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17088-21-0 Usage

General Description

1-vinylpyrene is a chemical compound that belongs to the class of polycyclic aromatic hydrocarbons (PAHs) and is derived from pyrene. It is a yellow-colored solid with a molecular formula of C18H12 and a molecular weight of 228.29 g/mol. 1-vinylpyrene is used as a fluorescent probe in analytical chemistry and is also an important intermediate in the synthesis of various organic compounds. 1-vinylpyrene has the potential to be harmful to human health and the environment due to its carcinogenic properties and ability to bioaccumulate. Therefore, it is important to handle and dispose of 1-vinylpyrene with care and in accordance with safety regulations.

Check Digit Verification of cas no

The CAS Registry Mumber 17088-21-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,0,8 and 8 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 17088-21:
(7*1)+(6*7)+(5*0)+(4*8)+(3*8)+(2*2)+(1*1)=110
110 % 10 = 0
So 17088-21-0 is a valid CAS Registry Number.
InChI:InChI=1/C18H12/c1-2-12-6-7-15-9-8-13-4-3-5-14-10-11-16(12)18(15)17(13)14/h2-11H,1H2

17088-21-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-ethenylpyrene

1.2 Other means of identification

Product number -
Other names Pyrene,3-vinyl

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:17088-21-0 SDS

17088-21-0Synthetic route

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole
61078-14-6

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole

pyrene-1-aldehyde
3029-19-4

pyrene-1-aldehyde

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;95%
pyrene-1-aldehyde
3029-19-4

pyrene-1-aldehyde

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 0.166667h; Inert atmosphere;
Stage #2: pyrene-1-aldehyde In tetrahydrofuran; hexane at 20℃; Inert atmosphere;
82%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Wittig Olefination; Inert atmosphere;
Stage #2: pyrene-1-aldehyde In tetrahydrofuran at 20℃; for 12h; Wittig Olefination; Inert atmosphere;
70%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃;
Stage #2: pyrene-1-aldehyde In tetrahydrofuran; hexane at 20℃; Wittig reaction; Further stages.;
62%
With n-butyllithium In tetrahydrofuran; hexane for 12h; Ambient temperature;40%
pyrene-1-aldehyde
3029-19-4

pyrene-1-aldehyde

methyl-triphenylphosphonium iodide
2065-66-9

methyl-triphenylphosphonium iodide

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: pyrene-1-aldehyde In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;
70%
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Wittig reaction; Inert atmosphere;
Stage #2: pyrene-1-aldehyde In tetrahydrofuran at 20℃; for 12h; Wittig reaction; Inert atmosphere;
59%
With lithium diisopropyl amide 1) THF, -78 deg C to RT, 16h, 2) THF, RT, 6h; Yield given. Multistep reaction;
dimethyl malonate sodium salt
18424-76-5

dimethyl malonate sodium salt

1-(1-pyrenyl)ethyl carbonate

1-(1-pyrenyl)ethyl carbonate

A

1-vinylpyrene
17088-21-0

1-vinylpyrene

B

2-(1-Pyren-1-yl-ethyl)-malonic acid dimethyl ester

2-(1-Pyren-1-yl-ethyl)-malonic acid dimethyl ester

Conditions
ConditionsYield
With 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 80℃; for 48h;A n/a
B 5%
With 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 80℃; for 48h;
alpha-Methyl-1-pyrenemethanol
65954-42-9

alpha-Methyl-1-pyrenemethanol

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
With 1,4-dioxane; aluminum oxide at 340 - 360℃; under 6 Torr;
cis-1,2-Di(1-pyrenyl)cyclobutane
139225-56-2

cis-1,2-Di(1-pyrenyl)cyclobutane

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
In acetonitrile at 23.9℃; Quantum yield; Mechanism; Irradiation; other solvent benzene, effect of added N,N-dimethyl-p-toluidine, 1,4-dicyanobenzene, benzophenone;
Conditions
ConditionsYield
In acetonitrile at 23.9℃; Quantum yield; Mechanism; Irradiation; other solvent benzene, effect of added N,N-dimethyl-p-toluidine, 1,4-dicyanobenzene, benzophenone;
quinoline
91-22-5

quinoline

benzene
71-43-2

benzene

vaporous 3--acrylic acid

vaporous 3--acrylic acid

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
With copper borate aluminium oxide at 520 - 580℃; under 10 - 20 Torr;
1,4-dioxane
123-91-1

1,4-dioxane

alpha-Methyl-1-pyrenemethanol
65954-42-9

alpha-Methyl-1-pyrenemethanol

aluminium oxide

aluminium oxide

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
at 340 - 360℃; under 6 Torr;
1-acetylpyrene
3264-21-9

1-acetylpyrene

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper oxide-chromium oxide; methanol / 80 °C / 13239.1 Torr / Hydrogenation
2: dioxane; aluminium oxide / 340 - 360 °C / 6 Torr
View Scheme
phenyl(pyren-1-ylmethyl)selane
1386958-88-8

phenyl(pyren-1-ylmethyl)selane

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
With dihydrogen peroxide In methanol; water
1-bromomethylpyrene
2595-90-6

1-bromomethylpyrene

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium tetrahydroborate / methanol / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: dihydrogen peroxide / methanol; water
View Scheme
ethene
74-85-1

ethene

C53H76Cl2P2Ru

C53H76Cl2P2Ru

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.05h;
pyrene
129-00-0

pyrene

1-vinylpyrene
17088-21-0

1-vinylpyrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: titanium tetrachloride / dichloromethane / 2.5 h / 0 - 20 °C
2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2.2: 4 h / 0 - 20 °C / Inert atmosphere
View Scheme
1-vinylpyrene
17088-21-0

1-vinylpyrene

1-acetylpyrene
3264-21-9

1-acetylpyrene

Conditions
ConditionsYield
With tert.-butylhydroperoxide; C21H19N5Pd(2+)*2BF4(1-) In decane; acetonitrile at 45℃; for 12h; Wacker Oxidation;95%
Grubbs catalyst first generation

Grubbs catalyst first generation

1-vinylpyrene
17088-21-0

1-vinylpyrene

C53H76Cl2P2Ru

C53H76Cl2P2Ru

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.166667h;84%
1-vinylpyrene
17088-21-0

1-vinylpyrene

6-iodo-9-octyl-9H-carbazole-3-carbaldehyde
1407790-22-0

6-iodo-9-octyl-9H-carbazole-3-carbaldehyde

(E)-9-octyl-6-(2-(pyren-1-yl)vinyl)-9H-carbazole-3-carbaldehyde

(E)-9-octyl-6-(2-(pyren-1-yl)vinyl)-9H-carbazole-3-carbaldehyde

Conditions
ConditionsYield
With palladium diacetate; triethylamine In acetonitrile at 90℃; for 24h; Heck Reaction; Inert atmosphere;79%
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

1-vinylpyrene
17088-21-0

1-vinylpyrene

1,4-bis[(E)-2-(pyren-1-yl)vinyl]benzene
137455-36-8

1,4-bis[(E)-2-(pyren-1-yl)vinyl]benzene

Conditions
ConditionsYield
Stage #1: 1.4-dibromobenzene With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 0.5h; Heck reaction; Inert atmosphere;
Stage #2: 1-vinylpyrene In N,N-dimethyl-formamide at 90℃; for 12h; Heck reaction; Inert atmosphere;
76%
2,4,6-tribromomesitylene
608-72-0

2,4,6-tribromomesitylene

1-vinylpyrene
17088-21-0

1-vinylpyrene

(E)-1-(2,4,6-trimethyl-3,5-bis[(E)-2-(pyren-1-yl)vinyl]styryl)pyrene
1330196-44-5

(E)-1-(2,4,6-trimethyl-3,5-bis[(E)-2-(pyren-1-yl)vinyl]styryl)pyrene

Conditions
ConditionsYield
Stage #1: 2,4,6-tribromomesitylene With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 0.5h; Heck reaction; Inert atmosphere;
Stage #2: 1-vinylpyrene In N,N-dimethyl-formamide at 90℃; for 12h; Heck reaction; Inert atmosphere;
75%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1-vinylpyrene
17088-21-0

1-vinylpyrene

1,3,5-tris[(E)-2-(pyren-1-yl)vinyl]benzene
779357-39-0

1,3,5-tris[(E)-2-(pyren-1-yl)vinyl]benzene

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 0.5h; Heck reaction; Inert atmosphere;
Stage #2: 1-vinylpyrene In N,N-dimethyl-formamide at 90℃; for 12h; Heck reaction; Inert atmosphere;
73%
1-vinylpyrene
17088-21-0

1-vinylpyrene

(3-methylpyridin-2-yl)diphenylphosphine oxide

(3-methylpyridin-2-yl)diphenylphosphine oxide

(E)-(3-methylpyridin-2-yl)(phenyl)(2-(2-(pyridin-1-yl)vinyl)phenyl)phosphine oxide

(E)-(3-methylpyridin-2-yl)(phenyl)(2-(2-(pyridin-1-yl)vinyl)phenyl)phosphine oxide

Conditions
ConditionsYield
With (S)-acetamidoalanine; silver(I) acetate; palladium diacetate at 70℃; for 48h;72%
hexabromobenzene
87-82-1

hexabromobenzene

1-vinylpyrene
17088-21-0

1-vinylpyrene

1,2,3,4,5,6-hexakis[(E)-2-(pyren-1-yl)vinyl]benzene
1330196-45-6

1,2,3,4,5,6-hexakis[(E)-2-(pyren-1-yl)vinyl]benzene

Conditions
ConditionsYield
Stage #1: hexabromobenzene With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 0.5h; Heck reaction; Inert atmosphere;
Stage #2: 1-vinylpyrene In N,N-dimethyl-formamide at 90℃; for 36h; Heck reaction; Inert atmosphere;
69%
1-vinylpyrene
17088-21-0

1-vinylpyrene

2-(pyren-1-yl)ethan-1-ol
93654-96-7

2-(pyren-1-yl)ethan-1-ol

Conditions
ConditionsYield
Stage #1: 1-vinylpyrene With 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 50℃; for 1h; Inert atmosphere;
Stage #2: With sodium perborate; water In tetrahydrofuran at 20℃; Inert atmosphere;
66%
1-vinylpyrene
17088-21-0

1-vinylpyrene

4-bromo-4′-(N,N′-diphenylamine)stilbene
925674-50-6

4-bromo-4′-(N,N′-diphenylamine)stilbene

N,N-diphenyl-4-((E)-4-((E)-2-(pyren-2-yl)vinyl)styryl)aniline

N,N-diphenyl-4-((E)-4-((E)-2-(pyren-2-yl)vinyl)styryl)aniline

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h; Heck Reaction; Inert atmosphere;65%
1-vinylpyrene
17088-21-0

1-vinylpyrene

4-((E)-2-(6-((E)-4-bromostyryl)-9-octyl-9H-carbazol-2-yl)vinyl)-N,N-diphenylaniline

4-((E)-2-(6-((E)-4-bromostyryl)-9-octyl-9H-carbazol-2-yl)vinyl)-N,N-diphenylaniline

4-((E)-2-(9-Octyl-6-((E)-4-((E)-2-(pyren-2-yl)vinyl)styryl)-9H-carbazol-2-yl)vinyl)-N,N-diphenylaniline

4-((E)-2-(9-Octyl-6-((E)-4-((E)-2-(pyren-2-yl)vinyl)styryl)-9H-carbazol-2-yl)vinyl)-N,N-diphenylaniline

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h; Heck Reaction; Inert atmosphere;62%
1-vinylpyrene
17088-21-0

1-vinylpyrene

2,7-dibromo-9,9-diethyl-9H-fluorene
197969-58-7

2,7-dibromo-9,9-diethyl-9H-fluorene

(E,E)-2,7-bis(1'-pyrenylvinylene)-9,9-diethylfluorene

(E,E)-2,7-bis(1'-pyrenylvinylene)-9,9-diethylfluorene

Conditions
ConditionsYield
With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 90℃; for 48h; Heck coupling;55%
1-vinylpyrene
17088-21-0

1-vinylpyrene

4-((E)-2-(6-((E)-2-(6-((E)-4-bromostyryl)-9-octyl-9H-carbazol-3-yl)vinyl)-9-octyl-9H-carbazol-2-yl)vinyl)-N,N-diphenylaniline

4-((E)-2-(6-((E)-2-(6-((E)-4-bromostyryl)-9-octyl-9H-carbazol-3-yl)vinyl)-9-octyl-9H-carbazol-2-yl)vinyl)-N,N-diphenylaniline

4-((E)-2-(9-octyl-6-((E)-2-(9-octyl-6-((E)-4-((E)-2-(pyren-2-yl)-vinyl)styryl)-9H-carbazol-3-yl)vinyl)-9H-carbazol-2-yl)vinyl)-N,N-diphenylaniline

4-((E)-2-(9-octyl-6-((E)-2-(9-octyl-6-((E)-4-((E)-2-(pyren-2-yl)-vinyl)styryl)-9H-carbazol-3-yl)vinyl)-9H-carbazol-2-yl)vinyl)-N,N-diphenylaniline

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h; Heck Reaction; Inert atmosphere;54%
1-vinylpyrene
17088-21-0

1-vinylpyrene

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

(E)-4-(2-(pyren-1-yl)vinyl)benzaldehyde

(E)-4-(2-(pyren-1-yl)vinyl)benzaldehyde

Conditions
ConditionsYield
With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 85℃; for 48h; Heck coupling;50%
2,2-dimethylmalononitrile
7321-55-3

2,2-dimethylmalononitrile

1-vinylpyrene
17088-21-0

1-vinylpyrene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(pyren-1-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile

2-(pyren-1-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile

Conditions
ConditionsYield
Stage #1: bis(pinacol)diborane With (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(dicyclohexylphosphane); copper acetylacetonate; cesium fluoride; lithium tert-butoxide In dibutyl ether at 20℃; for 0.5h; Inert atmosphere; Sealed tube;
Stage #2: 2,2-dimethylmalononitrile; 1-vinylpyrene In dibutyl ether at 100℃; for 14h; Inert atmosphere; Sealed tube; regioselective reaction;
40%
2-bromo-bispiro(9,10-dihydroanthracene-9,7′-7′H-fluorene-10,7″-7″H-fluorene)
474687-62-2

2-bromo-bispiro(9,10-dihydroanthracene-9,7′-7′H-fluorene-10,7″-7″H-fluorene)

1-vinylpyrene
17088-21-0

1-vinylpyrene

C56H34

C56H34

Conditions
ConditionsYield
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In DMF (N,N-dimethyl-formamide) for 15h; Heck Reaction; Heating / reflux;32%
1-vinylpyrene
17088-21-0

1-vinylpyrene

N,N-dimethy-4-vinylaniline
2039-80-7

N,N-dimethy-4-vinylaniline

cis-1-(4-dimethylaminophenyl)-2-pyren-1-ylcyclobutane
102769-24-4, 102769-25-5

cis-1-(4-dimethylaminophenyl)-2-pyren-1-ylcyclobutane

trans-1-(4-dimethylaminophenyl)-2-pyren-1-ylcyclobutane
102769-24-4, 102769-25-5

trans-1-(4-dimethylaminophenyl)-2-pyren-1-ylcyclobutane

Conditions
ConditionsYield
In benzene at 23.9℃; for 3h; Product distribution; Irradiation; various solvents, various yield of products;
In benzene for 3h; Irradiation;
1-vinylpyrene
17088-21-0

1-vinylpyrene

pyrene-1-aldehyde
3029-19-4

pyrene-1-aldehyde

Conditions
ConditionsYield
In methanol for 0.0333333h; Quantum yield; Mechanism; Irradiation; in different solvents;
1-vinylpyrene
17088-21-0

1-vinylpyrene

1-ethylpyrene
17088-22-1

1-ethylpyrene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In tetrahydrofuran
1-vinylpyrene
17088-21-0

1-vinylpyrene

A

cis-1,2-Di(1-pyrenyl)cyclobutane
139225-56-2

cis-1,2-Di(1-pyrenyl)cyclobutane

Conditions
ConditionsYield
In acetonitrile for 3h; Ambient temperature; Irradiation;

17088-21-0Related news

Synthesis of poly(4-diphenylaminostyrene)-poly(1-vinylpyrene (cas 17088-21-0)) binary block copolymer as a noncovalent cross-linker for single-walled carbon nanotubes (SWNTs) gel: Anionic polymerization of 1-vinylpyrene (cas 17088-21-0) and formation of self-assembled polymer/SWNTs nanocomposite08/11/2019

Poly(4-diphenylaminostyrene) (PDAS)-poly(1-vinylpyrene) (PVPY) binary block copolymers were synthesized by well-controlled anionic polymerization of 1-vinylpyrene for the first time. The nucleophilicity and solubility of the initiator system and poly(1-vinylpyrenyl)lithium were very important fa...detailed

17088-21-0Relevant articles and documents

A simple visual sensor with the potential for determining the concentration of fluoride in water at environmentally significant levels

Nishimura, Tomoki,Xu, Su-Ying,Jiang, Yun-Bao,Fossey, John S.,Sakurai, Kazuo,Bull, Steven D.,James, Tony D.

, p. 478 - 480 (2013)

We have developed a simple and robust fluorescence based boronic-acid molecular sensor for determining the concentration of fluoride in water at environmentally significant levels. The simplicity of the method and the ability to measure fluoride in water between 0.1 and 1.5 ppm is particularly noteworthy given the WHO requirements for detecting levels of fluoride in drinking water below 1.5 ppm.

-

Flowers,Nichols

, p. 3104 (1949)

-

Tanikawa et al.

, p. 2719 (1968)

New Functional Polymers Prepared by Ring-Opening Metathesis Polymerization: Study of the Quenching of Luminescence of Pyrene End Groups by Ferrocene or Phenothiazine Centers in the Polymers

Albagli, D.,Bazan, G. C.,Schrock, R. R.,Wrighton, M. S.

, p. 10211 - 10216 (1993)

Emission from pyrene end-capped redox polymers is quenched relative to emission from 1-vinylpyrene, a structural model for the end group in the polymer.The redox polymers were prepared by ring-opening metathesis polymerization (ROMP) of norbornene derivatives containing ferrocene or phenothiazine, using catalysts of the type Mo(CH-t-Bu)(NAr)(O-t-Bu)2 (Ar = 2,6-diisopropylphenyl).The pyrene group was introduced by reactions of the living polymer with 1-pyrenecarboxaldehyde, thus producing polymers that are derivatives of 1-vinylpyrene.A ferrocene-containing homopolymer was prepared with 12 equiv of a ferrocene-containing monomer, followed by capping with pyrene, (1)12-pyrene, where pyrene emission is quenched by a factor of 30.Two phenothiazine-containing polymers were studied; a homopolymer prepared from 10 equiv of a phenothiazine-containing monomer followed by capping with pyrene, (2)10-pyrene, and a block copolymer formed from 10 equiv of a phenothiazine monomer, then 70 equiv of norbornene, (NBE), followed by capping with pyrene, (2)10(NBE)70-pyrene.In these polymers pyrene emission is quenched by a factor of 110 and 7, respectively.The quenching is proposed to occur via electron transfer from phenotiazine to the excited singlet state of pyrene and, depending on the structure of the polymer, by the formation of an exciplex with phenothiazine. (2)10-pyrene has a broad, featureless emission arising from excitation of the pyrene chromophore whose maximum is shifted > 6100 cm-1 to lower energy from the singlet energy of 1-vinylpyrene that is assigned to be emission from a pyrene/phenothiazine exciplex.The block coplymer (2)10(NBE)70-pyrene does not display this low-energy emission, nor do solutions containing the separate species 1-vinylpyrene and either N-methylphenolthiazine or the phenolthiazine-containing monomer, 2.

Size-Induced Inversion of Selectivity in the Acylation of 1,2-Diols

Mayr, Stefanie,Zipse, Hendrik

supporting information, p. 18084 - 18092 (2021/12/02)

Relative rates for the Lewis base-catalyzed acylation of aryl-substituted 1,2-diols with anhydrides differing in size have been determined by turnover-limited competition experiments and absolute kinetics measurements. Depending on the structure of the anhydride reagent, the secondary hydroxyl group of the 1,2-diol reacts faster than the primary one. This preference towards the secondary hydroxyl group is boosted in the second acylation step from the monoesters to the diester through size and additional steric effects. In absolute terms the first acylation step is found to be up to 35 times faster than the second one for the primary alcohols due to neighboring group effects.

Interfacial charge transport studies and fabrication of high performance DSSC with ethylene cored unsymmetrical dendrimers as quasi electrolytes

Ravivarma, Mahalingam,Kumar, Kaliamurthy Ashok,Rajakumar, Perumal,Pandurangan, Arumugam

, p. 717 - 726 (2018/07/23)

In this paper, authors focus the synthesis of conjugated unsymmetrical stilbenoid dendrimers by Heck and Horner-Wadsworth-Emmons coupling. In UV–visible absorption spectrum, the intensity of the absorption increases with increase in the generation of dendrimers. Further, bathochromic shift is observed on increasing the generation of the dendrimer from zero to first due to the greater widening of the energy gap between π-π* orbitals of the dendrimer system. Interfacial charge transport kinetics such as resistance, chemical capacitance and relaxation lifetime of the fabricated dye-sensitized solar cells (DSSC) are investigated using Nyquist and Bode phase plots by electrochemical impedance spectroscopy. Reduced electron relaxation lifetime (τe) of 1.83 ms (LiI + 7) and 1.04 ms (LiI + 8) provides efficient charge injection and thus reducing recombination process in the device. The performance of DSSC fabricated using unsymmetrical conjugated dendrimers with iodide electrolyte shows higher power conversion efficiency (PCE) than standard LiI based device. Two fold increments are achieved in PCE with first generation unsymmetrical dendrimers compared to their zeroth counterpart. The first generation unsymmetrical dendrimer 8 shows better PCE of 9.037% than all other synthesized dendrimers in the newly fabricated DSSC.

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