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101-80-4

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101-80-4 Usage

Uses

Different sources of media describe the Uses of 101-80-4 differently. You can refer to the following data:
1. Bis(p-aminophenyl) Ether is a reagent used in the preparation of polyimide-silica composite membranes for gas separation techniques. In addition, it is used in the synthesis of polymer films for electrolyte membranes. Dyes and metabolites, Environmental Testing
2. 4,4'-Oxydianiline has been used to produce polyimide resins.
3. Bis(p-aminophenyl) Ether is a reagent used in the preparation of polyimide-silica composite membranes for gas separation techniques. In addition, it is used in the synthesis of polymer films for elect rolyte membranes.
4. 4,4'-diaminodiphenylether be used for preparation polyimide and epoxy resin material.

Chemical Properties

Different sources of media describe the Chemical Properties of 101-80-4 differently. You can refer to the following data:
1. Colorless crystalline
2. 4-Aminophenyl ether is a resin used in the manufacture of a variety of industrial products. For example as, insulating varnishes, flame-retardant fi bers, wire enamels, coatings, and fi lms. It is also used for the manufacture of other fi re-resistant products.
3. 4,40′-Oxydianiline is a white crystalline solid, or a beige powder.

Production Methods

4-Aminophenyl ether was produced in relatively large volume (on the order of 100,000–1,000,000 lb) in the 1970s but has since declined significantly. The compound is used primarily in the production of polyimide and polyesterimide resins. These resins are used in the manufacture of temperature- resistant products such as wire enamels, coatings, film, insulating varnishes, and flame-retardant fibers.

General Description

Odorless colorless crystals or an odorless fine, beige powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4,4'-Oxydianiline oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. A mixture of liquid air and diethyl ether exploded spontaneously [MCA Case History 616(1960)].

Health Hazard

4-Aminophenyl ether is highly toxic to animals. There is suffi cient evidence as a carcinogenicity and has caused adenomas and carcinomas in the thyroid and liver of experimental rats.

Fire Hazard

4,4'-Oxydianiline is combustible.

Flammability and Explosibility

Notclassified

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx

Potential Exposure

Intermediate in the manufacture of high-temperature-resistant, straight polyimide and poly (esterimide) resins capable of withstanding temperatures of Up to 480°C for short periods or 260°C for prolonged periods of time. Some p-phenylenediamine compounds have been used as rubber components, and DFG warns of danger of skin sensitization.

Carcinogenicity

4,4′-Oxydianiline is reasonably anticipated to be a human carcinogenbased on sufficient evidence of carcinogenicity from studies in experimental animals.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides. Slowly hydrolyzes in water, releasing ammonia, and forming acetate salts. Decomposes at 265C releasing toxic oxides of nitrogen, sulfur, and carbon. Decomposed by strong ultraviolet light.

Waste Disposal

Incineration with provision for nitrogen oxides removal from flue gases.

Check Digit Verification of cas no

The CAS Registry Mumber 101-80-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 1 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 101-80:
(5*1)+(4*0)+(3*1)+(2*8)+(1*0)=24
24 % 10 = 4
So 101-80-4 is a valid CAS Registry Number.

101-80-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (O0088)  4,4'-Diaminodiphenyl Ether  >98.0%(GC)(T)

  • 101-80-4

  • 25g

  • 80.00CNY

  • Detail
  • TCI America

  • (O0088)  4,4'-Diaminodiphenyl Ether  >98.0%(GC)(T)

  • 101-80-4

  • 100g

  • 230.00CNY

  • Detail
  • TCI America

  • (O0088)  4,4'-Diaminodiphenyl Ether  >98.0%(GC)(T)

  • 101-80-4

  • 500g

  • 680.00CNY

  • Detail
  • Alfa Aesar

  • (A16815)  Bis(4-aminophenyl) ether, 98%   

  • 101-80-4

  • 50g

  • 229.0CNY

  • Detail
  • Alfa Aesar

  • (A16815)  Bis(4-aminophenyl) ether, 98%   

  • 101-80-4

  • 100g

  • 377.0CNY

  • Detail
  • Alfa Aesar

  • (A16815)  Bis(4-aminophenyl) ether, 98%   

  • 101-80-4

  • 500g

  • 1515.0CNY

  • Detail
  • Sigma

  • (46117)  4,4′-Oxydianiline  analytical standard

  • 101-80-4

  • 46117-250MG-R

  • 360.36CNY

  • Detail
  • Aldrich

  • (247278)  4,4′-Oxydianiline  zone-refined, purified by sublimation, ≥99%

  • 101-80-4

  • 247278-1G

  • 497.25CNY

  • Detail
  • Aldrich

  • (247278)  4,4′-Oxydianiline  zone-refined, purified by sublimation, ≥99%

  • 101-80-4

  • 247278-5G

  • 1,676.61CNY

  • Detail
  • Aldrich

  • (248398)  4,4′-Oxydianiline  purified by sublimation, 99%

  • 101-80-4

  • 248398-1G

  • 336.96CNY

  • Detail
  • Aldrich

  • (516805)  4,4′-Oxydianiline  97%

  • 101-80-4

  • 516805-100G

  • 608.40CNY

  • Detail
  • Aldrich

  • (516805)  4,4′-Oxydianiline  97%

  • 101-80-4

  • 516805-500G

  • 2,260.44CNY

  • Detail

101-80-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4'-Oxydianiline

1.2 Other means of identification

Product number -
Other names 4,4’-Oxydianiline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
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:101-80-4 SDS

101-80-4Synthetic route

bis(4-nitrophenyl)ether
101-63-3

bis(4-nitrophenyl)ether

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
With hydrogen; triethylamine In ethanol; water at 110℃; under 30003 Torr; for 48h; Autoclave;99%
Stage #1: bis(4-nitrophenyl)ether With pyrographite In N,N-dimethyl-formamide at 140℃; for 2h;
Stage #2: With 5%-palladium/activated carbon; hydrogen In N,N-dimethyl-formamide at 140℃; under 7500.75 Torr; for 5h; Temperature;
99.5%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 2h;98%
bis(4-iodophenyl) ether
28896-49-3

bis(4-iodophenyl) ether

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
With ammonium hydroxide; caesium carbonate98%
4,4'-dinitrosodiphenyl ether

4,4'-dinitrosodiphenyl ether

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
With hydrogen In ethanol at 75 - 80℃; under 22502.3 Torr; Autoclave;90.8%
2-Iodo-4-nitro-1-(4-nitro-phenoxy)-benzene
76263-55-3

2-Iodo-4-nitro-1-(4-nitro-phenoxy)-benzene

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
With copper(I) chloride; potassium borohydride In methanol for 0.5h; Ambient temperature;82%
4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
With aluminum (III) chloride; caesium carbonate; 1,2-bis-(diphenylphosphino)ethane; bis(pinacol)diborane In N,N-dimethyl-formamide at 152℃; for 6h;80%
Multi-step reaction with 2 steps
1.1: sodium hydride / dimethyl sulfoxide / 0.17 h / 20 °C
1.2: 80 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium hydroxide / dimethyl sulfoxide / 12 h / 80 °C
2: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C
View Scheme
nitrobenzene
98-95-3

nitrobenzene

A

4-amino-phenol
123-30-8

4-amino-phenol

B

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

C

aniline
62-53-3

aniline

D

2-amino-phenol
95-55-6

2-amino-phenol

Conditions
ConditionsYield
With hypophosphorous acid; palladium on activated charcoal In water at 80℃; for 4h; Product distribution; var. of temp., ratio, degree of conversion, solvent, catalyst;A 47%
B n/a
C n/a
D n/a
diphenylether
101-84-8

diphenylether

A

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

B

4-phenoxyanilin
139-59-3

4-phenoxyanilin

C

2-phenoxyaniline
2688-84-8

2-phenoxyaniline

Conditions
ConditionsYield
With O-(4-nitrobenzoyl)hydroxylammonium trifluoromethanesulfonate; iron(II) bromide; silver(I) triflimide In 2,2,2-trifluoroethanol; water at 30℃; for 2h;A 19.8%
B 19.8%
C 39.5%
4,4'-dichlorodiphenyl ether
2444-89-5

4,4'-dichlorodiphenyl ether

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
With copper(I) oxide; ammonia; water at 170℃;
4,4'-dibromodiphenyl ether
2050-47-7

4,4'-dibromodiphenyl ether

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
With copper(I) oxide; ammonia; water at 170℃;
With ammonium hydroxide; caesium carbonate In ethanol; water at 130℃; for 24h; Inert atmosphere; Sealed tube;
N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
With sulfuric acid
sulfuric acid
7664-93-9

sulfuric acid

N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

A

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

B

4-anilinophenol
122-37-2

4-anilinophenol

C

aniline
62-53-3

aniline

D

p,p'-diaminobiphenyl
92-87-5

p,p'-diaminobiphenyl

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / K2CO3 / dimethylformamide / 10 h / 145 - 150 °C
2: 95 percent / NH2NH2; FeCl3; activated charcoal / dioxane
View Scheme
Multi-step reaction with 2 steps
1: KOH / dimethylformamide
2: hydrazine hydrate / Raney-nickel
View Scheme
Multi-step reaction with 2 steps
1: 230 °C
2: tin; hydrochloric acid; alcohol
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 145 - 150 °C / Inert atmosphere
2: iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate / ethanol / 6 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / dimethyl sulfoxide / 0.17 h / 20 °C
1.2: 80 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C
View Scheme
4-nitrophenol sodium salt
824-78-2

4-nitrophenol sodium salt

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / K2CO3 / dimethylformamide / 10 h / 145 - 150 °C
2: 95 percent / NH2NH2; FeCl3; activated charcoal / dioxane
View Scheme
4-nitro-phenol
100-02-7

4-nitro-phenol

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KOH / dimethylformamide
2: hydrazine hydrate / Raney-nickel
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 145 - 150 °C / Inert atmosphere
2: iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate / ethanol / 6 h / Reflux
View Scheme
diphenylether
101-84-8

diphenylether

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: fuming nitric acid
2: tin; hydrochloric acid
View Scheme
potassium 4-nitrophenolate
1124-31-8

potassium 4-nitrophenolate

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 230 °C
2: tin; hydrochloric acid; alcohol
View Scheme
benzenediazonium sulphate

benzenediazonium sulphate

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: fuming nitric acid
3: tin; hydrochloric acid
View Scheme
phenol
108-95-2

phenol

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: fuming nitric acid
3: tin; hydrochloric acid
View Scheme
4-amino-phenol
123-30-8

4-amino-phenol

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydride / dimethyl sulfoxide / 0.17 h / 20 °C
1.2: 80 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C
View Scheme
1,4,7,10,17,20,23,26-octaoxa<10.10>m-cyclophane-13,29-dicarboxylic acid
72606-99-6

1,4,7,10,17,20,23,26-octaoxa<10.10>m-cyclophane-13,29-dicarboxylic acid

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

polymer, Mn 36.0 kg/mol by GPC, Mw/Mn 5.24; monomer(s): bis(5-carboxy-1,3-phenylene)-26-crown-8; 4,4\-oxydianiline

polymer, Mn 36.0 kg/mol by GPC, Mw/Mn 5.24; monomer(s): bis(5-carboxy-1,3-phenylene)-26-crown-8; 4,4\-oxydianiline

Conditions
ConditionsYield
With pyridine; triphenyl phosphite; lithium chloride In 1-methyl-pyrrolidin-2-one at 100℃; for 3h;100%
isophthalic acid
121-91-5

isophthalic acid

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

polymer, Mn 82.2 kg/mol by GPC, Mw/Mn 1.69; monomer(s): isophthalic acid; 4,4\-oxydianiline

polymer, Mn 82.2 kg/mol by GPC, Mw/Mn 1.69; monomer(s): isophthalic acid; 4,4\-oxydianiline

Conditions
ConditionsYield
With pyridine; triphenyl phosphite; lithium chloride In 1-methyl-pyrrolidin-2-one at 100℃; for 3h;100%
4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

bis(5-carboxy-1,3-phenylene)-14-crown-4

bis(5-carboxy-1,3-phenylene)-14-crown-4

polymer; monomer(s): bis(5-carboxy-1,3-phenylene)-14-crown-4; 4,4\-oxydianiline

polymer; monomer(s): bis(5-carboxy-1,3-phenylene)-14-crown-4; 4,4\-oxydianiline

Conditions
ConditionsYield
With pyridine; triphenyl phosphite; lithium chloride In 1-methyl-pyrrolidin-2-one at 100℃; for 3h;100%
formaldehyd
50-00-0

formaldehyd

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

2-(nitromethylene)thiazolidine

2-(nitromethylene)thiazolidine

6,6'-(4,4'-oxybis(4,1-phenylene))bis(8-nitro-3,5,6,7-tetrahydro-2H-thiazolo[3,2-c]pyrimidine)
1575814-59-3

6,6'-(4,4'-oxybis(4,1-phenylene))bis(8-nitro-3,5,6,7-tetrahydro-2H-thiazolo[3,2-c]pyrimidine)

Conditions
ConditionsYield
In water at 90℃; for 0.05h; Mannich Aminomethylation; Microwave irradiation; Green chemistry;100%
2,6-Pyridinedicarboxaldehyde
5431-44-7

2,6-Pyridinedicarboxaldehyde

tetrakis(acetonitrile)palladium(II) tetrafluoroborate
21797-13-7

tetrakis(acetonitrile)palladium(II) tetrafluoroborate

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

N,N’-di(3-pyridyl)-1,4,5,8-naphthalenetetracarboxydiimide
6016-04-2

N,N’-di(3-pyridyl)-1,4,5,8-naphthalenetetracarboxydiimide

2C57H39N9O3*6Pd(2+)*12BF4(1-)*3C24H12N4O4

2C57H39N9O3*6Pd(2+)*12BF4(1-)*3C24H12N4O4

Conditions
ConditionsYield
In chloroform; acetonitrile at 60℃; for 20h;100%
4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

C61H49NOP4

C61H49NOP4

Conditions
ConditionsYield
With dichloromethane; triethylamine for 24h; Inert atmosphere;99.9%
benzaldehyde
100-52-7

benzaldehyde

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

4,4′-bis(benzylideneamino)diphenyl ether
7203-56-7

4,4′-bis(benzylideneamino)diphenyl ether

Conditions
ConditionsYield
With acetic acid In toluene for 2h; Reflux; Dean-Stark;99%
In ethanol Heating;69%
In ethanol Heating;
salicylaldehyde
90-02-8

salicylaldehyde

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

2,2'-[oxybis(4,1-phenylenenitrilomethylylidene)]diphenol
7107-96-2

2,2'-[oxybis(4,1-phenylenenitrilomethylylidene)]diphenol

Conditions
ConditionsYield
With acetic acid In toluene for 2h; Dean-Stark; Reflux;99%
In ethanol at 78℃; for 3h;96%
In ethanol for 6h; Reflux;92%
With sodium acetate In methanol at 70℃; for 1h;90%
In ethanol for 1h; Heating;
3,3',4,4'-biphenyltetracarboxylic anhydride
2420-87-3

3,3',4,4'-biphenyltetracarboxylic anhydride

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

polymer; monomer(s): 3,4,3\,,4\-biphenyltetracarboxylic dianhydride; 4,4\-oxydianiline

polymer; monomer(s): 3,4,3\,,4\-biphenyltetracarboxylic dianhydride; 4,4\-oxydianiline

Conditions
ConditionsYield
99%
formaldehyd
50-00-0

formaldehyd

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

bis[4-(1,3,5-dithiazinan-5-yl)phenyl]oxide

bis[4-(1,3,5-dithiazinan-5-yl)phenyl]oxide

Conditions
ConditionsYield
With hydrogen sulfide In chloroform at 20 - 40℃; for 3.5h;99%
2,6-Pyridinedicarboxaldehyde
5431-44-7

2,6-Pyridinedicarboxaldehyde

tetrakis(acetonitrile)palladium(II) tetrafluoroborate
21797-13-7

tetrakis(acetonitrile)palladium(II) tetrafluoroborate

tris(3-pyridyl)-1,3,5-benzene

tris(3-pyridyl)-1,3,5-benzene

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

C78H54N12O3Pd3(6+)*6BF4(1-)

C78H54N12O3Pd3(6+)*6BF4(1-)

Conditions
ConditionsYield
Stage #1: 2,6-Pyridinedicarboxaldehyde; tetrakis(acetonitrile)palladium(II) tetrafluoroborate; 4,4'-oxydiphenylene diamine In acetonitrile at 60℃; for 20h;
Stage #2: tris(3-pyridyl)-1,3,5-benzene In acetonitrile at 60℃; for 2h;
99%
1,5-bis(benzaldehydeoxy)-3-oxopentane
82645-24-7

1,5-bis(benzaldehydeoxy)-3-oxopentane

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

2,7,10,13-tetraoxa-4,16-diaza-1,3(1,4),6,14(1,2)-tetrabenzenacyclohexadecaphane-4,15-diene

2,7,10,13-tetraoxa-4,16-diaza-1,3(1,4),6,14(1,2)-tetrabenzenacyclohexadecaphane-4,15-diene

Conditions
ConditionsYield
In dichloromethane at 20℃; for 264h;99%
acetic anhydride
108-24-7

acetic anhydride

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

N-[4-(4-acetylaminophenoxy)phenyl]acetamide
3070-86-8

N-[4-(4-acetylaminophenoxy)phenyl]acetamide

Conditions
ConditionsYield
In acetone at 0℃;98%
With triethylamine In acetone at 0℃; for 2h;98%
In chlorobenzene at 90 - 95℃; for 2h;93%
In acetic acid for 2h; Ambient temperature;77.4%
4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

3,3'-[4,4'-thiobis(phenylenethio)]bis(2,4-dichlorophenyl propionate)

3,3'-[4,4'-thiobis(phenylenethio)]bis(2,4-dichlorophenyl propionate)

polymer, ordered poly(amide-thioether), Mn 19000, Mw 36000; monomer(s): 3,3-[4,4-thiobis(phenylenethio)]bis(2,4-dichlorophenyl propionate); 4,4-oxydianiline

polymer, ordered poly(amide-thioether), Mn 19000, Mw 36000; monomer(s): 3,3-[4,4-thiobis(phenylenethio)]bis(2,4-dichlorophenyl propionate); 4,4-oxydianiline

Conditions
ConditionsYield
With benzotriazol-1-ol In 1-methyl-pyrrolidin-2-one at 80℃; for 48h;98%
1-chloro-3-methoxy-benzene
2845-89-8

1-chloro-3-methoxy-benzene

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

N-phenyl-4-(4-anilinophenoxy)aniline

N-phenyl-4-(4-anilinophenoxy)aniline

Conditions
ConditionsYield
With sodium t-butanolate; Ni(0)*2IPr In 1,4-dioxane at 100℃;98%
2,3',3,4'-biphenyltetracarboxylic acid dianhydride
36978-41-3

2,3',3,4'-biphenyltetracarboxylic acid dianhydride

2,3,2',3'-biphenyltetracarboxylic dianhydride
3711-04-4

2,3,2',3'-biphenyltetracarboxylic dianhydride

3,3',4,4'-biphenyltetracarboxylic anhydride
2420-87-3

3,3',4,4'-biphenyltetracarboxylic anhydride

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

polymer; monomer(s): 2,3,3\,,4\-biphenyltetracarboxylic dianhydride; 2,3,2\,,3\-biphenyltetracarboxylic dianhydride; 3,4,3\,,4\-biphenyltetracarboxylic dianhydride; 4,4\-oxydianiline

polymer; monomer(s): 2,3,3\,,4\-biphenyltetracarboxylic dianhydride; 2,3,2\,,3\-biphenyltetracarboxylic dianhydride; 3,4,3\,,4\-biphenyltetracarboxylic dianhydride; 4,4\-oxydianiline

Conditions
ConditionsYield
98%
2,3',3,4'-biphenyltetracarboxylic acid dianhydride
36978-41-3

2,3',3,4'-biphenyltetracarboxylic acid dianhydride

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

polymer; monomer(s): 2,3,3\,,4\-biphenyltetracarboxylic dianhydride; 4,4\-oxydianiline

polymer; monomer(s): 2,3,3\,,4\-biphenyltetracarboxylic dianhydride; 4,4\-oxydianiline

Conditions
ConditionsYield
98%
3,3'-bis(N-aminophthalimide)
916066-54-1

3,3'-bis(N-aminophthalimide)

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

polymer, Mn/Mw = 1.6, Mn = 51210 g/mol, Mw = 82240 g/mol, inherent viscosity = 0.50 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 4,4\-oxydianiline; 3,3\44,4\-biphenyltetracarboxylic acid dianhydride

polymer, Mn/Mw = 1.6, Mn = 51210 g/mol, Mw = 82240 g/mol, inherent viscosity = 0.50 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 4,4\-oxydianiline; 3,3\44,4\-biphenyltetracarboxylic acid dianhydride

Conditions
ConditionsYield
With 4-chloro-phenol; benzoic acid at 100 - 190℃;98%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

C24H24N2O5

C24H24N2O5

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 12h; Heating;98%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

4,4'-bis(1-naphthylmethylideneamino)diphenyl ether
387850-01-3

4,4'-bis(1-naphthylmethylideneamino)diphenyl ether

Conditions
ConditionsYield
With acetic acid In toluene for 2h; Inert atmosphere; Reflux; Dean-Stark;98%
3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

6,6′-((1E,1′E)-((oxybis(4,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol)

6,6′-((1E,1′E)-((oxybis(4,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol)

Conditions
ConditionsYield
In ethanol for 3.5h; Reflux; Schlenk technique; Inert atmosphere;98%
In methanol at 40℃; for 6h;80%
In methanol at 40℃; for 6h;80%
4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

trans-4-[60]fullerenobisacetic acid

trans-4-[60]fullerenobisacetic acid

Polymer; Monomer(s): trans-4-[60]fullerenobisacetic acid; 4,4-oxydianiline;

Polymer; Monomer(s): trans-4-[60]fullerenobisacetic acid; 4,4-oxydianiline;

Conditions
ConditionsYield
With pyridine; triphenyl phosphite; lithium chloride; 1-methyl-pyrrolidin-2-one at 115℃; for 96h;97%
4,4'-dimercaptodiphenyl sulfide
19362-77-7

4,4'-dimercaptodiphenyl sulfide

2,4-dichlorophenoxy acrylate
4513-42-2

2,4-dichlorophenoxy acrylate

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

polymer, ordered poly(amide-thioether), Mn 25000, Mw 44000; monomer(s): 2,4-dichlorophenyl acrylate; 4,4\-thiobis(benzenethiol); 4,4\-oxydianiline

polymer, ordered poly(amide-thioether), Mn 25000, Mw 44000; monomer(s): 2,4-dichlorophenyl acrylate; 4,4\-thiobis(benzenethiol); 4,4\-oxydianiline

Conditions
ConditionsYield
With TEA; benzotriazol-1-ol In 1-methyl-pyrrolidin-2-one at 20 - 80℃; for 50h;97%
4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

bis(5-carboxy-1,3-phenylene)-20-crown-6
198328-20-0

bis(5-carboxy-1,3-phenylene)-20-crown-6

polymer, Mn 12.9 kg/mol by GPC, Mw/Mn 4.28; monomer(s): bis(5-carboxy-1,3-phenylene)-20-crown-6; 4,4\-oxydianiline

polymer, Mn 12.9 kg/mol by GPC, Mw/Mn 4.28; monomer(s): bis(5-carboxy-1,3-phenylene)-20-crown-6; 4,4\-oxydianiline

Conditions
ConditionsYield
With pyridine; triphenyl phosphite; lithium chloride In 1-methyl-pyrrolidin-2-one at 100℃; for 3h;97%
2,3,2',3'-biphenyltetracarboxylic dianhydride
3711-04-4

2,3,2',3'-biphenyltetracarboxylic dianhydride

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

polymer; monomer(s): 2,3,2\,,3\-biphenyltetracarboxylic dianhydride; 4,4\-oxydianiline

polymer; monomer(s): 2,3,2\,,3\-biphenyltetracarboxylic dianhydride; 4,4\-oxydianiline

Conditions
ConditionsYield
97%
C15H15NO6

C15H15NO6

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

C26H23N3O6

C26H23N3O6

Conditions
ConditionsYield
With 5,15,10,20-tetraphenylporphyrin; calcium chloride In pyridine; 1-methyl-pyrrolidin-2-one at 60 - 130℃; for 10.5h; Inert atmosphere;97%
bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

4,4'-oxydiphenylene bis-phenylcarbamate
21649-32-1

4,4'-oxydiphenylene bis-phenylcarbamate

Conditions
ConditionsYield
With isobutyric Acid; 1,3,5-tris(N,N-dimethylaminopropyl)-hexahydro-s-triazine In toluene at 55℃; for 48h;97%
4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

1-azido-4-(4-azidophenoxy)benzene
48180-65-0

1-azido-4-(4-azidophenoxy)benzene

Conditions
ConditionsYield
Stage #1: 4,4'-oxydiphenylene diamine With toluene-4-sulfonic acid In water for 0.0166667h;
Stage #2: With sodium nitrite In water
Stage #3: With sodium azide In water
96%
Stage #1: 4,4'-oxydiphenylene diamine With 1-methyl-2-oxopyrrolidinium hydrogen sulfate In water at 20℃; for 0.0166667h; Grinding;
Stage #2: With sodium nitrite In water at 20℃; Grinding;
Stage #3: With sodium azide In water at 20℃; Grinding;
94%
Stage #1: 4,4'-oxydiphenylene diamine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.25h;
Stage #2: With sodium azide In water at 0℃;
90%

101-80-4Relevant articles and documents

Co-based heterogeneous catalysts from well-defined Α-diimine complexes: Discussing the role of nitrogen

Formenti, Dario,Ferretti, Francesco,Topf, Christoph,Surkus, Annette-Enrica,Pohl, Marga-Martina,Radnik, J?rg,Schneider, Matthias,Junge, Kathrin,Beller, Matthias,Ragaini, Fabio

, p. 79 - 89 (2017)

Ar-BIANs and related α-diimine Co complexes were wet impregnated onto Vulcan XC 72 R carbon black powder and used as precursors for the synthesis of heterogeneous supported nanoscale catalysts by pyrolysis under argon at 800?°C. The catalytic materials feature a core-shell structure composed of metallic Co and Co oxides decorated with nitrogen-doped graphitic layers (NGr). These catalysts display high activity in the liquid phase hydrogenation of aromatic nitro compounds (110?°C, 50 bar H2) to give chemoselectively substituted aryl amines. The catalytic activity is closely related to the amount and type of nitrogen atoms in the final catalytic material, which suggests a heterolytic activation of dihydrogen.

Cocatalyst-Free Reduction of 4,4′-Dinitrodiphenyl Ether to 4,4′-Diaminodiphenyl Ether Over Twin-Crystal ZnxCd1?xS under Visible Light

Hu, Yujia,Yu, Guiyang,Xing, Chuanwang,Liu, Shanshan,Wei, Chuangyu,Liu, Heyuan,Jiang, Jianzhuang,Li, Xiyou

, p. 4591 - 4601 (2021)

Semiconductor-based photocatalytic conversion of solar energy is a promising method for the synthesis of high value-added chemicals. In this paper, a cocatalyst-free nano-twin crystal ZnxCd1?xS (T?ZnxCd1?xS) semiconductor was employed to achieve almost complete conversion of DNDPE and the yield of ODA product achieves >99 % in 40 min reaction time without additional hydrogen source. As far as we know, this is the first time to apply the photocatalytic technology for reducing DNDPE to ODA, and the photocatalytic efficiency has greatly exceeded the result of traditional catalytic method. Theoretical calculation and isotope labeling in situ HPLC-MS analysis demonstrates that the reduction mechanism of DNDPE is two nitro groups of DNDPE are separately instead of simultaneously reduced, following the process of DNDPE→NO2?C6H4?O?C6H4?NO→NO2?C6H4?O?C6H4?NHOH→NO2?C6H4?O?C6H4?NH2→NO?C6H4?O?C6H4?NH2→NH2?C6H4?O?C6H4?NHOH→ODA. Hydrogen protons of water, instead of ethanol, provide the hydrogen source for the photocatalytic reduction of DNDPE to ODA.

Synthesis method of 4, 4-amino diphenyl ether

-

Paragraph 0005; 0009; 0034-0045, (2020/12/30)

The invention discloses a synthesis method for synthesizing 4, 4-amino diphenyl ether in a water phase, and belongs to the field of organic synthesis. The method comprises the following steps: adding4-nitrochlorobenzene into water, adding potassium hydroxide and tetrabutylammonium bromide, and heating to react to obtain the 4, 4-nitrodiphenyl ether; and adding 4, 4-nitro diphenyl ether into water, adding hydrochloric acid and palladium on carbon, introducing hydrogen, and heating to react to obtain 4, 4-amino diphenyl ether. The method is easy and convenient to operate, no organic solvent isintroduced in the production process, the method is environmentally friendly, the yield of the obtained product is high, and the method is more suitable for large-scale production.

Synthetic method of 4, 4'-diaminodiphenyl ether

-

Paragraph 0013; 0034-0040, (2019/01/21)

The invention discloses a synthetic method of 4, 4'-diaminodiphenyl ether. The synthetic method comprises the following steps: S1, nitrosation reaction: adding sodium nitrite and diphenyl ether into awater phase, slowly dropwise adding hydrochloric acid in a range of 0-5 DEG C till the reaction is finished, separating out crystals, filtering the crystals, and drying the crystals in vacuum to obtain 4, 4'-diaminodiphenyl ether, wherein the reaction process is as follows; and S2, reductive reaction: adding the obtained solid into a high pressure kettle, adding a catalyst by taking alcohol as asolvent, pressurizing hydrogen to 0.5-4 MPa, heating and stirring the mixture to 70-120 DEG C, and keeping the temperature for 2-6 hours to obtain 4, 4'-diaminodiphenyl ether. The synthetic method disclosed by the invention can reduce the production cost, reduce the environmental pollution, improve the safety coefficient and reduce the emission of three wastes.

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