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1,3-Isobenzofurandione, 4,7-dibromois a chemical compound characterized by the molecular formula C8H2Br2O3. It is a yellow solid that is sparingly soluble in water but readily soluble in organic solvents. As a dibromo derivative of isobenzofuran-1,3-dione, 1,3-Isobenzofurandione, 4,7-dibromo- is known for its unique chemical structure and reactivity, making it a valuable intermediate in the synthesis of various organic compounds.

25834-16-6

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25834-16-6 Usage

Uses

Used in Pharmaceutical Production:
1,3-Isobenzofurandione, 4,7-dibromois utilized as a key intermediate in the synthesis of pharmaceuticals. Its unique structure and reactivity contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
1,3-Isobenzofurandione, 4,7-dibromoalso serves as an intermediate in the production of agrochemicals, where it can be used to synthesize new pesticides or other agricultural chemicals that enhance crop protection and yield.
Used in Specialty Chemicals Production:
1,3-Isobenzofurandione, 4,7-dibromois employed in the synthesis of specialty chemicals, which are often used in various industries for specific applications due to their unique properties.
Used in Material and Polymer Development:
Due to its potential as a precursor, 1,3-Isobenzofurandione, 4,7-dibromohas shown promise in the development of new materials and polymers. Its unique chemical structure allows for the creation of innovative products with tailored properties for specific applications.
It is crucial to handle 1,3-Isobenzofurandione, 4,7-dibromowith care due to its potential hazards and toxicity, ensuring safe practices in its use and disposal.

Check Digit Verification of cas no

The CAS Registry Mumber 25834-16-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,8,3 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 25834-16:
(7*2)+(6*5)+(5*8)+(4*3)+(3*4)+(2*1)+(1*6)=116
116 % 10 = 6
So 25834-16-6 is a valid CAS Registry Number.

25834-16-6 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • TCI America

  • (D4724)  3,6-Dibromophthalic Anhydride  >98.0%(T)

  • 25834-16-6

  • 200mg

  • 990.00CNY

  • Detail
  • TCI America

  • (D4724)  3,6-Dibromophthalic Anhydride  >98.0%(T)

  • 25834-16-6

  • 1g

  • 3,450.00CNY

  • Detail

25834-16-6Synthetic route

3,6-dibromophthalic acid

3,6-dibromophthalic acid

4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

Conditions
ConditionsYield
With acetic anhydride for 1h; Reflux;69%
durch Sublimation;
phthalic anhydride
85-44-9

phthalic anhydride

4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

Conditions
ConditionsYield
With fuming sulphuric acid; bromine; iodine at 60℃; for 24h;31%
With fuming sulphuric acid; bromine; iodine at 60℃; for 24h; Sealed tube;30%
With bromine; iodine In oleum (30 % free SO3) at 60℃; for 24h;22%
1,4-dibromonaphthalene
83-53-4

1,4-dibromonaphthalene

4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitric acid
2: durch Sublimation
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydroxide; potassium permanganate / water / 2.25 h / Reflux
2.1: potassium hydroxide; dihydrogen peroxide / 2.5 h / 0 - 20 °C
2.2: pH 3 - 4
3.1: acetic anhydride / 1 h / Reflux
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

N-hydroxy-3,6-dibromophthalimide
1219795-55-7

N-hydroxy-3,6-dibromophthalimide

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride at 20 - 95℃; for 5h; Inert atmosphere;99%
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

benzylamine
100-46-9

benzylamine

2-benzyl-4,7-dibromoisoindoline-1,3-dione
1610046-75-7

2-benzyl-4,7-dibromoisoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid at 20℃; for 20h;97%
With acetic acid at 130℃; for 20h;96%
With acetic acid for 16h; Reflux;93%
n-Dodecylamine
124-22-1

n-Dodecylamine

4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

4,7-dibromo-2-dodecylisoindoline-1,3-dione
1159905-88-0

4,7-dibromo-2-dodecylisoindoline-1,3-dione

Conditions
ConditionsYield
In acetic acid for 2h; Inert atmosphere; Reflux;94%
With acetic acid for 3h; Reflux; Inert atmosphere;85%
In acetic acid Reflux; Inert atmosphere;
2-Ethylhexylamine
104-75-6

2-Ethylhexylamine

4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

N-(2-ethylhexyl)-3,6-dibromophthalimide
863027-98-9

N-(2-ethylhexyl)-3,6-dibromophthalimide

Conditions
ConditionsYield
With acetic acid at 120℃; for 2h; Inert atmosphere;93%
In acetic acid for 2h; Inert atmosphere; Reflux;90%
In acetic acid
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

n-Octylamine
111-86-4

n-Octylamine

4,7-dibromooctylisoindoline-1,3-dione

4,7-dibromooctylisoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid for 2h; Reflux; Inert atmosphere; Schlenk technique;90%
hexadecylamine
143-27-1

hexadecylamine

4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

C24H35Br2NO2
1613460-24-4

C24H35Br2NO2

Conditions
ConditionsYield
With acetic acid for 3h; Reflux; Inert atmosphere;89%
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

methyl N-[5(6)-(4-aminophenylsulfanyl)benzimidazol-2-yl]carbamate
56073-96-2

methyl N-[5(6)-(4-aminophenylsulfanyl)benzimidazol-2-yl]carbamate

sodium; 3,6-dibromo-2-[4-(2-methoxycarbonylamino-1H-benzoimidazol-5-ylsulfanyl)-phenylcarbamoyl]-benzoate

sodium; 3,6-dibromo-2-[4-(2-methoxycarbonylamino-1H-benzoimidazol-5-ylsulfanyl)-phenylcarbamoyl]-benzoate

Conditions
ConditionsYield
With sodium acetate; acetic acid at 40 - 45℃;82%
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

4,7-dibromoisoindoline-1,3-dione
866767-16-0

4,7-dibromoisoindoline-1,3-dione

Conditions
ConditionsYield
With urea In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 0.5h; Microwave irradiation;62.5%
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

di-(n-octyl)methylamine
3241-20-1

di-(n-octyl)methylamine

N-(1-Octyl-nonyl)-3,6-dibromo-phthalimide
890705-11-0

N-(1-Octyl-nonyl)-3,6-dibromo-phthalimide

Conditions
ConditionsYield
With acetic acid for 3h; Reflux; Inert atmosphere;59%
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

cyclohexylamine
108-91-8

cyclohexylamine

4,7-dibromo-2-cyclohexylisoindoline-1,3-dione
1387566-55-3

4,7-dibromo-2-cyclohexylisoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid for 5h; Reflux;48%
2-octyldodecylamine
62281-06-5

2-octyldodecylamine

4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

4,7-dibromo-2-(2-octyldodecyl)isoindoline-1,3-dione
1391835-88-3

4,7-dibromo-2-(2-octyldodecyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid for 4h; Reflux; Inert atmosphere;38%
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

hydroquinone
123-31-9

hydroquinone

1,4-dibromo-5,8-hydroxy-9,10-anthraquinone
42985-19-3

1,4-dibromo-5,8-hydroxy-9,10-anthraquinone

Conditions
ConditionsYield
With aluminium trichloride; sodium chloride at 200 - 220℃;
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

N-methylene-glycine nitrile

N-methylene-glycine nitrile

N,N-(3,6-dibromo-phthaloyl)-glycine-nitrile
857802-04-1

N,N-(3,6-dibromo-phthaloyl)-glycine-nitrile

4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

methyl N-[5(6)-(4-aminophenylsulfanyl)benzimidazol-2-yl]carbamate
56073-96-2

methyl N-[5(6)-(4-aminophenylsulfanyl)benzimidazol-2-yl]carbamate

3,6-dibromo-N-[4-(2-methoxycarbonylamino-1H-benzoimidazol-5-ylsulfanyl)-phenyl]-phthalamic acid

3,6-dibromo-N-[4-(2-methoxycarbonylamino-1H-benzoimidazol-5-ylsulfanyl)-phenyl]-phthalamic acid

Conditions
ConditionsYield
In dimethyl sulfoxide at 40 - 45℃;
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

N,N-(3,6-dibromo-phthaloyl)-glycine

N,N-(3,6-dibromo-phthaloyl)-glycine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: hydrochloric acid; water / 60 °C
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

N,N-(3,6-dibromo-phthaloyl)-glycin-amide

N,N-(3,6-dibromo-phthaloyl)-glycin-amide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: hydrochloric acid; water
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

4,4'-((1E,1'E)-(2-cyclohexyl-1,3-dioxoisoindoline-4,7-diyl)bis(ethene-2,1-diyl))dibenzaldehyde
1387566-56-4

4,4'-((1E,1'E)-(2-cyclohexyl-1,3-dioxoisoindoline-4,7-diyl)bis(ethene-2,1-diyl))dibenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / 5 h / Reflux
2: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 24 h / 90 °C / Inert atmosphere
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

(2Z,2'Z)-3,3'-(((1E,1'E)-(2-cyclohexyl-1,3-dioxoisoindoline-4,7-diyl)bis(ethene-2,1-diyl))bis(4,1-phenylene))bis(2-(4-nitrophenyl)acrylonitrile)
1387566-54-2

(2Z,2'Z)-3,3'-(((1E,1'E)-(2-cyclohexyl-1,3-dioxoisoindoline-4,7-diyl)bis(ethene-2,1-diyl))bis(4,1-phenylene))bis(2-(4-nitrophenyl)acrylonitrile)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid / 5 h / Reflux
2: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 24 h / 90 °C / Inert atmosphere
3: sodium hydroxide / ethanol; N,N-dimethyl-formamide / 20 °C / Inert atmosphere
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

4,7-dibromo-3-hydroxyisoindolin-1-one
1417569-16-4

4,7-dibromo-3-hydroxyisoindolin-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: urea / 5,5-dimethyl-1,3-cyclohexadiene / 0.5 h / 150 °C / Microwave irradiation
2.1: zinc; copper(ll) sulfate pentahydrate; sodium hydroxide / water / 3.5 h / 0 - 20 °C
2.2: pH 7
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

5,8-dibromophthalazin-1(2H)-one
1417569-18-6

5,8-dibromophthalazin-1(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: urea / 5,5-dimethyl-1,3-cyclohexadiene / 0.5 h / 150 °C / Microwave irradiation
2.1: zinc; copper(ll) sulfate pentahydrate; sodium hydroxide / water / 3.5 h / 0 - 20 °C
2.2: pH 7
3.1: hydrazine hydrate / isopropyl alcohol / 1.5 h / 90 °C
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

C12H16Br2NO
1610046-78-0

C12H16Br2NO

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: acetic acid / 20 h / 20 °C
2.1: diethyl ether / 90 °C / Inert atmosphere
2.2: 15.25 h / Inert atmosphere; Reflux
3.1: acetic acid; bromine / acetonitrile; water / 0.5 h / 20 °C
3.2: 0.5 h / 0 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 20 °C
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

4,7-bis(4-pyridyl)-1,1,3,3-tetramethylisoindolin-2-yloxyl
1610046-79-1

4,7-bis(4-pyridyl)-1,1,3,3-tetramethylisoindolin-2-yloxyl

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: acetic acid / 20 h / 20 °C
2.1: diethyl ether / 90 °C / Inert atmosphere
2.2: 15.25 h / Inert atmosphere; Reflux
3.1: acetic acid; bromine / acetonitrile; water / 0.5 h / 20 °C
3.2: 0.5 h / 0 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 20 °C
5.1: potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine / water; 1,4-dioxane / 12 h / 130 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

[Cu(4,7-bis(4-pyridyl)-1,1,3,3-tetramethylisoindolin-2-yloxyl)2(SiF6)]

[Cu(4,7-bis(4-pyridyl)-1,1,3,3-tetramethylisoindolin-2-yloxyl)2(SiF6)]

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: acetic acid / 20 h / 20 °C
2.1: diethyl ether / 90 °C / Inert atmosphere
2.2: 15.25 h / Inert atmosphere; Reflux
3.1: acetic acid; bromine / acetonitrile; water / 0.5 h / 20 °C
3.2: 0.5 h / 0 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 20 °C
5.1: potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine / water; 1,4-dioxane / 12 h / 130 °C / Inert atmosphere; Sealed tube; Microwave irradiation
6.1: water; ethanol / 336 h
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

4,7-dibromo-1,1,3,3-tetramethylisophthalide
1610046-77-9

4,7-dibromo-1,1,3,3-tetramethylisophthalide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / 20 h / 20 °C
2.1: diethyl ether / 90 °C / Inert atmosphere
2.2: 15.25 h / Inert atmosphere; Reflux
3.1: acetic acid; bromine / acetonitrile; water / 0.5 h / 20 °C
3.2: 0.5 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / 20 h / 130 °C
2.1: toluene; diethyl ether / 15 h / 120 °C / Inert atmosphere
3.1: acetic acid; bromine / acetonitrile; water / 1 h / 25 °C
3.2: 1 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / 16 h / Reflux
2.1: toluene; diethyl ether / 1 h / 70 - 100 °C
3.1: bromine; acetic acid / acetonitrile; water / 0.5 h / 25 °C
3.2: 0.5 h / 0 - 25 °C
View Scheme
4,7-dibromoisobenzofuran-1,3-dione
25834-16-6

4,7-dibromoisobenzofuran-1,3-dione

benzylamine
100-46-9

benzylamine

2-benzyl-4,7-dibromo-1,1,3,3-tetramethylisophthalide
1610046-76-8

2-benzyl-4,7-dibromo-1,1,3,3-tetramethylisophthalide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid / 20 h / 20 °C
2.1: diethyl ether / 90 °C / Inert atmosphere
2.2: 15.25 h / Inert atmosphere; Reflux
View Scheme

25834-16-6Relevant academic research and scientific papers

Effect of polymer chain conformation on field-effect transistor performance: Synthesis and properties of two arylene imide based D-A copolymers

Chen, Dugang,Zhao, Yan,Zhong, Cheng,Gao, Siqi,Yu, Gui,Liu, Yunqi,Qin, Jingui

, p. 14639 - 14644 (2012)

Two donor-acceptor (D-A) alternating copolymers (P1 and P2) with phthalimide or thieno[3,4-c]pyrrole-4,6-dione as the electron acceptor and bithiophene as the electron donor have been synthesized by Stille polycondensation. Both polymers showed good thermal stability and a low HOMO level. Organic field-effect transistor (OFET) devices with common architectures were fabricated to evaluate and compare the FET properties of the two polymers. Though P2 exhibits better coplanarity than P1, the FET results revealed that both the hole mobility and current on-off ratio of P1 are more than one order of magnitude higher than P2. Theoretical calculations and AFM were conducted to analyze the reason for this very interesting result, and it was found that polymer chain conformation is another important factor (in addition to coplanarity) for polymers to obtain high FET performance.

2D arrays of organic qubit candidates embedded into a pillared-paddlewheel metal-organic framework

Forbes, Malcolm D. E.,Garcia-Garibay, Miguel A.,Jellen, Marcus J.,Ayodele, Mayokun J.,Cantu, Annabelle

supporting information, p. 18513 - 18521 (2020/11/27)

The creation of ordered arrays of qubits that can be interfaced from the macroscopic world is an essential challenge for the development of quantum information science (QIS) currently being explored by chemists and physicists. Recently, porous metal?organic frameworks (MOFs) have arisen as a promising solution to this challenge as they allow for atomic-level spatial control of the molecular subunits that comprise their structures. To date, no organic qubit candidates have been installed in MOFs despite their structural variability and promise for creating systems with adjustable properties. With this in mind, we report the development of a pillared-paddlewheel-type MOF structure that contains 4,7-bis(2-(4-pyridyl)-ethynyl) isoindoline N-oxide and 1,4-bis(2-(4-pyridyl)-ethynyl)-benzene pillars that connect 2D sheets of 9,10-dicarboxytriptycene struts and Zn2(CO2)4 secondary binding units. The design allows for the formation of ordered arrays of reorienting isoindoline nitroxide spin centers with variable concentrations through the use of mixed crystals containing the secondary 1,4-phenylene pillar. While solvent removal causes decomposition of the MOF, magnetometry measurements of the MOF containing only N-oxide pillars demonstrated magnetic interactions with changes in magnetic moment as a function of temperature between 150 and 5 K. Variable-temperature electron paramagnetic resonance (EPR) experiments show that the nitroxides couple to one another at distances as long as 2 nm, but act independently at distances of 10 nm or more. We also use a specially designed resonance microwave cavity to measure the face-dependent EPR spectra of the crystal, demonstrating that it has anisotropic interactions with impingent electromagnetic radiation.

Aromatic amine compound containing structure of tetramethyl isoindoline or oxide thereof, and preparation method of same

-

Paragraph 0039; 0040; 0041; 0042, (2018/06/26)

The invention provides an aromatic amine compound containing structure of tetramethyl isoindoline or an oxide thereof, and a preparation method of same. The aromatic amine compound containing the tetramethyl isoindoline oxide structure is 4,7-bis(4-aminophenyl)-1,1,3,3-tetramethyl isoindoline oxide which is represented as the chemical formula (III), and the aromatic amine compound containing the tetramethyl isoindoline structure is 4,7-bis(4-aminophenyl)-1,1,3,3-tetramethyl isoindoline which is represented as the chemical formula (IV). The aromatic amine compound containing the structure of the tetramethyl isoindoline or the oxide thereof can be an important precursor for synthesis of organic porous covalent framework materials.

Synthesis of new conjugated polymers with coordinated praseodymium complexes for polymer memory devices

Lv, Wei,Liu, Huijiao,Wang, Wen,Yang,Zhen, Hongyu,Ling, Qidan

, p. 18384 - 18391 (2017/04/06)

A series of novel praseodymium(Pr)-coordinated polymers with fluorene, phthalimide and bipyridine moieties in the main chain were synthesized via a coordination reaction and palladium-catalyzed Suzuki coupling polycondensation. Their structures, optical features and memory performance have been well studied. A resistive switching device with the configuration of ITO/polymer/Al was constructed using a spin-coating process. The device exhibits nonvolatile write-once-read-many-times (WORM) memory behavior. Based on the electrochemical properties and theoretical calculations of the polymers, the effects of the phthalimide moiety and neutral Pr complex on the polymer memory device performance were investigated. Our work offers valuable clues on the development of polymer memory devices.

SULFONE DERIVATIVES AND THEIR USE AS PKM2 MODULATORS FOR THE TREATMENT OF CANCER

-

, (2013/03/26)

Provided herein is novel compound of the general formula (I), its tautomeric forms, its stereoisomers, its analogs, its prodrugs, its isotopes, its N- oxides, its metabolites, its pharmaceutically acceptable salts, its polymorphs, its solvates, its optical isomers, its clathrates, its co-crystals, its combinations with suitable medicament and pharmaceutical compositions comprising the same. Also provided is method of treating a disease responsive to activation of human PKM2 by administration of said compound and its use as PKM2 modulator in various pathological conditions.

Optimal ambipolar charge transport of thienylenevinylene-based polymer semiconductors by changes in conformation for high-performance organic thin film transistors and inverters

Kim, Juhwan,Baeg, Kang-Jun,Khim, Dongyoon,James, David T.,Kim, Ji-Seon,Lim, Bogyu,Yun, Jin-Mun,Jeong, Hyung-Gu,Amegadze, Paul S. K.,Noh, Yong-Young,Kim, Dong-Yu

, p. 1572 - 1583 (2013/07/28)

We report the synthesis and characterization of thienylenevinylene-based donor-acceptor alternating copolymers (PTVPhI-Eh and PTVPhI-C12) as highly efficient ambipolar semiconductors in a thin film transistor. These polymers exhibit significantly improved hole and electron mobilities after thermal annealing. To determine the relationship between ambipolar charge transport and thermal annealing, we investigated these polymers using various analyses such as optical spectroscopy, Raman spectroscopy, computational quantum chemical calculation, X-ray diffraction, atomic force microscopy, and ambipolar charge mobility measurements. In pristine films, the polymer chains exhibited weak intra- and interchain ordering. However, when samples were annealed at sufficiently high temperatures, they exhibited a more ordered intra- and interchain conformation. As a result, we found a strong relationship between intra- and interchain conformational changes of the polymers and corresponding ambipolar charge transport properties during thermal annealing processes. Finally, we demonstrate complementary-like ambipolar inverters using a PTVPhI-Eh polymer. The largely shifted inverting voltage was improved for the thermally annealed inverters, which exhibited large voltage gains (~40).

Organic bulk heterojunction solar cells based on solution processable small molecules (A-π-A) featuring 2-(4-nitrophenyl) acrylonitrile acceptors and phthalimide-based π-linkers

Sharma,Mikroyannidis,Kurchania, Rajnish,Thomas, K. R. Justin

scheme or table, p. 13986 - 13995 (2012/08/08)

A novel small molecule-based organic donor SM [(2Z,2′Z)-3,3′- (((1E,1′E)-(2-cyclohexyl-1,3-dioxoisoindoline-4,7-diyl)bis(ethene-2, 1-diyl))bis(4,1-phenylene))bis(2-(4-nitrophenyl)-acrylonitrile)] featuring 2-(4-nitrophenyl)acrylonitrile as the acceptor and a π-conjugation bridge composed of phthalimide and styryl units, with an A-π-A type structure, has been synthesized. It showed a long wavelength absorption band having an absorption maximum around 635 nm and the optical bandgap was 1.63 eV, which is lower than most reported conjugated polymers, including poly(3-hexylthiophene) (P3HT). The photovoltaic properties were investigated by constructing bulk heterojunction organic solar cell devices using SM as the electron donor and fullerene derivatives, i.e. PC60BM and PC70BM as the electron acceptors with the device architecture ITO/PEDOT:PSS/SM:PC 60BM or PC70BM/Al. The effect of the SM/fullerene derivative weight ratio and the processing solvent were carefully investigated to improve the performance of the organic solar cells. The optimized organic solar cell with SM:PC60BM and SM:PC70BM cast from THF solvent, at a weight ratio of 1:3 showed power conversion efficiencies (PCEs) of about 1.70% and 2.56%, respectively. The enhanced value of PCE for the BHJ photovoltaic device based on PC70BM is related to the better absorption of PC70BM in the visible region compared to that of PC60BM. The SM:PC70BM blends cast from a DIO-THF mixture and subsequent thermal annealing exhibited improved PCEs of 3.68% and 4.14%, respectively.

Conjugated polymers based on benzodithiophene and arylene imides: Extended absorptions and tunable electrochemical properties

Chen, Jian,Shi, Min-Min,Hu, Xiao-Lian,Wang, Mang,Chen, Hong-Zheng

experimental part, p. 2897 - 2902 (2011/11/06)

Three novel conjugated polymers have been designed and synthesized via the alternative copolymerization of the electron-donating monomer benzodithiophene (BDT) and three different electron-accepting monomers: perylene diimide (PDI), naphthalene diimide (NDI), and phthalimide (PhI). All obtained copolymers show good solubility in common organic solvents as well as broader absorptions in visible region and narrower optical band gaps compared to homopolymers from BDT units. It is found that the absorptions of the copolymers are red-shifted with increasing the electron-withdrawing ability of the co-monomer. In particular, the absorption edge of P(BDT-NDI) film extends to 760. nm, whereas that of P(BDT-PhI) film is only at 577. nm. Cyclic voltammograms of the three polymers disclose that P(BDT-PDI) and P(BDT-NDI) are typical n-type materials because PDI and NDI are strong electron-accepting groups, while P(BDT-PhI) is a stable p-type material where the weak electron-withdrawing monomer (PhI) is introduced. The results suggest that the absorption range and the electrochemical properties of the conjugated polymers can be tuned by appropriate molecule-tailoring, which will help exploring ideal conducting polymers for potential applications in polymer optoelectronics, especially in polymer solar cells.

Flame retardant for polymeric compositions

-

, (2008/06/13)

An additive flame retardant bisimide containing halogen atoms and ammonium acid tetrahalophthalate, e.g. N,N'-bis(2-ethylene tetrabromophthalimide) ammonium acid tetrabromophthalate. These compounds are useful in a variety of polymeric compositions and demonstrate increased thermal stability. They also foam on decomposition with the evolution of gas thus readily lending themselves to the preparation of flame retardant coatings.

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