Shaanxi BLOOM Tech Co., Ltd. yog ib qho ntawm cov tuam ntxhab thiab cov muag khoom ntawm 2-bromo-9,9'-spirobifluorene cas 171408-76-7 hauv Suav teb. Txais tos rau cov lag luam wholesale bulk zoo 2-bromo-9,9'-spirobifluorene cas 171408-76-7 muag ntawm no los ntawm peb lub hoobkas. Kev pabcuam zoo thiab tus nqi tsim nyog muaj.
2-Bromo-9,9'-spirobifluoreneyog polycyclic compound uas muaj bromine atoms, nrog rau cov tshuaj formula C25H15Br thiab CAS 171408-76-7. Nws yog ib yam khoom uas feem ntau tshwm li dawb los yog lub teeb daj crystals. Hom siv lead ua no tuaj yeem tsim cov qauv siv lead ua sib txawv, xws li rab koob zoo li lossis daim ntawv zoo li muaju. Nws muaj qhov loj molar absorption coefficient thiab molar emission coefficient, uas ua rau nws pom cov khoom kho qhov muag zoo nyob rau hauv cov nqe lus ntawm kev nqus thiab emission spectra. Nws yog cov khoom siv fluorescent nrog kev ua haujlwm zoo fluorescence. Thaum zoo siab, nws tuaj yeem tso tawm ib qho fluorescence spectrum. Qhov no ua rau nws siv dav hauv cov teb xws li fluorescent probes, organic optoelectronic devices, thiab fluorescent labeling.
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Tshuaj Formula |
C25H15 Nr |
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Exact Mass |
394 |
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Molecular Luj |
395 |
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m/z |
394 (100.0%), 396 (97.3%), 397 (26.3%), 395 (16.2%), 395 (10.8%), 398 (2.2%), 396 (1.9%), 398 (1.2%), 396 (1.1%) |
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Elemental Analysis |
C, 75,96; H, 3,82; Nws, 20.21 |
2-Bromo-9,9'-spirobifluorene, raws li ib qho tseem ceeb organic compound, muaj dav daim ntawv thov kev cia siab nyob rau hauv lub teb ntawm OLED (organic light-emitting diode). OLED thev naus laus zis tau pom muaj peev xwm zoo hauv kev ua haujlwm ntawm cov zaub thiab teeb pom kev zoo vim nws tus kheej luminous, siab ci ntsa iab, siv hluav taws xob tsawg, pom lub kaum ntse ntse, thiab khoov tau. Raws li kev ua haujlwm siab - cov khoom siv organic semiconductor, nws muab kev txhawb nqa tseem ceeb rau kev txhim kho OLED.
Cov yam ntxwv thiab cov qauv
Nws yog ib qho organic compound uas muaj ob lub nplhaib fluorene, txuas ua ke los ntawm kev sib koom cov pa roj carbon atom (spiro atom). Cov qauv tshwj xeeb no muab nws cov khoom siv tshuaj lom neeg thiab lub cev tshwj xeeb. Lub bromine atoms nyob rau hauv nws cov qauv molecular endow nws nrog tej yam reactivity, uas yuav tau chemically hloov thiab hloov mus ua kom paub ntau functional pawg thiab sab chains, yog li nthuav nws daim ntawv thov teb.
Daim ntawv thov hauv OLED
(1) Luminescent txheej khoom:
Hauv OLED, lub teeb -emitting txheej yog ib qho tseem ceeb ntawm kev tsim lub teeb. Nws tuaj yeem siv los ua cov khoom siv luminescent los ua ib txheej luminescent ua ke nrog lwm cov ntaub ntawv luminescent los ntawm doping lossis blending. Nws qhov kev ua tau zoo luminescent zoo thiab kev ruaj ntseg tau txhim kho qhov ua tau zoo thiab kev ruaj ntseg ntawm OLED cov cuab yeej.
Piv txwv li, siv nws ua ib qho dopant los tsim ib txheej luminescent ua ke nrog cov khoom siv luminescent tuaj yeem txhim kho lub luminescence brightness thiab tam sim no efficiency ntawm OLED li. Txoj kev doping no tuaj yeem tsis tsuas yog txhim kho lub zog theem qauv ntawm cov luminescent txheej, tab sis kuj txhim kho cov kev sib txuas ntawm cov hluav taws xob thiab qhov, yog li ua tiav cov luminescence ntau dua.
(2) Cov khoom siv hluav taws xob thauj khoom
Ntxiv nrog rau lub teeb -emitting txheej, txheej thauj electron kuj yog ib feem tseem ceeb ntawm OLED cov khoom siv. Nws tuaj yeem siv los ua cov khoom siv hluav taws xob thauj khoom, thiab nws cov khoom siv hluav taws xob thauj khoom tuaj yeem hloov kho los ntawm kev qhia cov pab pawg tsim nyog thiab cov saw hlau sab.
Hauv OLED cov khoom siv, lub luag haujlwm tseem ceeb ntawm cov txheej txheem thauj hluav taws xob yog thauj cov khoom siv hluav taws xob los ntawm cathode mus rau lub teeb -emitting txheej, uas lawv rov ua dua nrog qhov los tsim lub teeb. Nws muaj cov khoom siv hluav taws xob zoo tshaj plaws thiab kev ruaj ntseg, uas tuaj yeem txhim kho cov hluav taws xob sib kis tau zoo thiab kev ruaj ntseg ntawm OLED li.
(3) Qhov thauj khoom txheej txheej
Txawm hais tias nws muaj kev ua tau zoo ntawm kev thauj mus los ntawm electron, nws kuj tseem tuaj yeem siv los ua qhov chaw thauj cov khoom siv los ntawm kev hloov kho tshuaj tsim nyog. Lub luag haujlwm tseem ceeb ntawm lub qhov thauj txheej yog thauj cov qhov los ntawm cov anode mus rau luminescent txheej, uas lawv recombine nrog electrons los tsim lub teeb.
Los ntawm kev qhia cov pab pawg ua haujlwm thiab cov hlua sab nrog lub qhov thauj khoom, nws tuaj yeem ua tiav qhov kev thauj mus los zoo heev. Cov khoom thauj lub qhov no tuaj yeem txhim kho qhov kev thauj mus los ntawm qhov kev ua tau zoo thiab kev ruaj ntseg ntawm OLED cov cuab yeej, yog li ua tiav cov luminous efficiency ntau dua thiab ua haujlwm ntev dua.
(4) Cov txheej txheem nruab nrab
Hauv OLED cov khoom siv, cov khoom siv nruab nrab yog siv los kho cov qauv ntawm lub zog ntawm lub teeb - emitting txheej thiab electron thauj txheej lossis lub qhov thauj txheej, txhim kho cov kev sib txuas ntawm cov hluav taws xob thiab qhov. Nws tuaj yeem siv los ua cov khoom siv nruab nrab hauv nruab nrab los kho nws lub zog theem qauv los ntawm kev qhia cov pab pawg tsim nyog thiab cov saw hlau sab.
Piv txwv li, siv nws los ua cov khoom siv nruab nrab nruab nrab thiab muab tso rau ntawm lub teeb -emitting txheej thiab electron thauj txheej tuaj yeem txhim kho qhov ua tau zoo ntawm luminous thiab ruaj khov ntawm OLED.
Cov khoom siv nruab nrab no tuaj yeem ua kom zoo dua cov qauv ntawm lub zog, txhim kho cov kev ua haujlwm ntawm cov khoom siv hluav taws xob thiab qhov, thiab yog li ua tau zoo dua luminescence efficiency.
Daim ntawv thov piv txwv
(1) Kev ua haujlwm siab OLED zaub
Los ntawm kev siv2-Bromo-9,9'-spirobifluoreneRaws li cov khoom siv luminescent txheej lossis cov khoom siv hluav taws xob thauj khoom, siab -Kev ua tau zoo OLED tuaj yeem npaj tau. Hom zaub no muaj qhov zoo ntawm qhov ci ntsa iab, qhov sib txawv siab, kev siv hluav taws xob tsawg, thiab qhov pom dav, uas tuaj yeem ua tau raws li ntau yam kev xav tau.
Piv txwv li, hauv cov khoom siv xws li smartphones, ntsiav tshuaj, thiab TVs, OLED qhia siv nws ua cov khoom siv hluav taws xob luminescent lossis cov khoom siv hluav taws xob thauj khoom tuaj yeem ua tiav qhov ci ntsa iab ntau dua thiab siv hluav taws xob qis dua, txhim kho cov txiaj ntsig thiab roj teeb lub neej ntawm lub cuab yeej.
(2) Flexible OLED zaub
Flexible OLED cov lus qhia yog qhov tseem ceeb ntawm kev txhim kho OLED thev naus laus zis. Los ntawm kev siv nws ua cov khoom siv luminescent los yog cov khoom siv hluav taws xob thauj khoom, cov khoom siv OLED hloov tau yooj yim thiab ruaj khov tuaj yeem npaj tau.
Cov zaub yooj yim no tuaj yeem khoov, quav, thiab curled, ua rau nws haum rau cov khoom siv ntawm ntau yam duab. Piv txwv li, hauv cov khoom siv xws li smartwatches, foldable xov tooj, thiab cov tsom iav ntse, hloov tau OLED qhia siv lawv li cov ntaub ntawv luminescent txheej lossis cov khoom siv hluav taws xob thauj khoom tuaj yeem ua tiav qhov yooj yim dua thiab ruaj khov, txhim kho cov cuab yeej kev nplij siab thiab kav ntev.
(3) OLED cov khoom siv teeb pom kev zoo
OLED cov khoom siv teeb pom kev zoo yog lwm qhov chaw tseem ceeb ntawm OLED thev naus laus zis. Los ntawm kev siv nws ua cov khoom siv luminescent lossis cov khoom siv hluav taws xob thauj khoom, OLED cov khoom siv teeb pom kev zoo nrog kev ua haujlwm siab, kev siv hluav taws xob tsawg, thiab lub neej ntev tuaj yeem npaj tau.
Lub teeb pom kev zoo no tuaj yeem siv rau ntau lub sijhawm, xws li teeb pom kev hauv tsev, teeb pom kev hauv chaw ua haujlwm, thiab teeb pom kev sab nraum zoov. Piv txwv li, hauv cov khoom siv teeb pom kev zoo xws li LED qhov muag teev thiab LED strips, OLED cov khoom siv teeb pom kev zoo siv lawv ua cov khoom siv hluav taws xob luminescent lossis cov khoom siv hluav taws xob thauj khoom tuaj yeem ua tiav cov luminous efficiency ntau dua thiab siv lub neej ntev dua, txhim kho teeb pom kev zoo thiab lub zog- txuag cov teebmeem.
(4) OLED sensor
OLED sensors yog ib qho kev thov ntawm OLED technology. Los ntawm kev siv nws ua cov khoom siv paub, OLED sensors nrog siab rhiab heev thiab ruaj khov tuaj yeem npaj tau.
Hom sensor no tuaj yeem siv rau hauv ntau qhov chaw, xws li kev saib xyuas ib puag ncig, kev tshawb nrhiav roj ntsha, thiab kev kuaj mob. Piv txwv li, hauv kev saib xyuas ib puag ncig, OLED sensors siv nws ua cov khoom siv ntsuas tuaj yeem saib xyuas cov pa phem thiab cov khoom siv roj hauv huab cua hauv lub sijhawm tiag tiag, muab kev txhawb zog rau kev tiv thaiv ib puag ncig.
2-Bromo-9,9'-spirobifluoreneyog ib hom polycyclic Aromatic compound, uas muaj ib qho tseem ceeb daim ntawv thov nqi. Hauv qab no yog ib txoj hauv kev sib xyaw ua ke rau qhov sib xyaw no:
C10H6Br2+PPh3+CuI → 9,9'-diethyyl-2,7-dibromonaphthalene
9,9'-diethyayl-2,7-dibromonaphthalene + K2CO3DMSO → 9,9'-diethyayl-2,7-disulfonylnaphthalene
9,9'-diethyl-2,7-disulfonylnaphthalene + NaOH → C25H15Br
Cov kauj ruam ua haujlwm tshwj xeeb yog raws li hauv qab no:
Dissolve 2,7-dibromonaphthalene hauv ethylene glycol, ntxiv Triphenylphosphine thiab cuprous catalyst, thiab do kom tag nrho cov reactants. Nyob rau hauv ib qho inert cua, cua sov cov tshuaj tiv thaiv sib tov thiab siab react, ces dilute thiab lim cov khoom.
Ntxiv cov alkaline catalyst potassium carbonate rau hauv kev daws ntawm 9,9'-diynyl-2,7-dibromonaphthalene tau txais nyob rau hauv cov kauj ruam dhau los, thiab tom qab ntawd poob Dimethyl sulfoxide (DMSO). Tshav kub cov tshuaj tiv thaiv sib tov thiab do kom txog thaum cov tshuaj tiv thaiv tiav, dilute thiab cais cov khoom.
Ntxiv sodium hydroxide ua ib qho catalyst rau hauv 9,9'- diynyl-2,7-disulfonyl naphthalene kua tau txais hauv cov kauj ruam dhau los, ua kom sov cov tshuaj tiv thaiv kom txog thaum kawg ntawm cov tshuaj tiv thaiv, dilute thiab cais cov khoom.
Cov hauv qab no yog cov lus piav qhia luv luv ntawm lwm qhov chaw kuaj sim ua ke 2-Bromo-9,9'-spirobi [9H fluororene]:
C10H6Br2+PhCOCl → 9,9'- dicarbonyl-2,7-dibromonaphthalene
9,9'-dicarbonyl-2,7-dibromonaphthalene + K2CO3DMSO → 9,9'-dicarbonyl-2,7-disulfonylnaphthalene
9,9' -dicarbonyl-2,7-disulfonylnaphthalene → C25H15Br
Cov kauj ruam ua haujlwm tshwj xeeb yog raws li hauv qab no:
Dissolve 2,7-dibromonaphthalene hauv cov kuab tshuaj organic, ntxiv Benzoyl chloride (PhCOCl), thiab cov tshuaj tiv thaiv tshwm sim rau lub sijhawm kom tau 9,9'-dicarbonyl-2,7-dibromonaphthalene.
Dissolve 9,9'-dicarbonyl-2,7-dibromonaphthalene tau nyob rau hauv cov kauj ruam dhau los hauv DMSO, ntxiv cov alkaline catalyst potassium carbonate (K2CO3), thiab ntxiv DMSO dropwise thaum lub sij hawm cov txheej txheem tshuaj tiv thaiv thiab tswj qhov kub thiab txias lub sij hawm cov tshuaj tiv thaiv kom tau 9,9'-dicarbonyl-2, naylophene.
Muab cov 9,9'-dicarbonyl-2,7-disulfonyl naphthalene tau nyob rau hauv cov kauj ruam dhau los nyob rau hauv qhov kub thiab txias (feem ntau nyob rau hauv ib tug kub boiling hnyav) rau thermal cracking cov tshuaj tiv thaiv, thiab lub hom phiaj cov khoom 2-Bromo-9,9'-spirobifluorene yog generated.
2-bromo-9,9 '- spirobifluorene (CAS: 171408-76-7) yog ib qho tseem ceeb nruab nrab hauv cov khoom siv hluav taws xob organic. Muaj peb txoj hauv kev hluavtaws tshaj tawm hauv cov ntaub ntawv:
Txoj Kev 1:
2-bromobiphenyl Grignard reagent+2-bromo-9-fluorenone (feem ntau siv, tawm los txog 70%)
Qhov no yog tam sim no cov ncauj lus kom ntxaws tshaj plaws thiab dav siv txoj hauv kev tshaj tawm hauv cov ntaub ntawv, nrog rau lub tswv yim tseem ceeb ntawm kev ua ntej tso bromine atoms hauv cov molecule thaum tsim cov pob txha spiro, zam qhov teeb meem ntawm regioselectivity hauv bromination tom ntej.
Kauj Ruam 1: Npaj Grignard reagent. Nyob rau hauv kev tiv thaiv nitrogen, yaj 2-bromobiphenyl hauv anhydrous THF, txias rau rho tawm 78 degree, maj mam ntxiv n-hexane tov ntawm n-butyl lithium dropwise, do rau 1.5 teev, thiab tsim 2-bromobiphenyl magnesium bromide Grignard reagent.
Kauj Ruam 2: Nucleophilic ntxiv. Sib tov cov saum toj no -hais Grignard reagent nrog THF tov ntawm 2-bromo-9-fluorenone, tshem tawm cov dej khov da dej, thiab maj mam cua sov mus rau chav tsev kub rau cov tshuaj tiv thaiv. Tom qab cov tshuaj tiv thaiv tiav, nws yog quenched nrog saturated sodium bicarbonate aqueous tov thiab muab rho tawm nrog dichloromethane kom tau qhov nruab nrab ntawm 9- (2-biphenyl) -9-fluorenol.
Kauj Ruam 3: Acid catalyzed cyclization. Solub nruab nrab ntawm fluorenone nyob rau hauv acetic acid, ntxiv ib tug catalytic npaum li cas (li 5 mol%) ntawm concentrated hydrochloric acid, thiab reflux rau 12 teev. Tom qab txias, nws raug ntxuav los ntawm silica gel kem chromatography (siv ib tug sib tov ntawm dichloromethane thiab n-hexane li eluent) kom tau dawb powdery 2-bromo-9,9 '- spirobifluorene nrog tag nrho cov yield ntawm txog 70%.
Qhov zoo ntawm txoj kev no yog tias bromine atom twb nyob rau hauv qhov chaw los ntawm cov khoom pib, thiab tsis tas yuav tsum tau ntxiv bromination tom qab cyclization. Cov khoom purity siab (HPLC purity tuaj yeem ncav cuag tshaj 99%).
Txoj Kev 2:
Ua ntej synthesize 9,9 '- spirobifluorene core, thiab ces oxidize thiab brominate nws
Txoj kev no tau muab faib ua ob kauj ruam: thawj zaug, lub nplhaib kaw, thiab tom qab ntawd bromination.
Kauj ruam 1: Synthesis ntawm 9,9 '- spirobifluorene (SBF). Grignard reagent ntawm 2-bromobiphenyl tau hnov mob nrog 9-fluorenone kom tau txais qhov nruab nrab ntawm fluorenone los ntawm nucleophilic ntxiv. Tom qab ntawd, lub nplhaib raug kaw nyob rau hauv acidic tej yam kev mob kom tau unsubstituted 9,9 ' - spirobifluorene nrog ib tug yield ntawm 80%.
Kauj Ruam 2: Oxidative bromination. Siv sodium bromide ua qhov chaw bromine, hydrogen peroxide ua cov oxidant, thiab 1,2-dichloroethane ua cov kuab tshuaj, hnov mob ntawm 20℃rau 48 teev. Tab sis nyob rau hauv cov xwm txheej no, cov khoom tseem ceeb yog 2,2 ', 7,7' - tetrabromo-9,9 ' - spirobifluorene (nrog rau kev xaiv ntawm 95.1% thiab tawm los ntawm kwv yees li 80%), es tsis yog lub hom phiaj monobromide khoom.
Kev xaiv tswj ntawm monobromination yog qhov nyuaj ntawm txoj kev no. Yuav kom tau txais cov khoom lag luam mono brominated, kev tswj hwm nruj ntawm bromine sib npaug, lub sijhawm tshuaj tiv thaiv, thiab qhov kub thiab txias yuav tsum tau ua. Hauv kev ua haujlwm zoo, nws yog qhov nyuaj kom tsis txhob muaj polybrominated los ntawm - cov khoom, yog li txoj kev no yog qhov tsim nyog rau kev npaj cov khoom siv polybrominated.
Txoj Kev 3:
Ntau kauj ruam txoj kev pib los ntawm bromobenzene
Pib los ntawm pheej yig bromobenzene, lub hom phiaj cov khoom yog tau los ntawm plaub kauj ruam ntawm Grignard cov tshuaj tiv thaiv, coupling cov tshuaj tiv thaiv, ntxiv cov tshuaj tiv thaiv, thiab acid catalyzed nplhaib kaw cov tshuaj tiv thaiv. Txoj kev no muaj cov nqi raw khoom tsawg, tab sis muaj ntau cov kauj ruam, thiab cov ntaub ntawv tawm los ntawm txhua kauj ruam tsis meej raws li Txoj Kev 1, uas tsis tshua siv hauv kev lag luam.
Tsis tas li ntawd, tseem muaj cov ntaub ntawv patent ntawm txoj kev siv 2-bromobiphenyl ua raw khoom, thawj zaug reacting nrog dimethyl carbonate los ntawm kev hloov nucleophilic los tsim ib qho nruab nrab, thiab tom qab ntawd brominating thiab cyclization kom tau dibromospirobifluorene, nrog rau tag nrho cov txiaj ntsig ntawm kwv yees li 50%. Txawm li cas los xij, txoj kev no feem ntau tsom rau 2,2-dibromo cov khoom, tsis yog tib lub hom phiaj bromine.
Yog tias koj tab tom ua cov ntaub ntawv organic optoelectronic (OLED, perovskite solar cell qhov chaw thauj khoom, thiab lwm yam), txoj kev yog qhov kev xaiv nyab xeeb tshaj plaws . 2-bromo-9,9 '- spirobifluorene tuaj yeem txuas ntxiv los ntawm kev cuam tshuam xws li lithiation boronization thiab Buchwald coupling. Piv txwv li, nws tuaj yeem cuam tshuam nrog lithium diphenylphosphine rau synthesize diphenyl-2- (9,9' - spirobifluorene) phosphine (yield 60.6%), los yog siv los ua ke lub qhov thauj khoom Spiro-014 (yield txog 89.1%).
Cim npe nrov: 2-bromo-9,9'-spirobifluorene CAS 171408-76-7, lwm tus neeg, manufacturers, hoobkas, lag luam wholesale, yuav, nqe, tej, kev muag khoom