133-66-4

Basic information

• Product Name: Fluorescent Brightener 9
• Synonyms: disodium 4,4'-bis[(4,6-dianilino-1,3,5-triazin-2-yl)amino]stilbene-2,2'-disulphonate;cellu-brite;Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-[4,6-bis(phenylamino)-1,3,5-triazin-2-yl]amino]-, disodium salt;Fluorescent brightening agent 9 (C.I. 40621);2,2'-(1,2-Ethenediyl)bis[5-[[4,6-bis(phenylamino)-1,3,5-triazin-2-yl]amino]benzenesulfonic acid sodium] salt;4,4'-Bis(2,4-dianilino-1,3,5-triazin-6-ylamino)stilbene-2,2'-disulfonic acid disodium salt;4,4'-Bis[[4,6-bis(phenylamino)-1,3,5-triazin-2-yl]amino]stilbene-2,2'-disulfonic acid disodium salt;C.I.40621
• CAS NO: 133-66-4
• Molecular Formula: C₄₄H₃₄N₁₂O₆S₂*2Na
• Molecular Weight: 936.9271
• EINECS: 205-117-2
• Mol File: 133-66-4.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• PKA: -1.05[at 20 ℃]
• Water Solubility: 140mg/L at 20℃
• CAS DataBase Reference: Fluorescent Brightener 9(CAS DataBase Reference)
• NIST Chemistry Reference: Fluorescent Brightener 9(133-66-4)
• EPA Substance Registry System: Fluorescent Brightener 9(133-66-4)

Safety Data

• Hazardous Substances Data: 133-66-4(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C44H36N12O6S2.2Na/c57-63(58,59)37-27-35(49-43-53-39(45-31-13-5-1-6-14-31)51-40(54-43)46-32-15-7-2-8-16-32)25-23-29(37)21-22-30-24-26-36(28-38(30)64(60,61)62)50-44-55-41(47-33-17-9-3-10-18-33)52-42(56-44)48-34-19-11-4-12-20-34;;/h1-28H,(H,57,58,59)(H,60,61,62)(H3,45,46,49,51,53,54)(H3,47,48,50,52,55,56);;/q;2*+1/p-2/b22-21+;;

Synthetic route

6,6'-(ethene-1,2-diyl)bis(3-((4-chloro-6-(phenylamino)-1,3,5-triazin-2-yl)amino)benzenesulfonic acid)disodium salt + aniline (62-53-3) → disodium 4,4'-bis[(4,6-dianilino-1,3,5-triazin-2-yl)amino]stilbene-2,2'-disulphonate (133-66-4)

Conditions	Yield
Stage #1: 6,6'-(ethene-1,2-diyl)bis(3-((4-chloro-6-(phenylamino)-1,3,5-triazin-2-yl)amino)benzenesulfonic acid)disodium salt; aniline In polyethyleneglycol-300 at 130℃; for 0.5h; Stage #2: With sodium hydroxide In water	23.4%

Upstream product

• 62-53-3 aniline 

Relevant articles and documents

Process for the preparation of stilbene compounds

A process for the preparation of a 4,4′-bis-(triazinylamino)-stilbene-2,2′-disulphonic acid compound of formula (1) is disclosed, characterized in that (a) in a first reaction step cyanurchloride is reacted with the disodium salt of 4,4′-diaminostilbene-2,2′-disulfonic acid to give the intermediate of formula (2); (b) in a second reaction step the compound of formula (2) is reacted with a compound of formula R1—H and/or R2—H to give the compound of formula (3); (c) in a third step the compound of formula (3) is reacted with the compound of the formula R3H, and reaction step (a) and/or (c) are carried out in a medium consisting of a mixture of water and a polyglycol to give the compound of formula (1), wherein R1, R2 and R3, independently, are phenylamino; phenylamino substitued by C1-C3alkyl, halogen, cyano, COOR or COR; CONH—R; SO2NH—R; NH—COR; mono- or disulphonated phenylamino; morpholino; piperidino; pyrrolidino; —NH2; —NH(C1-C4alkyl); —N(C1-C4alkyl)2; —NH(C2-C4hydroxyalkyl); —N(C2-C4hydroxyalkyl)2; —N(C1-C4alkyl)(C2-C4hydroxyalkyl); NHC2-C4 alkylsulphonic acid; —OC1-C4alkyl; an aminoacid or aminoacid amide residue from which a hydrogen atom on the amino group has been removed; R1 and R2 may further independently represent hydrogen; C1-C4alkyl; phenyl; naphthyl; phenyl or naphthyl substituted by C1-C4alkyl, C1-C4alkoxy, halogen, C2-C5alkanoyl-amino, nitro, sulpho or C1-C4alkylated amino; R is hydrogen; or C1-C3alkyl; and M is H, Na, Li, K, Ca, Mg, ammonium, or ammonium that is mono-, di-, tri- or tetrasubstituted by C1-C4alkyl, C2-C4hydroxyalkyl or a mixture thereof.

Process for the preparation of stilbene compounds

A process for the preparation of a 4,4′-bis-(triazinylamino)-stilbene-2,2′-disulphonic acid compound of formula (1) is disclosed, characterized in that (a) in a first reaction step cyanurchloride is reacted with the disodium salt of 4,4′-diaminostilbene-2,2′-disulfonic acid to give the intermediate of formula (2); (b) in a second reaction step the compound of formula (2) is reacted with a compound of formula R1—H and/or R2—H to give the compound of formula (3); (c) in a third step the compound of formula (3) is reacted with the compound of the formula R3H, and reaction step (a) and/or (c) are carried out in a medium consisting of a mixture of water and a polyglycol to give the compound of formula (1), wherein R1, R2and R3, independently, are phenylamino; phenylamino substitued by C1-C3alkyl, halogen, cyano, COOR or COR; CONH—R; SO2NH—R; NH—COR; mono- or disulphonated phenylamino; morpholino; piperidino; pyrrolidino; —NH2; —NH(C1-C4alkyl); —N(C1-C4alkyl)2; —NH(C2-C4hydroxyalkyl); —N(C2-C4hydroxyalkyl)2; —N(C1-C4alkyl)(C2-C4hydroxyalkyl); NHC2-C4alkylsulphonic acid; —OC1-C4alkyl; an aminoacid or aminoacid amide residue from which a hydrogen atom on the amino group has been removed; R1and R2may further independently represent hydrogen; C1-C4alkyl; phenyl; naphthyl; phenyl or naphthyl substituted by C1-C4alkyl, C1-C4alkoxy, halogen, C2-C5alkanoyl-amino, nitro, sulpho or C1-C4alkylated amino; R is hydrogen; or C1-C3alkyl; and M is H, Na, Li, K, Ca, Mg, ammonium, or ammonium that is mono-, di-, tri- or tetrasubstituted by C1-C4alkyl, C2-C4hydroxyalkyl or a mixture thereof.