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632-51-9 Usage

Chemical Properties

WHITE TO LIGHT BEIGE CRYSTALLINE POWDER

Uses

1,1,2,2-Tetraphenylethylene is used as a reagent in the synthesis of a dynamic covalent imine gel as a luminescent sensor. Studies show that 1,1,2,2-Tetraphenylethylene (TPE) can assemble into self-luminescent nanoparticles which are part of a drug delivery system that shows aggregation-induced emission and can be easily tracked in cells.

Purification Methods

Crystallise the ethylene from dioxane or from EtOH/*C6H6. Sublime it under high vacuum. [Beilstein 5 H 743, 5 IV 2780.]

Check Digit Verification of cas no

The CAS Registry Mumber 632-51-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 2 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 632-51:
(5*6)+(4*3)+(3*2)+(2*5)+(1*1)=59
59 % 10 = 9
So 632-51-9 is a valid CAS Registry Number.
InChI:InChI=1/C26H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22)26(23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H

632-51-9 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (L00222)  Tetraphenylethylene, 98%   

  • 632-51-9

  • 5g

  • 489.0CNY

  • Detail
  • Alfa Aesar

  • (L00222)  Tetraphenylethylene, 98%   

  • 632-51-9

  • 25g

  • 1800.0CNY

  • Detail

632-51-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,1',1'',1'''-(1,2-Ethenediylidene)tetrakisbenzene

1.2 Other means of identification

Product number -
Other names 1,2,2-triphenylethenylbenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:632-51-9 SDS

632-51-9Synthetic route

benzophenone
119-61-9

benzophenone

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With woollins’ reagent In toluene for 20h; Heating;100%
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 70℃; for 12h; Inert atmosphere;98%
With pyridine; titanium tetrachloride; zinc In 1,4-dioxane for 0.0833333h; microwave irradiation;97%
Dichlorodiphenylmethane
2051-90-3

Dichlorodiphenylmethane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With nickel In 1,2-dimethoxyethane for 2h; Ambient temperature;99%
With nickel In 1,2-dimethoxyethane for 2h; Ambient temperature;99%
With CrCl*nTHF In tetrahydrofuran Heating;98%
Thiobenzophenon
1450-31-3

Thiobenzophenon

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With copper In dimethyl sulfoxide for 31h; Ambient temperature;98%
With Mg-graphite In tetrahydrofuran Ambient temperature;86%
at 170 - 180℃;
2,2,3,3-tetraphenylthiirane
4413-23-4

2,2,3,3-tetraphenylthiirane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
tris-(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 0℃; for 1h;98%
3,3,6,6-tetraphenyl-1,2,4,5-tetrathiane
189503-05-7

3,3,6,6-tetraphenyl-1,2,4,5-tetrathiane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With copper In various solvent(s) for 1h; Heating;98%
iodobenzene
591-50-4

iodobenzene

diphenyl acetylene
501-65-5

diphenyl acetylene

phenylboronic acid
98-80-6

phenylboronic acid

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With tetramethylorthosilicate; triethoxy(octyl)silane; sodium dodecyl-sulfate; palladium diacetate; potassium carbonate In methanol; ethanol; water; butan-1-ol at 80℃; for 2h; Suzuki coupling;98%
Stage #1: iodobenzene; diphenyl acetylene; phenylboronic acid With potassium hydrogencarbonate In water; N,N-dimethyl-formamide at 100℃; for 0.166667h;
Stage #2: With bis(benzonitrile)palladium(II) dichloride In water; N,N-dimethyl-formamide at 100℃; for 24h;
92%
With potassium hydrogencarbonate; bis(benzonitrile)palladium(II) dichloride In water; N,N-dimethyl-formamide at 100℃; for 12h;92%
With potassium hydrogencarbonate; bis(benzonitrile)palladium(II) dichloride In water; N,N-dimethyl-formamide at 100℃; for 24h;74%
With [(OCH2CMe2CH2O)P-S-Pd(PPh3)]2; potassium carbonate In water at 100℃; for 0.5h;60%
styrene
292638-84-7

styrene

bromobenzene
108-86-1

bromobenzene

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; P(p-CH3OC6H4)3; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Reagent/catalyst;98%
2,2-diphenyl-1,3-dithiolane
6317-10-8

2,2-diphenyl-1,3-dithiolane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With tungsten hexacarbonyl In chlorobenzene at 160℃;97%
With tungsten hexacarbonyl In chlorobenzene for 24h; Heating;97%
phenylboronic acid
98-80-6

phenylboronic acid

(2-halo-1,2-diphenylethenyl)benzene

(2-halo-1,2-diphenylethenyl)benzene

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With potassium phosphate monohydrate; C50H60F3NO6PPdS In water at 55℃; for 12h; Suzuki-Miyaura Coupling;97%
4,4,5,5-Tetraphenyl-[1,3]dithiolane-2-carboxylic acid methyl ester
81113-44-2

4,4,5,5-Tetraphenyl-[1,3]dithiolane-2-carboxylic acid methyl ester

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With potassium hydroxide In methanol Heating;96%
Dichlorodiphenylmethane
2051-90-3

Dichlorodiphenylmethane

A

benzophenone
119-61-9

benzophenone

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With benzaldehyde; tetrakis(triethylphosphine)nickel(0) In tetrahydrofuran for 2h; Heating;A 1%
B 95%
bromobenzene
108-86-1

bromobenzene

diphenyl acetylene
501-65-5

diphenyl acetylene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

A

Triphenylethylene
58-72-0

Triphenylethylene

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
Stage #1: diphenyl acetylene; bis(pinacol)diborane With tetrakis(triphenylphosphine)platinum In 1,4-dioxane at 180℃; for 0.5h; microwave irradiation;
Stage #2: bromobenzene With palladium diacetate; potassium hydroxide; triphenylphosphine In 1,4-dioxane at 140℃; for 0.5h; Suzuki cross-coupling reaction; microwave irradiation; Further stages.;
A n/a
B 95%
C26H21N3

C26H21N3

benzene
71-43-2

benzene

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h; Inert atmosphere;95%
4-morpholinoacetophenone
39910-98-0

4-morpholinoacetophenone

benzophenone
119-61-9

benzophenone

A

1,1-diphenyl-2-(p-morpholinylphenyl)propene

1,1-diphenyl-2-(p-morpholinylphenyl)propene

B

C24H30N2O2

C24H30N2O2

C

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;A 94%
B 1.4%
C 3%
N-benzyloxycarbonylproline 2-iodoethyl ester

N-benzyloxycarbonylproline 2-iodoethyl ester

1,2-disodiotetraphenylethane
7381-16-0

1,2-disodiotetraphenylethane

A

10-undecenyl methyl ether
7289-47-6

10-undecenyl methyl ether

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
In tetrahydrofuran at -80℃; for 30h;A 94%
B n/a
benzophenone
119-61-9

benzophenone

1-phenylpiperidin-4-one
19125-34-9

1-phenylpiperidin-4-one

A

1-phenyl-4-benzhydrylidenepiperidine

1-phenyl-4-benzhydrylidenepiperidine

B

1,1'-diphenyl-[4,4']bipiperidinylidene

1,1'-diphenyl-[4,4']bipiperidinylidene

C

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;A 92.5%
B 0.5%
C 5%
3,3,4,4-tetraphenyl-β-thiolactone
67069-87-8

3,3,4,4-tetraphenyl-β-thiolactone

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
cobalt In benzene for 18h; Heating;92%
Dichlorodiphenylmethane
2051-90-3

Dichlorodiphenylmethane

A

Diphenylmethane
101-81-5

Diphenylmethane

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With vanadium monochloride In tetrahydrofuran at 25℃; for 12h; Inert atmosphere;A 1%
B 92%
With sodium hydrogen telluride In ethanol Heating;A 33%
B 37%
Thiobenzophenon
1450-31-3

Thiobenzophenon

A

2,2,3,3-tetraphenylthiirane
4413-23-4

2,2,3,3-tetraphenylthiirane

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene at 25℃; for 1h;A 6%
B 92%
benzophenone
119-61-9

benzophenone

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

A

1,1-diphenyl-2-(p-methoxyphenyl)propene
13560-37-7

1,1-diphenyl-2-(p-methoxyphenyl)propene

B

4,4'-(but-2-ene-2,3-diyl)bis(methoxybenzene)
895-37-4

4,4'-(but-2-ene-2,3-diyl)bis(methoxybenzene)

C

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;A 92%
B 2%
C 4%
2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine
2164-34-3

2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine

1,2-disodiotetraphenylethane
7381-16-0

1,2-disodiotetraphenylethane

A

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

B

2-allyloxyphenol
1126-20-1

2-allyloxyphenol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.166667h;A n/a
B 92%
styrene
292638-84-7

styrene

iodobenzene
591-50-4

iodobenzene

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; sodium carbonate; triphenylphosphine In tetrahydrofuran at 100℃; for 24h; Catalytic behavior; Solvent;91%
benzophenone
119-61-9

benzophenone

N-(4-oxocyclohexyl)acetamide
27514-08-5

N-(4-oxocyclohexyl)acetamide

A

N-(4-benzhydrylidenecyclohexyl)acetamide

N-(4-benzhydrylidenecyclohexyl)acetamide

B

N-(4'-acetylamino-bicyclohexyliden-4-yl)-acetamide

N-(4'-acetylamino-bicyclohexyliden-4-yl)-acetamide

C

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;A 90.5%
B 2%
C 4%
1,1-dibromo-2,2-diphenylethylene
2592-73-6

1,1-dibromo-2,2-diphenylethylene

phenylboronic acid
98-80-6

phenylboronic acid

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In water; toluene at 90℃; Suzuki Coupling; Inert atmosphere;90.3%
benzophenone
119-61-9

benzophenone

A

Diphenylmethane
101-81-5

Diphenylmethane

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With titanium In tetrahydrofuran for 20h; Heating;A 5%
B 90%
With tetraphosphorus decasulfide; diphosphorus tetraiodide at 130℃; for 3h;A 21%
B 35%
With zinc
With sodium chloride; zinc(II) chloride; zinc at 220 - 290℃;
benzophenone
119-61-9

benzophenone

A

benzopinacolone
466-37-5

benzopinacolone

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With aluminium trichloride; zinc In acetonitrile at 35℃; for 12h; irradiation of ultrasonic wave;A 90%
B 7%
With diiododimethylsilane; zincA 70%
B 4%
With tetrachlorosilane; zinc In dichloromethane at 20℃; for 26h;A 69%
B 24%
With aluminum tri-bromide; zinc In acetonitrile at 35℃; for 12h; irradiation of ultrasonic wave;A 12%
B 57%
1,2-dichloro-1,1,2,2-tetraphenylethane
1600-30-2

1,2-dichloro-1,1,2,2-tetraphenylethane

A

benzopinacolone
466-37-5

benzopinacolone

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; mercury; zinc for 2h; Heating;A 10%
B 90%
With hydrogenchloride; acetic acid; mercury; zinc for 2h; Product distribution; Heating;A 10%
B 90%
4,4,5,5-tetraphenyl-1,3-dithiolane
88691-94-5

4,4,5,5-tetraphenyl-1,3-dithiolane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With methanol; nickel for 96h; Hydrogenolysis; ring cleavage; Heating;90%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,1,2,2-tetraphenylethane
632-50-8

1,1,2,2-tetraphenylethane

Conditions
ConditionsYield
With iodine; hypophosphorous acid In acetic acid for 96h; Heating;100%
With palladium 10% on activated carbon; hydrogen In methanol under 760.051 Torr; for 2h;91%
With C7H14N3(1+)*Cl(1-); sodium triethylborohydride; cobalt(II) chloride In tetrahydrofuran at 120℃; under 37503.8 Torr; for 16h; Autoclave;91%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,1,2,2-tetrakis(4-bromophenyl)ethene
61326-44-1

1,1,2,2-tetrakis(4-bromophenyl)ethene

Conditions
ConditionsYield
With bromine; acetic acid In dichloromethane100%
With bromine; acetic acid In dichloromethane at 0 - 21℃; for 4h;98%
With bromine at 20℃; for 336h;95%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

9,10-diphenylphenanthrene
602-15-3

9,10-diphenylphenanthrene

Conditions
ConditionsYield
With methanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; for 0.5h; Inert atmosphere;100%
With methanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; for 0.5h; Inert atmosphere;99%
With iron(III) chloride In nitromethane; dichloromethane at 0℃; for 2h; Inert atmosphere;83%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,2-difluoro-1,1,2,2-tetraphenylethane
137742-81-5

1,2-difluoro-1,1,2,2-tetraphenylethane

Conditions
ConditionsYield
With (HF)nPy; N-fluorobis<(trifluoromethyl)sulfonyl>imide In dichloromethane at 0℃;100%
With xenon difluoride; hydrogen fluoride In dichloromethane for 1h;66%
With xenon difluoride; iodine In chloroform-d1 at 20℃;60%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,1,2,2-tetrakis(4-nitrophenyl)ethene
47797-98-8

1,1,2,2-tetrakis(4-nitrophenyl)ethene

Conditions
ConditionsYield
With magnesium sulfate; Nitrogen dioxide under 225.02 Torr; for 12h; Ambient temperature;95%
With nitric acid; acetic anhydride; acetic acid at -40℃; for 1h;95%
With nitric acid; acetic acid at 0 - 20℃; for 3.33333h;85%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

tetrakis(4-sulfophenyl)ethene

tetrakis(4-sulfophenyl)ethene

Conditions
ConditionsYield
With sulfuric acid at 110℃; for 3h;95%
With sulfuric acid at 115℃; for 4h;90%
With sulfuric acid at 110℃; for 3h;89%
With sulfuric acid at 114.84℃; for 4h;
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,1,2,2-tetrakis( 4-bromophenyl)ethane

1,1,2,2-tetrakis( 4-bromophenyl)ethane

Conditions
ConditionsYield
With bromine; acetic acid In dichloromethane at 0 - 20℃; for 3h;95%

632-51-9Relevant articles and documents

Crystal and molecular structure of benzophenone azine: evidence for an Fe(II) carbene intermediate

Saha, Anjan K.,Hossain, M. Mahmun,Grubisha, Desiree S.,Bennett, Dennis W.

, p. 383 - 388 (1995)

Benzophenone azine crystallizes in the monoclinic space group A2/a (No. 15) with a=16.303(3) Angstroem, b=5.4864(2) Angstroem, c=21.973(5) Angstroem, β=85.52(2)deg, V=1959.4(8) Angstroem3, and Dcalc=1.22 g cm-3 for Z=4.The structure was solved by direct methods and refined against F to a final R value of 0.047.The unit cell contains four molecules of the title compound; the asymmetric unit consists of half a molecule.Despite the high crystallographic symmetry, the two halves of the molecule are not related by a center of symmetry; instead, the molecule adopts C2 symmetry; the molecular C2 axis is coincident with the crystallographic twofold axis.The formation of benzophenone azine from the reaction of the iron-containing Lewis acid complex 5-C5H5)Fe(CO)2(THF)>+ - and diphenyldiazomethane provides strong evidence for an Fe(II) carbene intermediate.KEY WORDS: Azine; azitine; iron(II) carbene; catalyst.

Meyers et al.

, p. 1105 (1974)

Hong et al.

, p. 993 (1972)

-

Bachmann

, p. 449 (1934)

-

Synthesis of wholly aromatic polymers possessing tetra-aryl-substituted vinylene units by palladium-catalyzed three-component coupling polymerization

Nakagawa, Kojiro,Tomita, Ikuyoshi

, p. 638 - 639 (2007)

The synthesis of novel wholly aromatic poly(arylenevinylene)s containing tetra-aryl-substituted olefin units in the main chain by the three-component coupling polymerization of aryl dihalides, aryl diboronic acids, and acetylene derivatives is described. For instance, a polymer (Mn = 2600, M w/Mn = 1.6) was obtained in a 76% yield by the polymerization of 1,4-diiodobenzene, diphenylacetylene, and 1,4- phenylenediboronic acid in DMF/H2O at 100°C for 24 h in the presence of PdCl2(PhCN)2 (1 mol %) and KHCO3. The obtained polymer is soluble in organic solvents such as CHCl3, THF, and toluene, although it does not have any soft lateral segments. Copyright

Meso/microporous carbons from conjugated hyper-crosslinked polymers based on tetraphenylethene for high-performance co2 capture and supercapacitor

Ahmed, Mahmoud M. M.,Du, Wei-Ting,Kuo, Shiao-Wei,Mohamed, Mohamed Gamal

, (2021)

In this study, we successfully synthesized two types of meso/microporous carbon materials through the carbonization and potassium hydroxide (KOH) activation for two different kinds of hyper-crosslinked polymers of TPE-CPOP1 and TPE-CPOP2, which were synthesized by using Friedel–Crafts reaction of tetraphenylethene (TPE) monomer with or without cyanuric chloride in the presence of AlCl3 as a catalyst. The resultant porous carbon materials exhibited the high specific area (up to 1100 m2 g?1 ), total pore volume, good thermal stability, and amorphous character based on thermogravimetric (TGA), N2 adsoprtion/desorption, and powder X-ray diffraction (PXRD) analyses. The as-prepared TPE-CPOP1 after thermal treatment at 800?C (TPE-CPOP1-800) displayed excellent CO2 uptake performance (1.74 mmol g?1 at 298 K and 3.19 mmol g?1 at 273 K). Furthermore, this material possesses a high specific capacitance of 453 F g?1 at 5 mV s?1 comparable to others porous carbon materials with excellent columbic efficiencies for 10,000 cycle at 20 A g?1 .

-

Roberts et al.

, p. 760,763 (1951)

-

-

Boissieu

, p. 681 (1888)

-

A Tetradentate Phosphonate Ligand-based Ni-MOF as a Support for Designing High-performance Proton-conducting Materials

Chakraborty, Debabrata,Ghorai, Arijit,Chowdhury, Avik,Banerjee, Susanta,Bhaumik, Asim

supporting information, p. 1562 - 1569 (2021/05/13)

Developing a robust metal-organic framework (MOF) which facilitates proton hopping along the pore channels is very demanding in the context of fabricating an efficient proton-conducting membrane for fuel cells. Herein, we report the synthesis of a novel tetradentate aromatic phosphonate ligand H8L (L=tetraphenylethylene tetraphosphonic acid) based Ni-MOF, whose crystal structure has been solved from single-crystal X-ray diffraction. Ni-MOF [Ni2(H4L)(H2O)9(C2H7SO)(C2H7NCO)] displays a monoclinic crystal structure with a space group of P 21/c, a=11.887 ?, b=34.148 ?, c=11.131 ?, α=γ=90°, β=103.374°, where a nickel-hexahydrate moiety located inside the void space of the framework through several H-bonding interactions. Upon treatment of the Ni-MOF in different pH media as well as solvents, the framework remained unaltered, suggesting the presence of strong H-bonding interactions in the framework. High framework stability of Ni-MOF bearing H-bonding interactions motivated us to explore this metal-organic framework material as proton-conducting medium after external proton doping. Due to the presence of a large number of H-bonding interactions and the presence of water molecules in the framework we have carried out the doping of organic p-toluenesulfonic acid (PTSA) and inorganic sulphuric acid (SA) in this Ni-MOF and observed high proton conductivity of 5.28×10?2 S cm?1 at 90 °C and 98% relative humidity for the SA-doped material. Enhancement of proton conductivity by proton doping under humid conditions suggested a very promising feature of this Ni-MOF.

Stimuli-responsive transmembrane anion transport by AIE-active fluorescent probes

Akhtar, Nasim,Biswas, Oindrila,Manna, Debasis

supporting information, p. 7446 - 7459 (2021/09/08)

Anticancer drug resistance implicates multifunctional mechanisms, and hypoxia is one of the key factors in therapeutic resistance. Hypoxia-specific therapy is considered an extremely effective strategy to fight against cancer. The development of small molecule-based synthetic anion transporters has also recently drawn attention for their potential therapeutic applications against several ion-transport-associated diseases, such as cancer and others. Herein, we describe the development of a hypoxia-responsive proanionophore to trigger controlled transport of anions across membranes under pathogenic conditions. Herein, we report the development of tetraphenylethene (TPE)-based anion transporters. The sulfonium-linkedp-nitrobenzyl containing TPE-based proanionophore could be converted into a lipophilic fluorescent Cl?ion carrier in a hypoxic or reductive environment. Stimuli such as nitroreductase (NTR) and glutathione (GSH) mediated regeneration of the TPE-based active Cl?ion transporter also showed aggregation-induced emission (AIE) properties. We hypothesize that such hypoxia and reductive stimuli activatable proanionophores have tremendous potential to fight against channelopathies, including cancer.

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