N-(1-hexylheptyl)perylene-3,4,9,10-tetracarboxylic-3,4-anhydride-9,10-imide
A
N-(1-hexylheptyl)-perylene-3,4,9,10-tetracarboxylic-3,4-carboximide-9,10-anhydride
B
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
With potassium hydroxide In tert-butyl alcohol for 0.166667h; Heating; | A 63% B n/a |
With potassium hydroxide In tert-butyl alcohol Heating; | A 40% B n/a |
N,N'-bis(1-octylnonyl)-perylene-3,4,9,10-tetracarboxylic diimide
A
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
B
N-(1-octylnonyl)-perylene-3,4:9,10-tetracarboxylic acid-3,4-anhydride-9,10-carboximide
Conditions | Yield |
---|---|
With potassium hydroxide In tert-butyl alcohol Heating; | A n/a B 58% |
1,1'-binaphthyl-4,4',5,5',8,8'-hexacarboxylic acid dianhydride sodium salt
A
1,1'-binaphthyl-4,4',5,5',8,8'-hexacarboxylic acid dianhydride disodium salt
B
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
Product distribution; Mechanism; electrolysis at -1.0 V; | A n/a B 55% |
N,N’-bis-(10-nonadecyl)perylene-3,4,9,10-tetracarboxylic acid diimide
A
9-(1-nonyldecyl)-1H-isochromeno[6',5',4':10,5,6]anthra[2,1,9-def]isoquinoline-1,3,8,10(9H)-tetraone
B
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
With potassium hydroxide In tert-butyl alcohol Heating; | A 50.1% B n/a |
1,1'-binaphthyl-4,4',5,5'-tetracarboxylic acid dianhydride
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
Product distribution; Mechanism; electrolysis at -1.3 V; | 3% |
perylene-3,4,9,10-tetracarboxylic acid
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
With acetic anhydride | |
With sodium hydroxide | |
With sulfuric acid at 20℃; for 12h; |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: acetic acid; potassium dichromate / 6 h / 80 °C 2.1: ammonium hydroxide / 1.67 h / 20 - 70 °C 3.1: barium(II) hydroxide; sodium acetate / 6 h / 200 - 300 °C / Inert atmosphere 3.2: 1 h / 75 °C 3.3: 1.5 h / 80 - 100 °C 4.1: sulfuric acid / 2 h / 220 °C 4.2: 1 h / 90 °C / Darkness; Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1: acetic acid / 6 h / 20 - 80 °C 2: ammonium hydroxide / 1.67 h / 20 - 70 °C 3: potassium hydroxide; sodium acetate / dimethyl sulfoxide / 6 h / 100 °C / Microwave irradiation; Inert atmosphere 4: sulfuric acid / 2 h / 220 °C View Scheme |
1,8-Naphthalic anhydride
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: ammonium hydroxide / 1.67 h / 20 - 70 °C 2.1: barium(II) hydroxide; sodium acetate / 6 h / 200 - 300 °C / Inert atmosphere 2.2: 1 h / 75 °C 2.3: 1.5 h / 80 - 100 °C 3.1: sulfuric acid / 2 h / 220 °C 3.2: 1 h / 90 °C / Darkness; Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: ammonium hydroxide / 1.67 h / 20 - 70 °C 2: barium(II) hydroxide; sodium acetate / 6 h / 200 - 300 °C / Inert atmosphere 3: sulfuric acid / 2 h / 20 - 220 °C View Scheme | |
Multi-step reaction with 3 steps 1: ammonium hydroxide / 1.67 h / 20 - 70 °C 2: potassium hydroxide; sodium acetate / dimethyl sulfoxide / 6 h / 100 °C / Microwave irradiation; Inert atmosphere 3: sulfuric acid / 2 h / 220 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: barium(II) hydroxide; sodium acetate / 6 h / 200 - 300 °C / Inert atmosphere 1.2: 1 h / 75 °C 1.3: 1.5 h / 80 - 100 °C 2.1: sulfuric acid / 2 h / 220 °C 2.2: 1 h / 90 °C / Darkness; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: barium(II) hydroxide; sodium acetate / 6 h / 200 - 300 °C / Inert atmosphere 2: sulfuric acid / 2 h / 20 - 220 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium hydroxide; sodium acetate / dimethyl sulfoxide / 6 h / 100 °C / Microwave irradiation; Inert atmosphere 2: sulfuric acid / 2 h / 220 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: acetic acid; potassium dichromate / 6 h / 20 - 80 °C 2: ammonium hydroxide / 1.67 h / 20 - 70 °C 3: barium(II) hydroxide; sodium acetate / 6 h / 200 - 300 °C / Inert atmosphere 4: sulfuric acid / 2 h / 20 - 220 °C View Scheme |
1-hexylheptylamine
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
N-(1-hexylheptyl)perylene-3,4,9,10-tetracarboxylic-3,4-anhydride-9,10-imide
Conditions | Yield |
---|---|
With 1H-imidazole at 180℃; for 5h; | 100% |
With 1H-imidazole In dichloromethane at 150℃; for 5h; | 100% |
With 1H-imidazole; zinc diacetate at 155℃; for 4h; | 99% |
1-pentanamine
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
N,N’-bis(pentyl)-3,4:9,10-perylenebis(dicarboximide)
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 4h; Reflux; | 100% |
With 1H-imidazole for 1h; | 96% |
In 1H-imidazole at 160℃; for 1h; Autoclave; | |
With zinc acetate hydrate In quinoline Reflux; | |
Stage #1: n-Pentylamine; perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride In water at 20℃; for 0.333333h; Green chemistry; Stage #2: In water at 200℃; for 24h; Autoclave; High pressure; Green chemistry; |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
1-aminooctadecane
N,N’-bis(octadecyl)-3,4:9,10-perylenebis(dicarboximide)
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 8h; Reflux; | 100% |
With 1H-imidazole at 140℃; for 3h; | 89% |
63% |
Conditions | Yield |
---|---|
With 1H-imidazole at 100℃; for 1h; Inert atmosphere; | 100% |
With 1H-imidazole at 120℃; for 0.5h; | 97% |
With 1H-imidazole at 120℃; | 95.4% |
Conditions | Yield |
---|---|
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide In water Stage #2: 1-dodecylbromide With potassium iodide | 100% |
With Aliquat 336; potassium iodide; potassium hydroxide Inert atmosphere; | 96% |
With 1-dodecyl alcohol; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 60℃; for 12h; | 86% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
perylene-3,4,9,10-tetracarboxylic acid monoanhydride monopotassium carboxylate
Conditions | Yield |
---|---|
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide In water for 2h; Stage #2: With acetic acid In water at 90℃; for 0.666667h; | 99% |
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide at 90℃; for 1h; Stage #2: With phosphoric acid | 96% |
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With water; potassium hydroxide at 90℃; for 2h; Stage #2: With acetic acid at 90℃; for 0.666667h; | 96% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride
Conditions | Yield |
---|---|
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With sulfuric acid; iodine at 20 - 85℃; for 0.75h; Stage #2: With bromine at 95℃; | 99% |
With sulfuric acid; bromine at 40℃; for 12h; | 95% |
With sulfuric acid; iodine | 95% |
2-Ethylhexylamine
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
2,9-bis(2-ethylhexyl)anthra[2,1,9-def:6,5,10-d',e',f']diisoquinoline-1,3,8,10(2H,9H)-tetraone
Conditions | Yield |
---|---|
With 1H-imidazole; zinc diacetate at 160℃; for 5h; Inert atmosphere; | 99% |
With 1H-imidazole | 98% |
In N,N-dimethyl-formamide for 8h; Inert atmosphere; Reflux; | 97% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride
Conditions | Yield |
---|---|
With sulfuric acid; chlorine at 120℃; | 99% |
With chlorosulfonic acid; iodine at 65℃; for 20h; | 98% |
With chlorosulfonic acid; iodine at 65℃; for 20h; | 94% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
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 |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
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
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 200℃; for 0.966667h; Microwave irradiation; | 99% |
In iso-butanol at 90℃; for 24h; Inert atmosphere; | 97% |
In N,N-dimethyl-formamide at 130℃; for 5h; | 92% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
2-(2-Aminoethoxy)ethanol
2,9-bis(2-(2-hydroxyethoxy)ethyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 200℃; for 0.966667h; Microwave irradiation; | 99% |
at 130℃; for 3h; | 94% |
at 130℃; for 3h; Inert atmosphere; | |
With N,N-dimethyl acetamide; zinc diacetate at 160℃; for 8h; Inert atmosphere; |
2-n-hexyldecan-1-amine
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
N,N'-di(2-n-hexyldecyl)-perylene-3,4:9,10-tetracarboxylic acid bisimide
Conditions | Yield |
---|---|
With 1H-imidazole; zinc diacetate at 160℃; Inert atmosphere; | 99% |
With 1H-imidazole at 180℃; for 4h; Inert atmosphere; | 86% |
With 1H-imidazole at 160℃; for 5h; Inert atmosphere; | 71% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
N,N;-bis(2-butyloctyl)-3,4,9,10-perylene diimide
Conditions | Yield |
---|---|
With 1H-imidazole; zinc diacetate at 160℃; Inert atmosphere; | 99% |
3-(1H-imidazol-1-yl)propan-1-amine
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 200℃; for 0.966667h; Microwave irradiation; | 99% |
In N,N-dimethyl-formamide at 140℃; for 72h; | 95% |
In N,N-dimethyl-formamide at 140℃; | 92.3% |
In 2-methyl-propan-1-ol at 90℃; |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
2-methoxyethylamine
2,9-bis(2-methoxyethyl)anthra[2,1,9-def:6,5,10-d'e'f']-diisoquinoline-1,3,8,10(2H,9H)-tetraone
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 200℃; for 0.966667h; Microwave irradiation; | 99% |
Conditions | Yield |
---|---|
With 1H-imidazole In water at 145 - 180℃; for 15h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With water; potassium hydroxide at 70℃; for 1.5h; Stage #2: 1-bromo-butane With Aliquat 336 at 100℃; for 2h; pH=9; | 98.1% |
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide In water at 75℃; for 1.5h; Stage #2: 1-bromo-butane In water at 100℃; for 2h; | 94.8% |
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide In water at 75℃; for 1.5h; Stage #2: 1-bromo-butane With tetrabutylammomium bromide at 100℃; for 2h; | 94.8% |
cyclohexylamine
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
N,N'-bis(cyclohexyl)perylene-3,4,9,10-tetracarboxylic acid diimide
Conditions | Yield |
---|---|
at 135℃; for 24h; | 98% |
for 15h; Reflux; | 93% |
at 140℃; for 15h; | 93% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
3-aminopentane
N,N'-bis(1-ethylpropyl)-3,4:9,10-perylenebis(dicarboximide)
Conditions | Yield |
---|---|
With 1H-imidazole at 110℃; for 24h; | 98% |
With 1H-imidazole at 140℃; for 5h; Inert atmosphere; | 96% |
With 1H-imidazole at 200℃; for 2h; | 92% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
1-amino-2-propene
N,N'-diallylperylene-3,4:9,10-tetracarboxylic acid bisimide
Conditions | Yield |
---|---|
With zinc diacetate In quinoline at 120℃; for 5h; | 98% |
With 1H-imidazole at 160℃; for 4h; | 42% |
With zinc diacetate In quinoline at 120℃; for 5h; |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
methylamine
N,N'-Dimethylperylene-3,4,9,10-biscarboximide
Conditions | Yield |
---|---|
In water for 3h; Heating; | 98% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
1,7-dinitro-3,4,9,10-perylenetetracarboxylic acid
Conditions | Yield |
---|---|
With nitric acid In chloroform at 25 - 30℃; for 2.5h; | 98% |
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
N,N-diethylethylenediamine
N,N'-bis(2-(N'',N''-diethylamino)ethyl)perylene-3,4:9,10-bis(dicarboximide)
Conditions | Yield |
---|---|
for 26h; Reflux; | 98% |
In N,N-dimethyl-formamide at 80℃; Inert atmosphere; | 85% |
at 100℃; for 15h; |
2-octyldodecylamine
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
With 1H-imidazole; zinc diacetate at 160℃; Inert atmosphere; | 98% |
With 1H-imidazole In o-xylene at 180℃; for 4h; Inert atmosphere; | 93.2% |
With 1H-imidazole In o-xylene at 180℃; for 4h; Inert atmosphere; | 93% |
1-bromo-butane
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
butan-1-ol
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 18h; Reflux; | 98% |
With tetra(n-butyl)ammonium hydroxide; potassium carbonate In water at 120℃; for 2h; Time; Inert atmosphere; | 97% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 100℃; for 2h; | 93% |
3-(3,5,7,9,11,13,15-heptaisobutylpentacyclo[9,5,1,1(3,9),1(7,13),1(5,15)]octasiloxane-1-yl)propylamine
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
N,N'-propylheptakis(isobutyl) POSS-perylene tetracarboxylic acid bisimide
Conditions | Yield |
---|---|
With 1H-imidazole for 0.0833333h; Microwave irradiation; | 98% |
With 1H-imidazole at 120 - 140℃; for 4h; | 95% |
With 1H-imidazole at 140℃; for 4h; | 95% |
The systematic name of Perylo[3,4-cd:9,10-c'd']dipyran-1,3,8,10-tetrone is isochromeno[4',5',6':6,5,10]anthra[2,1,9-def]isochromene-1,3,8,10-tetrone. With the CAS registry number 128-69-8, it is also named as 3,4:9,10-Perylenetetracarboxylic anhydride. The product's categories are intermediates of dyes and pigments; aromatic hydrocarbons (substituted) & derivatives; organics; acid anhydrides, etc. (reagents for conducting polymer research); aromatic tetracarboxylic dianhydrides (for high-performance polymer research); electroluminescence; functional materials; reagents for conducting polymer research. It is dark red powder which is insoluble in water and sensitive to moisture. In addition, the other registry numbera are 197501-07-8, 340820-28-2 and 71819-78-8.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.01; (4)ACD/LogD (pH 7.4): 3.01; (5)ACD/BCF (pH 5.5): 114.41; (6)ACD/BCF (pH 7.4): 114.41; (7)ACD/KOC (pH 5.5): 1035.29; (8)ACD/KOC (pH 7.4): 1035.29; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.973; (13)Molar Refractivity: 109.16 cm3; (14)Molar Volume: 222.3 cm3; (15)Polarizability: 43.27×10-24 cm3; (16)Surface Tension: 105.1 dyne/cm; (17)Enthalpy of Vaporization: 110.11 kJ/mol; (18)Vapour Pressure: 9.91E-23 mmHg at 25°C; (19)Exact Mass: 392.032088; (20)MonoIsotopic Mass: 392.032088; (21)Topological Polar Surface Area: 86.7; (22)Heavy Atom Count: 30; (23)Complexity: 730.
Preparation of Perylo[3,4-cd:9,10-c'd']dipyran-1,3,8,10-tetrone: Four carboxy imide is obtained by the 1,8-naphthalimide with alkali fusion, and then using concentrated sulfuric acid to deaminize, anhydrate and anhydride. Consumption of raw materials fixed: 1,8-naphthalic anhydride (raw material of 1,8 - naphthalimide s) 2120 kg / t, potassium hydroxide (96%) 6000kg / t, concentrated sulfuric acid 20000kg / t.
Uses of Perylo[3,4-cd:9,10-c'd']dipyran-1,3,8,10-tetrone: It is used as dye intermediates in the synthesis of reducing red K and R. And it is also used for synthetic resin. Besides, this chemical is used for the ceramic paint, polyurethane and polyester paint.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES: O=C4OC(=O)c3ccc2c1ccc7c6c1c(c5c2c3c4cc5)ccc6C(=O)OC7=O;
2. InChI: InChI=1/C24H8O6/c25-21-13-5-1-9-10-2-6-15-20-16(24(28)30-23(15)27)8-4-12(18(10)20)11-3-7-14(22(26)29-21)19(13)17(9)11/h1-8H.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View