5,6-Difluoro-4,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazole

5,6-Difluoro-4,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazole

CAS Nr .: 1295502-63-4
Cov roj formula: C18H24B2F2N2O4S
Molecular Luj: 424.08
SMILES Code:CC1(C)C(C)(C)OB(C2=C(F)C(F)=C(B3OC(C)(C)C(C)(C)O3)C4=NSN=C42)O1

Khoom Taw qhia
Khoom npe 5,6-Difluoro-4,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazole
CAS Nr 1295502-63-4

 

Chemical Properties

 

Cov tshuaj no feem ntau yog cais tawm raws li cov khoom siv crystalline xws li tawm -dawb mus rau daj daj nyob rau hauv tsos. Nws cov molecular muaj pes tsawg leeg sib raug rau C18H24B2F2N2O4S nrog cov qauv hnyav ntawm kwv yees li 424. Qhov ntsuas kub ntawm qhov ntsuas kub yog nyob ze 477℃nyob rau hauv atmospheric siab, thaum kwv yees qhov ntom ntog ib ncig ntawm 1.16 g / cm³ ntawm qhov kub thiab txias. Qhov sib xyaw ua ke nthuav tawm cov cim lipophilic nrog tus lej LogP tus nqi siab tshaj 6.0, qhia txog nws qhov xwm txheej tsis zoo. Nws dissolves nkag tau yooj yim hauv cov kuab tshuaj organic xws li tetrahydrofuran, chloroform, thiab toluene, thaum qhia tias tsis muaj qhov tsis txaus ntseeg hauv dej thiab qis cawv. Ob lub pinacol boronate esters muaj kev cuam tshuam rau maj mam hydrolysis thaum lub sij hawm sib cuag nrog noo noo, yuav tsum tau cia nyob rau hauv cov dej tsis zoo. Kev khaws cia rau hauv cov thawv kaw nruj nreem nyob rau hauv qhov chaw tsis zoo ntawm qhov ntsuas kub qis (2-8 degree) tau pom zoo kom tswj hwm kev ncaj ncees. Kev sib cuag nrog cov neeg muaj zog oxidizing thiab protic acids yuav tsum tau zam kom tsis txhob decomposition ntawm boron{19}}muaj moieties.

 

Kev piav qhia

 

Cov khoom sib xyaw no sawv cev rau kev ua haujlwm sib luag ntawm benzothiadiazole derivative nyob rau hauv lub hauv paus heteroaromatic core bears ob fluorine atoms ntawm 5 thiab 6 txoj hauj lwm thiab ob pinacol- tiv thaiv boronic acid pawg ntawm 4 thiab 7 txoj hauj lwm. Lub benzo[c][1,2,5]thiadiazole nucleus yog lub qhov dej zoo-tsim hluav taws xob- tsis muaj lub tsev thaiv feem ntau siv rau hauv cov ntaub ntawv chemistry vim nws cov qauv geometry thiab cov hluav taws xob muaj zog - txais cov yam ntxwv. Kev taw qhia tswv yim ntawm fluorine atoms ntxiv txhim kho cov hluav taws xob- rho tawm ntawm cov tub ntxhais thaum cuam tshuam cov khoom ntim molecular los ntawm kev sib cuam tshuam ntawm halogen. Ob pawg boronate ester muab cov khoom siv hluav taws xob orthogonal nyob rau ntawm qhov sib txawv ntawm qhov tsis sib haum xeeb ntawm cov khoom muaj zog, ua rau kev tsim kho ntawm cov kab txuas txuas txuas txuas ntxiv los ntawm cov kab ke los yog ob qho tib si hla - kev sib txuas lus. Pinacol tiv thaiv pab pawg tiv thaiv cov boronic acids los ntawm oxidation ntxov ntxov thaum tseem tshem tau yooj yim nyob rau hauv me me transesterification tej yam kev mob. Qhov kev sib xyaw ua ke ntawm cov khoom siv hluav taws xob muaj zog- tsis muaj qhov tseem ceeb nrog ob lub npog ntsej muag - cov neeg koom ua ke ua rau cov molecule no yog ib qho tseem ceeb ntawm kev tsim cov neeg pub dawb- txais cov khoom siv nrog cov khoom siv hluav taws xob zoo.

 

Siv

 

Organic Photovoltaic Khoom
Hauv kev ua haujlwm ntawm cov khoom siv hluav taws xob, cov khoom siv hluav taws xob tsis zoo no benzothiadiazole ua haujlwm tseem ceeb hauv lub tsev thaiv rau kev sib xyaw ua ke qis -bandgap conjugated polymers thiab cov molecules me me rau cov hnub ci loj heterojunction. Cov tub ntxhais electron- tsis muaj peev xwm ua raws li qhov chaw txais khoom thaum copolymerized nrog electron- nplua nuj pub dawb xws li fluorene, carbazole, lossis benzodithiophene los ntawm Suzuki polycondensation. Cov txiaj ntsig pub dawb- txais cov polymers nthuav tawm dav dav dav dav dav mus rau hauv thaj tsam ze ntawm -infrared, ua kom muaj txiaj ntsig zoo ntawm photon thiab kev hloov hluav taws xob siab hauv cov khoom siv photovoltaic.


Organic Field-Cov nyhuv Transistors
Cov qauv nruj, qauv qauv thiab muaj zog electron affinity ntawm cov compound no ua rau nws muaj txiaj ntsig rau kev tsim n-hom thiab ambipolar semiconductors rau cov organic teb- cuam tshuam transistors. Kev koom ua ke rau hauv cov pob txha polymer conjugated los ntawm ob qho kev hla - kev sib txuas cov tshuaj tiv thaiv yields cov ntaub ntawv nrog cov khoom siv hluav taws xob siab thiab kev ruaj ntseg zoo heev. Cov tshuaj fluorine hloov mus ntxiv txhim kho cov yam ntxwv ntawm kev thauj mus los ntawm electron los ntawm kev txo qis qis qis ntawm lub zog molecular orbital zog thiab txhawb nqa cov khoom ntim hauv cov yeeb yaj kiab nyias.


Nyob ze -Infrared Fluorescent Probes
Qhov txuas txuas ntxiv thiab muaj zog intramolecular nqi hloov pauv cov yam ntxwv ntawm cov khoom sib txuas uas tau npaj los ntawm lub tsev thaiv no ua rau muaj kev txhim kho ze ntawm -infrared fluorescent dyes rau kev siv tshuaj lom neeg. Lub benzothiadiazole core muab tshwj xeeb photostability thiab quantum yields, thaum lub boronate leeg tso cai txuas ntawm solubilizing pawg thiab phiaj ligands. Cov kev sojntsuam no raug tshawb xyuas rau qhov sib sib zog nqus- cov duab kos duab, fluorescence- coj kev phais, thiab paub txog cov tshuaj lom neeg muaj feem cuam tshuam rau hauv ib puag ncig nyuaj.


Covalent Organic Framework Kev Tsim Kho
Raws li ib qho nyuaj, linear tsev thaiv nrog ob lub boronate functionalities, cov compound no yog ua hauj lwm nyob rau hauv lub synthesis ntawm boronate ester - txuas covalent organic moj khaum los ntawm condensation nrog polyhydroxy aromatics. Cov ntaub ntawv ntxeem tau ua ke ua ke cov khoom siv hluav taws xob- tsis muaj tus cwj pwm ntawm benzothiadiazole core nrog zoo- cov txheej txheem ntawm pore, ua rau cov ntawv thov hauv cov roj cia, sib cais, thiab cov catalysis heterogeneous. Cov fluorine hloov pauv tuaj yeem cuam tshuam lub hauv paus kev ruaj ntseg thiab cov qhua kev sib cuam tshuam los ntawm hydrophobic thiab halogen bonding cuam tshuam.

 

Cim npe nrov: 5,6-difluoro-4,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazole, Suav teb 5,6-difluoro-4,7-bis (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazole manufacturers, lwm tus neeg

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