91-97-4

Basic information

• Product Name: 3,3'-Dimethyl-4,4'-biphenylene diisocyanate
• Synonyms: 4,4'-DIISOCYANATO-3,3'-DIMETHYLBIPHENYL;3,3'-BITOLYENE-4,4'-DI-ISO-CYANATE;3,3'-BITOLYLENE-4,4'-DIISOCYANATE;3,3'-DIMETHYLBIPHENYL-4,4'-DIYL DIISOCYANATE;3,3'-DIMETHYLDIPHENYL-4,4'-DI-ISO-CYANATE;3,3'-DIMETHYL-4,4'-BIPHENYLENE DIISOCYANATE;3,3'-DIMETHYL-4,4'-BIPHENYLENEIISOCYANATE;4,4’-biorthotolylenediisocyanate
• CAS NO: 91-97-4
• Molecular Formula: C₁₆H₁₂N₂O₂
• Molecular Weight: 264.28
• EINECS: 202-112-7
• Product Categories: Biphenyls (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;other
• Mol File: 91-97-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 70-72°C
• Boiling Point: 195-197°C (667 Pa)
• Flash Point: 218°C
• Appearance: /
• Density: 1.197 (80°C)
• Vapor Pressure: 0.003Pa at 25℃
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: 0-10°C
• Solubility: soluble in Toluene
• Water Solubility: 594.08μg/L at 25℃
• CAS DataBase Reference: 3,3'-Dimethyl-4,4'-biphenylene diisocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-Dimethyl-4,4'-biphenylene diisocyanate(91-97-4)
• EPA Substance Registry System: 3,3'-Dimethyl-4,4'-biphenylene diisocyanate(91-97-4)

Safety Data

• RTECS: DV3960000
• Hazardous Substances Data: 91-97-4(Hazardous Substances Data)

Usage

Uses

4,4''-Diisocyanato-3,3''-dimethylbiphenyl is used in preparation method of high-thixotropy single-component modified silane polymer sealant comprising thixotropic agent.

Reactivity Profile

Isocyanates and thioisocyanates, such as 3,3'-Dimethyl-4,4'-biphenylene diisocyanate, are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].

Flammability and Explosibility

Notclassified

Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic fumes of NOx. See also CYANATES and ESTERS.

Upstream product

• 75-44-5 phosgene 
• 612-82-8 3,3'-dimethylbenzidine diammonium chloride 
• 119-93-7 o-tolidin 
• 124-38-9 carbon dioxide 
• 16083-49-1 N,N'-(3,3'-dimethyl-biphenyl-4,4'-diyl)-bis-carbamic acid dimethyl ester 

Downstream Products

• 117688-75-2 1-Cyclohexyl-3-[4'-(3-cyclohexyl-3-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-ureido)-3,3'-dimethyl-biphenyl-4-yl]-1-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-urea 
• 34106-66-6 N,N'-(3,3'-dimethyl-biphenyl-4,4'-diyl)-bis-carbamic acid diphenyl ester 
• 349454-57-5 N',N'''-diphenyl-N,N''-(3,3'-dimethyl-biphenyl-4,4'-diyl)-di-urea 
• 3259-65-2 4,4'-bis-(aziridine-1-carbonylamino)-3,3'-dimethyl-biphenyl 

Relevant articles and documents

Synthesis method for preparing 3,3-dimethyl-4,4-biphenyl diisocyanate by phosgene continuous method

The invention discloses a synthesis method for preparing 3,3-dimethyl-4,4-biphenyl diisocyanate by a phosgene continuous method. A multistage continuous micro-channel reactor is adopted, 3,3-dimethyl-4,4-biphenyl diamine and phosgene are used as raw materials, the micro-channel reactor is adopted for phosgene continuous production, the reaction time is shortened from several h in the prior art toseveral min and generally does not exceed 20 min, and the reaction efficiency is remarkably improved. The selectivity of the product is obviously improved, the byproduct urea is obviously reduced, andthree wastes are reduced. The whole reaction process is a continuous reaction, the process is simple, reaction conditions are accurately controlled, equipment corrosion is small, and safety is high.The reaction yield is increased and reaches 95-98%, the product purity is greater than 99%, and the production cost is low.

Preparation method of 1,5-naphthalene diisocyanate

The invention relates to a preparation method of 1,5-naphthalene diisocyanate. The preparation method comprises the steps that a catalyst polyoxometallate and a solvent are added into a reaction container; then raw materials including 1,5-diaminonaphthalene, phenylsilane, an acid-binding agent and a dehydrating agent are added, and the materials are evenly mixed; finally, gaseous carbon dioxide isadded, the materials are stirred magnetically at a certain temperature for sufficient reaction, and the product is obtained. According to the method, an M-Anderson type heteropoly acid serves as a catalyst, the catalyst is mild in required reaction condition, high in specific selectivity, capable of being recycled and environmentally friendly, the cleanness of industrial reaction is improved, theeconomical efficiency of the technology is improved, the manufacturing cost and generation of three wastes are reduced, the environment-friendly pressure is reduced, and industrial production is facilitated.

Synthesis of isocyanates from carbamate esters employing boron trichloride

The conversion of carbamate esters to isocyanates and diisocyanates of industrial importance is possible using BCl3 in the presence of Et3N; the reaction is simple in execution and work-up, occurring under mild conditions and affording isocyanates in excellent yields.