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Perylene-3,4,9,10-tetracarboxylic acid is a polycyclic aromatic hydrocarbon (PAH) that belongs to the perylene dicarboxylic acid family. It features a perylene backbone with four carboxylic acid groups attached, exhibiting unique chemical and optical properties.

81-32-3

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81-32-3 Usage

Uses

Used in Dye and Pigment Industry:
Perylene-3,4,9,10-tetracarboxylic acid is used as a pigment in dyes for its vibrant color properties, offering a wide range of applications in coloring various materials.
Used in Organic Semiconductor Production:
In the field of organic semiconductors, perylene-3,4,9,10-tetracarboxylic acid serves as a key component due to its electronic properties, contributing to the development of advanced electronic devices and materials.
Used as a Fluorescent Probe in Biomedical Research:
Perylene-3,4,9,10-tetracarboxylic acid is utilized as a fluorescent probe in biomedical research, taking advantage of its strong absorption in the visible region and high photoluminescence quantum yield for imaging and sensing applications.
Used in Organic Photovoltaic Devices:
perylene-3,4,9,10-tetracarboxylic acid is employed in the development of organic photovoltaic devices, where its light-absorbing and photoluminescent properties enhance the efficiency of solar energy conversion.
Used in Organic Light-Emitting Diodes (OLEDs):
Perylene-3,4,9,10-tetracarboxylic acid is used in the production of organic light-emitting diodes, capitalizing on its strong emission properties to create high-quality displays and lighting solutions.
Used in Environmental Research:
Perylene-3,4,9,10-tetracarboxylic acid has been studied for its potential as a pollutant and environmental contaminant. Researchers investigate its sources, fate, and effects on ecosystems to better understand and mitigate its impact on the environment.

Check Digit Verification of cas no

The CAS Registry Mumber 81-32-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 1 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 81-32:
(4*8)+(3*1)+(2*3)+(1*2)=43
43 % 10 = 3
So 81-32-3 is a valid CAS Registry Number.
InChI:InChI=1/C24H12O8/c25-21(26)13-5-1-9-10-2-6-15(23(29)30)20-16(24(31)32)8-4-12(18(10)20)11-3-7-14(22(27)28)19(13)17(9)11/h1-8H,(H,25,26)(H,27,28)(H,29,30)(H,31,32)

81-32-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name perylene-3,4,9,10-tetracarboxylic acid

1.2 Other means of identification

Product number -
Other names perylene-3,4,9,10-tetracarboxylic dianhydride

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:81-32-3 SDS

81-32-3Synthetic route

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In water for 12h; Heating;99%
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide In water at 20℃; for 6h;
Stage #2: With hydrogenchloride In water pH=Ca. 7;
80%
With sodium hydroxide
1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylic acid
118153-98-3

1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylic acid

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol at 155 - 160℃; for 4h;91%
1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid
107905-43-1

1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol at 120℃; for 1h;82%
dibenzo[cd,lm]perylene-1,3,8,10-tetraone

dibenzo[cd,lm]perylene-1,3,8,10-tetraone

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
With alkaline sodium hypochlorite
With chromium(III) oxide; sulfuric acid
3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione
857785-32-1

3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
With potassium permanganate; sulfuric acid at 20℃;
With sodium dichromate; sulfuric acid at 20℃;
C32H18O
38250-80-5

C32H18O

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
With nitric acid at 165 - 190℃;
1-Benzoyloxy-peropyren
21020-04-2

1-Benzoyloxy-peropyren

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
With nitric acid at 180 - 200℃;
sulfuric acid
7664-93-9

sulfuric acid

3,4,9,10-perylene tetracarboxyxlic acid diimide
81-33-4

3,4,9,10-perylene tetracarboxyxlic acid diimide

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
at 200℃;
at 200℃;
perylene-tetracarboxylic acid-(3.4.9.10)-diimide

perylene-tetracarboxylic acid-(3.4.9.10)-diimide

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 200℃;
sulfuric acid
7664-93-9

sulfuric acid

3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione
857785-32-1

3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione

permanganate

permanganate

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
sulfuric acid
7664-93-9

sulfuric acid

3,10-diamino-2,9-dimethyl-dibenzo[cd,lm]perylene-1,8-dione

3,10-diamino-2,9-dimethyl-dibenzo[cd,lm]perylene-1,8-dione

potassium permanganate

potassium permanganate

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
sulfuric acid
7664-93-9

sulfuric acid

3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione
857785-32-1

3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione

sodium dichromate

sodium dichromate

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
1,7-dichloroperylene-3,4,9,10-tetracarboxylic acid
118129-58-1

1,7-dichloroperylene-3,4,9,10-tetracarboxylic acid

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 59 percent / Cl2, 3percent oleum / 9 h / 70 - 75 °C
2: 91 percent / KOH / ethane-1,2-diol / 4 h / 155 - 160 °C
View Scheme
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

PERYLENE
198-55-0

PERYLENE

Conditions
ConditionsYield
With sodalime at 450 - 500℃; stream of superheated steam;96%
bei der trocknen Destillation des Calciumsalzes;
With potassium hydroxide at 250℃; beim Erhitzen des Kaliumsalzes im Autoklaven;
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

N,N-diethylethylenediamine
100-36-7

N,N-diethylethylenediamine

N,N'-bis(2-(N'',N''-diethylamino)ethyl)perylene-3,4:9,10-bis(dicarboximide)
73528-90-2

N,N'-bis(2-(N'',N''-diethylamino)ethyl)perylene-3,4:9,10-bis(dicarboximide)

Conditions
ConditionsYield
In water Heating;88%
1.) DMF, 145 deg C - 150 deg C, 1 h, 2.) 125 deg C - 140 deg C, 2 h; Yield given. Multistep reaction;
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

benzyl chloride
100-44-7

benzyl chloride

perylene 3,4,9,10-tetracarboxylic acid tetrabenzyl ester
698998-98-0

perylene 3,4,9,10-tetracarboxylic acid tetrabenzyl ester

Conditions
ConditionsYield
With dmap; 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;86%
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

1,12-sulfonyloxyperylene-3,4,9,10-tetracarboxylic acid
79750-27-9

1,12-sulfonyloxyperylene-3,4,9,10-tetracarboxylic acid

Conditions
ConditionsYield
85%
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

N-butylamine
109-73-9

N-butylamine

2,9-dibutylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone
52000-75-6

2,9-dibutylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone

Conditions
ConditionsYield
With 1H-imidazole at 120℃; for 4h;80%
4-aminobutyrylaldehyde diethylacetal
6346-09-4

4-aminobutyrylaldehyde diethylacetal

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

N,N'-bis(4,4-diethoxybutyl)perylene-3,4,9,10-tetracarboxylic diimide
1446681-44-2

N,N'-bis(4,4-diethoxybutyl)perylene-3,4,9,10-tetracarboxylic diimide

Conditions
ConditionsYield
With 1H-imidazole at 120℃; for 4h;78%
3,5-bis(benzyloxy)benzyl bromide
24131-32-6

3,5-bis(benzyloxy)benzyl bromide

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

tetrakis[3,5-di(benzyloxy)benzyl] 3,4,9,10-perylenetetracarboxylate

tetrakis[3,5-di(benzyloxy)benzyl] 3,4,9,10-perylenetetracarboxylate

Conditions
ConditionsYield
With dmap; 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 85℃; for 12h;76%
3-benzyloxybenzyl bromide
1700-31-8

3-benzyloxybenzyl bromide

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

tetrakis[3-(benzyloxy)benzyl] 3,4,9,10-perylenetetracarboxylate

tetrakis[3-(benzyloxy)benzyl] 3,4,9,10-perylenetetracarboxylate

Conditions
ConditionsYield
With dmap; 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 85℃; for 12h;72%
copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

ethanol
64-17-5

ethanol

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

ethylenediamine
107-15-3

ethylenediamine

C32H44Cu2N8O10*3H2O*C2H6O

C32H44Cu2N8O10*3H2O*C2H6O

Conditions
ConditionsYield
In water at 20℃; for 0.5h;72%
2-[2-(2-methoxyethoxy)ethoxy]ethylamine
74654-07-2

2-[2-(2-methoxyethoxy)ethoxy]ethylamine

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

N,N'-di-[10-(3,6,9-trioxadecyl)]perylene-3,4,9,10-bis(dicarboximide)

N,N'-di-[10-(3,6,9-trioxadecyl)]perylene-3,4,9,10-bis(dicarboximide)

Conditions
ConditionsYield
With 1H-imidazole; zinc diacetate at 160℃; for 18h; Inert atmosphere;47%
titanium(IV) isopropylate
546-68-9

titanium(IV) isopropylate

1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

2Ti(4+)*6C3H7O(1-)*2C12H8N2*C30H22O8(2-)*C3H8O

2Ti(4+)*6C3H7O(1-)*2C12H8N2*C30H22O8(2-)*C3H8O

Conditions
ConditionsYield
In toluene at 40℃; for 144h; Inert atmosphere; Sealed tube;38%
(2S,3S)-3-amino-4-{4,4’-dimethoxytrityloxy}butan-2-ol
956092-70-9

(2S,3S)-3-amino-4-{4,4’-dimethoxytrityloxy}butan-2-ol

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

isopropylamine
75-31-0

isopropylamine

C52H42N2O8
1260145-35-4

C52H42N2O8

Conditions
ConditionsYield
Stage #1: (2S,3S)-3-amino-4-{4,4’-dimethoxytrityloxy}butan-2-ol; perylene-3,4,9,10-tetracarboxylic acid With zinc diacetate; triethylamine In pyridine for 24h; Molecular sieve; Reflux;
Stage #2: isopropylamine With zinc diacetate; triethylamine In pyridine for 24h; Molecular sieve; Reflux;
28%
7-amino-1,12-tridecadiene
1402226-20-3

7-amino-1,12-tridecadiene

perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

N,N'-di(1,12-tridecadiene-7-yl)perylene-3,4,9,10,tetracarboxylic acid bisimide
1402226-21-4

N,N'-di(1,12-tridecadiene-7-yl)perylene-3,4,9,10,tetracarboxylic acid bisimide

Conditions
ConditionsYield
With zinc diacetate In quinoline at 230℃; for 5h; Inert atmosphere;12%
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

ethanolamine
141-43-5

ethanolamine

N-hydroxyethyl-3,4:9,10-perylenetetracarboxylic-3,4-anhydride-9,10-imide
80689-49-2

N-hydroxyethyl-3,4:9,10-perylenetetracarboxylic-3,4-anhydride-9,10-imide

Conditions
ConditionsYield
Stage #1: perylene-3,4,9,10-tetracarboxylic acid; ethanolamine In water at 0℃; for 5h; Reflux;
Stage #2: With sulfuric acid In water at 90℃; for 0.5h;
10%
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

methylamine hydrochloride
593-51-1

methylamine hydrochloride

N,N'-Dimethylperylene-3,4,9,10-biscarboximide
5521-31-3

N,N'-Dimethylperylene-3,4,9,10-biscarboximide

Conditions
ConditionsYield
at 180 - 200℃;
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

3,4,9,10-perylene tetracarboxyxlic acid diimide
81-33-4

3,4,9,10-perylene tetracarboxyxlic acid diimide

Conditions
ConditionsYield
at 200 - 230℃; durch Erhitzen des Tetraammoniumsalzes mit Ammoniumcarbonat;
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

Conditions
ConditionsYield
With acetic anhydride
With sodium hydroxide
With sulfuric acid at 20℃; for 12h;
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

4-chloro-aniline
106-47-8

4-chloro-aniline

3,4,9,10-perylenetetracarboxylic acid N,N'-di(4-chlorophenyl)diimide
2379-77-3

3,4,9,10-perylenetetracarboxylic acid N,N'-di(4-chlorophenyl)diimide

Conditions
ConditionsYield
at 100 - 120℃;
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

aniline
62-53-3

aniline

2,9-diphenylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone
128-65-4

2,9-diphenylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone

Conditions
ConditionsYield
With acetic acid at 100 - 120℃;
at 100 - 120℃;
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

N,N-dimethylethylenediamine
108-00-9

N,N-dimethylethylenediamine

2,9-bis(2-(dimethylamino)ethyl)anthra[2,1,9-def:6,5,10-d′e′f ′]-diisoquinoline-1,3,8,10(2H,9H)-tetraone
73528-89-9

2,9-bis(2-(dimethylamino)ethyl)anthra[2,1,9-def:6,5,10-d′e′f ′]-diisoquinoline-1,3,8,10(2H,9H)-tetraone

Conditions
ConditionsYield
1.) DMF, 145 deg C - 150 deg C, 1 h, 2.) 125 deg C - 140 deg C, 2 h; Yield given. Multistep reaction;
perylene-3,4,9,10-tetracarboxylic acid
81-32-3

perylene-3,4,9,10-tetracarboxylic acid

KOH-solution

KOH-solution

A

PERYLENE
198-55-0

PERYLENE

B

Perylene-3-carboxylic acid
7350-88-1

Perylene-3-carboxylic acid

C

perylene-3,4,9-tricarboxylic acid

perylene-3,4,9-tricarboxylic acid

D

perylene-dicarboxylic acid-(3.9 or 3.10)

perylene-dicarboxylic acid-(3.9 or 3.10)

Conditions
ConditionsYield
at 190 - 250℃; im Autoklaven;

81-32-3Relevant articles and documents

The role of reducing agent in perylene tetracarboxylic acid coating on graphene sheets enhances Pd nanoparticles-electrocalytic ethanol oxidation

Li, Shuwen,Yang, Honglei,Dong, Zhengping,Guo, Shujing,Zhao, Jiahui,Gou, Galian,Ren, Ren,Huang, Jingwei,Jin, Jun,Ma, Jiantai

, p. 2303 - 2310 (2013)

New catalysts, consisting of perylene tetracarboxylic acid functionalized graphene sheets support-enhanced electrocatalytic Pd nanoparticles (Pd/PTCA-GS), were fabricated using different reducing agents, including H2, NaBH4 and ethylene glycol (EG). The graphene sheets (GS) were functionalized via π-π stacking and hydrophobic forces. The information of the morphologies, sizes, and dispersion of Pd nanoparticles (NPs) for the as-prepared catalysts was verified by transmission electron microscopy (TEM), high-resolution transmission electron microscopy (HRTEM), Raman spectra and X-ray diffraction (XRD). As the ethanol electro-oxidation anode catalysts, the new catalysts exhibited better kinetics, higher electrocatalytic activity, better tolerance and better electrochemical stability than the Pd/GS and Pd/C, which illustrated that the new catalysts had potential applications in direct ethanol alkaline fuel cells (DEAFCs). Most attractively, the role of the chemical reduction methods (the NaBH4, EG and H2 as reducing agents) were studied systematically for the ethanol electro-oxidation anode catalysts in DEAFCs. As expected, the chemical reduction method remarkably affected the electrochemical behavior. Among all the Pd/PTCA-GS catalysts tested, Pd/PTCA-GS(NaBH4) exhibited the highest catalytic activity and stability, which may be due to the Pd NPs for Pd/PTCA-GS(NaBH4) having a narrow size distribution, uniform distribution and more perfect crystal structure than that of other as-prepared nanocomposites. These Pd/PTCA-GS are promising catalysts for developing a highly efficient direct ethanol alkaline fuel cells system for power applications. The Royal Society of Chemistry 2013.

Tunable fluorescent pH sensor based on water-soluble perylene tetracarboxylic acid/Fe3+

Xu, Ping,Pan, Cuicui,Zhao, Yingjie,Kong, Xiangxue,Sun, Juanjuan,Xu, Maoyou,Shi, Zhiqiang

, p. 307 - 309 (2012)

A novel fluorescent pH sensor with tunable response range was designed based on highly fluorescent 3,4:9,10-perylene tetracarboxylic ammonium, which could coordinate the paramagnetic Fe3+ ions to turn off its fluorescence and could also release Fe3+ to turn on the fluorescence again at higher pH. The fluorescent pH sensor was tunable in the presence of different ligands in aqueous solution. Copyright

Dual-responses for electrochemical and electrochemiluminescent detection based on a bifunctional probe

Han, Jing,Zhuo, Ying,Chai, Yaqin,Yuan, Ruo

, p. 3367 - 3369 (2014)

A bifunctional probe (PTC-Tb) which acts as not only a well-defined and stable electrochemical redox molecule but also as a highly efficient co-reactant of an electrochemiluminescent oxygen-peroxydisulfate system was firstly synthesized and applied to the construction of dual-response aptasensors for thrombin detection. The Royal Society of Chemistry 2014.

Real-time fluorescence turn-on detection of alkaline phosphatase activity with a novel perylene probe

Chen, Jian,Jiao, Huping,Li, Wenying,Liao, Dongli,Zhou, Huipeng,Yu, Cong

, p. 276 - 281 (2013)

A tetracationic perylene probe (probe 1) was designed and synthesized. Probe 1 was used for the real-time fluorescence turn-on assay of alkaline phosphatase (ALP) activity and inhibitor screening. Probe 1 monomer fluorescence could be very efficiently quenched by ATP through the formation of an ATP/probe 1 complex. ALP triggered the degradation of ATP, the breakdown of the ATP/probe 1 complex, and the recovery of the probe 1 monomer fluorescence. In the presence of an ALP inhibitor, a decrease in fluorescence recovery was observed. Copyright

Guidance from an in situ hot stage in TEM to synthesize magnetic metal nanoparticles from a MOF

Xu, Dan,Zhang, Daliang,Zou, Houbing,Zhu, Liangkui,Xue, Ming,Fang, Qianrong,Qiu, Shilun

, p. 10513 - 10516 (2016)

A series of in situ hot stage experiments using transmission electron microscopy (TEM) were studied to directly observe the transition of a Ni-MOF to Ni nanoparticles wrapped in carbon (Ni-NPC) over temperatures ranging from ambient temperature to 700 °C. Ni-NPC-600 displays high catalytic activity in 4-nitrophenol reduction and high conversion, even after 10 cycles.

Room-Temperature Columnar Nematic and Soft Crystalline Columnar Assemblies of a New Series of Perylene-Centred Disc Tetramers

Bala, Indu,Gupta, Santosh Prasad,De, Joydip,Pal, Santanu Kumar

, p. 12767 - 12778 (2017)

Three new oligomeric perylene (PE) tetraester derivatives, consisting of a PE-based core with four pentaalkynylbenzene units attached through flexible alkyl spacers, are reported. These derivatives were investigated for their mesomorphic properties and thermal, photophysical, and electrochemical behaviour. Small- (SAXS) and wide-angle X-ray scattering (WAXS) studies were performed to deduce the exact nature of the phases. To resolve overlapping reflections and facilitate their indexing, grazing-incidence SAXS/WAXS experiments were carried out on oriented thin films on indium tin oxide (ITO)-coated glass substrate. The corresponding electron density maps were derived from the intensities observed in the diffraction pattern. Whereas compounds with shorter alkyl spacers (n=6 and 8) were found to self-organise into soft crystalline columnar assemblies, those with longer spacers (n=10) exhibited a liquid-crystalline columnar nematic mesophase. This is in contrast to previous reports that describe highly symmetric 2D hexagonal and rectangular columnar structures of PE-based mesogens. The morphology of self-assembly was found to transform from soft crystal columnar to nematic columnar phase through simple variation in the number of alkyl spacers. All compounds exhibited excellent fluorescence emission properties with a very good quantum yield and large band gap. Apart from high solubility and good quantum yield, these compounds can serve as standards to measure quantum yields of unknown samples. These compounds also display green luminescence and may find applications for various optoelectronic devices.

New perylene-based non-conventional discotic liquid crystals

Gupta, Satyam Kumar,Setia, Shilpa,Sidiq, Sumyra,Gupta, Monika,Kumar, Sandeep,Pal, Santanu Kumar

, p. 12060 - 12065 (2013)

The synthesis, optical properties and thermal behaviour of three novel non-conventional 3,4,9,10-tetrasubstituted perylene-based discotic oligomers are reported for the first time consisting of a perylene core attached to which are four 4-cyanobiphenyl, triphenylene and cholesteryl units via flexible alkyl spacers. All the oligomers self-assemble into a mesophase and exhibit excellent fluorescence emission properties making them suitable for various opto-electronic applications. The Royal Society of Chemistry 2013.

An amphiphilic perylene imido diester for selective cellular imaging

Heek, Timm,Nikolaus, J?rg,Schwarzer, Roland,Fasting, Carlo,Welker, Pia,Licha, Kai,Herrmann, Andreas,Haag, Rainer

, p. 153 - 158 (2013)

A new amphiphilic membrane marker based on a water-soluble dendritic polyglycerol perylene imido dialkylester has been designed, synthesized, and its optical properties characterized. In water it forms fluorescently quenched micellar self-aggregates, but when incorporated into a lipophilic environment, it monomerizes, and the highly fluorescent properties of the perylene core are recovered. These properties make it an ideal candidate for the imaging of artificial and cellular membranes as demonstrated by biophysical studies.

A long-range emissive mega-Stokes inorganic-organic hybrid material with peripheral carboxyl functionality for As(v) recognition and its application in bioimaging

Venkateswarulu,Gambhir, Diksha,Kaur, Harpreet,Daniel, P. Vineeth,Mondal, Prosenjit,Koner, Rik Rani

, p. 13118 - 13125 (2017)

We demonstrate a strategy for the recognition of As5+ in aqueous solution using a red-emissive probe based on a perylene-Cu2+ ensemble decorated with peripheral free carboxyl functionality. Single crystal analysis helped us to understand the chemical structure of the probe. To the best of our knowledge, this is the first probe for arsenic detection which emits in the red region (λem = 600 nm). The perylene-Cu2+ ensemble exhibited a mega-Stokes shift (>100 nm) with a high degree of selectivity upon interaction with As5+, which indicated that the present probe has the potential to be used as a turn-on optical sensor for selective detection of As5+ with fewer experimental limitations. The detection limit was found to be 26 nM. Inspired by its good emissive properties, the ensemble was further explored for imaging As5+ in live cells. Because of its long-range emissive nature, no autofluorescence from the cellular species was observed during the imaging process. The probe was evaluated to be non-toxic and successfully permeated the cell membrane without the help of any permeabilizing agent to image As5+.

Electrochemiluminescence sensor for dopamine with a dual molecular recognition strategy based on graphite-like carbon nitride nanosheets/3,4,9,10-perylenetetracarboxylic acid hybrids

Fu, Xiaomin,Feng, Jiahui,Tan, Xingrong,Lu, Qiyi,Yuan, Ruo,Chen, Shihong

, p. 42698 - 42704 (2015)

Graphite-like carbon nitride nanosheets/3,4,9,10-perylenetetracarboxylic acid hybrids (g-C3N4 NSs-PTCA) were synthesized via π-π conjugate action. Based on novel dual molecular specific recognition of oxyethyl groups to diol and carboxyl to amine groups, a signal-on electrochemiluminescence (ECL) sensor for dopamine (DA) was constructed utilizing g-C3N4 NSs-PTCA as asignal probe and K2S2O8 as a coreactant. Under the optimal conditions, the prepared ECL sensor presented a response to DA with a linear range from 6.0 pM to 30.0 nM. The detection limit (LOD) and limit of quantification (LOQ) of the sensor were 2.4 pM and 7.9 pM, respectively. The g-C3N4 NSs-PTCA signal probe coupling with a novel dual molecular recognition strategy would provide a promising ECL sensing platform for detecting DA sensitively and selectively.

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