2,9-Dimethylanthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone

Base Information

• Chemical Name: 2,9-Dimethylanthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone
• CAS No.: 5521-31-3
• Deprecated CAS: 136511-24-5,151833-81-7,152950-71-5,167139-79-9,51731-78-3,52349-09-4,73562-11-5,89900-37-8,1039727-77-9,872217-79-3,910615-93-9,948550-43-4,1039727-77-9,151833-81-7,167139-79-9,51731-78-3,52349-09-4,73562-11-5,872217-79-3,89900-37-8
• Molecular Formula: C26H14N2O4
• Molecular Weight: 418.408
• European Community (EC) Number: 226-866-1
• UNII: 2B7V5NT69F
• DSSTox Substance ID: DTXSID9029273
• Nikkaji Number: J7.989H
• Wikipedia: Pigment_Red_179
• Wikidata: Q1656546
• Mol file: 5521-31-3.mol

Synonyms:5521-31-3;Palanthrene Red GG;Perylene Maroon;Perylene Bordeaux;Ponsol Red YF;C.I. Vat Red 23;Caledon Red 2G;Caledon Red 2GN;Indanthren Red GG;MePTC;Paliogen Maroon L 4020;2,9-Dimethylanthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone;Paliogen Red 4120;Hostaperm Red P 2GL;Paliogen Maroon 3920;Variogen Maroon 3920;Paliogen Maroon L 3920;C.I. 71130;Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-dimethyl-;EINECS 226-866-1;2,9-Dimethylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone;2,9-dimethylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2h,9h)-tetrone;2B7V5NT69F;N, N'-Dimethyl-3,4,9,10-perylenedicarboximide;3,4,9,10-Perylenetetracarboxylic 3,4:9,10-diimide, N,N'-dimethyl-;7,18-dimethyl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone;n,n'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide;Perylenetetracarboxylic 3,4:9,10-diimide, N,N'-dimethyl-;EC 226-866-1;Anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-dimethyl-;C28H47NO3;2,9-Dimethylanthra2,1,9-DEF,6,5,10-D'E'F'diisoquinoline-1,3,8,10(2H,9H)-tetrone;2,2-DIMETHYLANTHRA(2,1,9-DEF:6,5,10-D'E'F')DIISOQUINOLINE-1,3,8,10(2H,9H)-TETRONE;C.I.Vat Red 23;C26H14N2O4;MePTCDI;Paliogenrot 3885;Me-PTC;UNII-2B7V5NT69F;YSWG761;SCHEMBL710594;DTXSID9029273;AKOS002384890;C26-H14-N2-O4;GS-6296;Anthra[2,1,9-def:6,5,10-d'e'f'] diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-dimethyl-;CI 71130;LS-20402;SUNFAST RED 179-229-2179;C.I.-71130;CS-0010185;D4429;H10340;N,N'-Dimethyl-3,4,9,10-perylene dicarboximide;N-Methyl-3,4,9,10-perylenetetracarboxyldiimide;A913803;N,N'-Dimethyl-3,4,9,10-perylenetetracarboximide;PERRINDO MAROON 179R6436-229-6436;Q1656546;W-109156;N,N-DIMETHYL-PERYLENE-TETRACARBONICACID-DIAMIDE;N, N'-Dimethyl-3,4,9,10-perylenedicarboximide, 98%;n,n'-dimethylperylene-3,4,9,10-tetracarboxylic acid diimide;2,9-Dimethyl-anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone;2,9-Dimethylanthra[2,1,9-DEF,6,5,10-D'E'F']diisoquinoline-1,3,8,10(2H,9H)-tetrone;2,9-Dimethylantra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetrone;2,9-dimethylisoquino[4',5',6':6,5,10]anthra[2,1,9-def]isoquinoline-1,3,8,10(2H,9H)-tetrone;7,18-dimethyl-7,18-diazaheptacyclo[14.6.2.2^{2,5}.0^{3,12}.0^{4,9}.0^{13,23}.0^{20,24}]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone

Chemical Property of 2,9-Dimethylanthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone

Chemical Property:

• Vapor Pressure: 3.72E-19mmHg at 25°C
• Melting Point: >400°C
• Refractive Index: 1.904
• Boiling Point: 694.846 °C at 760 mmHg
• PKA: -2.29±0.20(Predicted)
• Flash Point: 341.089 °C
• PSA: 78.14000
• Density: 1.594 g/cm³
• LogP: 3.03700
• Water Solubility.: 5.5μg/L at 23℃
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 418.09535693
• Heavy Atom Count: 32
• Complexity: 789

Purity/Quality:

99% ^*data from raw suppliers

Vat Red 23 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C2=C3C(=CC=C4C3=C(C=C2)C5=C6C4=CC=C7C6=C(C=C5)C(=O)N(C7=O)C)C1=O
• Uses: Me-PTCDI can be used in the preparation of the hole transporting layers (HTLs), which can further be utilized in the fabrication of perovskite photovoltaic (PPV) cells.

Technology Process of 2,9-Dimethylanthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone

There total 11 articles about 2,9-Dimethylanthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) + methylamine (74-89-5) → N,N'-Dimethylperylene-3,4,9,10-biscarboximide (5521-31-3)

Guidance literature:

In water; for 3h; Heating;

Reference yield: 95.0%

N-methylnaphthalimide (2382-08-3) → N,N'-Dimethylperylene-3,4,9,10-biscarboximide (5521-31-3)

Guidance literature:

With 2,6-dichloro-benzonitrile; potassium tert-butylate; at 170 ℃;

DOI:10.1021/jo0010835

Reference yield:

4-bromo-N-methyl-1,8-naphthalimide (4116-90-9) → N-methylnaphthalimide (2382-08-3) + N,N'-Dimethylperylene-3,4,9,10-biscarboximide (5521-31-3)

Guidance literature:

4-bromo-N-methyl-1,8-naphthalimide; With [2,2]bipyridinyl; nickel dichloride; zinc; In N,N-dimethyl-formamide; at 70 ℃; for 6h;

With dihydrogen peroxide; In N,N-dimethyl-formamide; at 30 - 40 ℃; for 0.5h;

DOI:10.1007/bf02757446

upstream raw materials:

N-methylnaphthalimide

sodium anilide

aniline

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

Downstream raw materials:

N-methyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide

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

Refernces

• 1、 -. "Organic photoelectric device and image sensor including the same". Page/Page column 21. . Retrieved 2016/09/15.
• 2、 Sakamoto,Pac. "A "green" route to perylene dyes: Direct coupling reactions of 1,8-naphthalimide and related compounds under mild conditions using a "new" base complex reagent, t-BuOK/DBN". . p. 94 - 98. Retrieved 2007/10/03.