the advantages of driving voltage is low, luminous efficiency is high is shown, be luminous organic material of good performance.
Obviously, the explanation of above example is only intended to help the method and its core concept for understanding the present invention.It should refer to
Go out, under the premise without departing from the principles of the invention, can also be to this hair for the those of ordinary skill of the technical field
Bright to carry out some improvement and modification, these are improved and modification is also fallen into the protection domain of the claims in the present invention.
Claims (8)
1. a kind of luminous organic material, it is characterised in that its general formula of molecular structure is as shown in I:
Wherein, R is selected from hydrogen atom, substituted or unsubstituted C1~C30Alkyl, substituted or unsubstituted C1~C30Alkoxy,
Substituted or unsubstituted C6~C30Aryl, substituted or unsubstituted C5~C30Heterocyclic radical, substituted or unsubstituted C10-C30
One kind in condensed ring radical;X1~X17Independent is selected from C or N;Ar is selected from substituted or unsubstituted C6~C30Aryl, substitution do not take
The C in generation5~C30Heterocyclic radical, substituted or unsubstituted C10-C30One kind in condensed ring radical.
2. a kind of luminous organic material according to claim 1, it is characterised in that R is selected from hydrogen atom, substitution or unsubstituted
C1~C10Alkyl, substituted or unsubstituted C1~C10Alkoxy, substituted or unsubstituted C6~C18Aryl, substitution or
Unsubstituted C5~C14Heterocyclic radical, substituted or unsubstituted C10-C18One kind in condensed ring radical;X1~X17It is independent selected from C or
N;Ar is selected from substituted or unsubstituted C6~C18It is aryl, substituted or unsubstituted five-ring heterocycles, substituted or unsubstituted hexa-atomic miscellaneous
One kind in ring.
A kind of 3. luminous organic material according to claim 1, it is characterised in that for example following chemical formulas of its molecular structure I
Any one representation in 1- chemical formulas 9:
4. a kind of luminous organic material according to claim 1, it is characterised in that Ar is selected from phenyl, naphthyl, anthryl, phenanthrene
Base, pyrenyl, xenyl, terphenyl, indenyl, pyrrole radicals, pyridine radicals, thienyl, furyl, indyl, quinolyl, isoquinolin
Base, benzothienyl, benzofuranyl, dibenzofuran group, dibenzothiophenes base, carbazyl or fluorenyl.
5. a kind of luminous organic material according to claim 1, it is characterised in that in chemical constitution as follows
Any one:
6. a kind of organic luminescent device, it is characterised in that the organic luminescent device includes negative electrode, anode and is placed in two electricity
One or more organic compound layers between pole, described organic compound layer contain described in claim any one of 1-5
A kind of luminous organic material.
7. according to a kind of organic luminescent device described in claim 6, it is characterised in that the organic compound layer includes sky
Cave implanted layer, hole transmission layer, in electronic barrier layer, luminescent layer, hole blocking layer, electron transfer layer, electron injecting layer extremely
It is few one layer;A kind of luminous organic material of at least one layer described in containing claim any one of 1-5 in the organic compound layer.
8. according to a kind of organic luminescent device described in claim 7, it is characterised in that contain claims in luminescent layer
A kind of luminous organic material described in 1-5.
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WO2023190987A1 (en) * | 2022-03-31 | 2023-10-05 | 出光興産株式会社 | Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device |
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