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Three kinds of aromatic diamines (DETDA,tBu-TDA,CPA) as chain extenders and novel polypropylene glycols (designated PPGs) were used for polyurethaneurea reaction injection molding (designated RIM) elastomer. The morphology and physical properties of each polyurethaneurea RIM elastomer were studied by using TEM, SEM, dynamic mechanical thermal analysis. The polyurethaneurea RIM elastomer by using CPA as a chain extender showed superior heat sag data as compared with DETDA and tBu-TDA .As novel PPGs contain an extremely smaller amount of by-products (monools), the actual functionalities of novel PPGs are higher than that of conventional ones. Polyurethaneurea RIM elastomers by using novel PPGs showed good physical properties and productivity. Especially, heat resistance property from 150 °C to 230 °C was improved by the increase of crosslinking density of polyurethaneurea RIM elastomers. It was also revealed that the increase in molecular weight of novel PPGs and a rise of the post cure temperature accelerate the phase separation of polyurethaneurea RIM elastomers. The transformation of morphology was observed.

A novel aromatic diamine 4′-( tert -butyldimethylsiloxy)biphenyl-4-yl 3,5-diaminobenzoate (DPA) was synthesized through three steps including monoesterification, silylation and hydrogenation. DPA with different ratios was copolymerized with 4,4′-diaminodiphenyl ether (ODA) and 3,3′,4,4′-biphenyl dianhydride (BPDA) to give poly(amic acid)s which were converted into polyimides (PIs) by thermal imidization. The effect of side-chain content on the thermal stability, optical transparency and surface energies was investigated by DSC, TGA, UV–vis spectra and contact angle measurement. With the content of side-chains increasing, the PIs revealed lower thermal stability, higher optical transparency and lower surface energies. The pretilt angles of 4-pentyl-4′-cyanobiphenyl (5CB) on the PI films were measured by a crystal rotation method. For the same rubbing strength, the pretilt angles increased with the increasing of the content of side-chains. When the content of side-chains rose from 5% to 20%, the pretilt angles increased from 2.8° to 15.0° under 28.5 mm of rubbing strength. When the content of side-chains increased to 70%, 80%, 90%, and 100%, the pretilt angles was 75.0°, 82.9°, 87.0°, and 87.7°, respectively, under 28.5 mm rubbing strength.

Four nitrogen-containing organic compounds [1,5,7-triazabicyclo(4,4,0)dec-5-ene, 4-(N,N-dimethylamino)pyridine, N-methylimidazole, and l-proline] have been tested as organocatalysts for the reaction of dimethyl carbonate with an aromatic diamine, 2,4-diaminotoluene (DAT). Although, generally, N-methylation was the predominant process, variable proportions of N-carbamoylation were also observed. Reaction kinetics indicates that N-methylation and N-carbamoylation are independent and parallel processes. DAT conversion increases as the temperature increased over the range of 105−125 °C. Besides the nature of the organocatalyst, the ratio between N-methylation/N-carbamoylation was influenced by the DAT-to-DMC ratio: higher DAT proportions increased the DAT conversion and favored N-carbamoylation. 4-(N,N-dimethylamine)pyridine was determined to be the most active organocatalyst of the series and, under certain conditions, can lead to selective N-methylation with high conversion.

In this work several epoxies with various and structurally related network architectures were prepared using mixtures of a diepoxide resin, a monoepoxide resin, and an aromatic diamine hardener. The effects of the systems formulation on their mechanical and thermal properties were investigated through dynamic-mechanical tests and room temperature tensile testing. The change in glass transition temperature and the stiffening effects measured at room temperature were interpreted at the light of the macromolecular architecture and the chain mobility hindrance connected to the antiplasticization phenomenology.

PMR-15 has long been the leading resin system for high performance composite applications requiring long-term use temperatures up to 300°C. A mixture of carboxylic esters and acids, aromatic diamine and norbornyl end caps capable of crosslinking by a reverse Diels—Alder mechanism in methanol is pre-pregged into cloth and under careful processing conditions produces high quality composite parts. Some problems with handling and processing remain in this commercial system and in an attempt to overcome these problems we have synthesized a series of fully cyclized PMR type prepolymers under aqueous imidization conditions. Their solubility and cure behavior have been determined with a view to producing resins that will form good quality, high performance composites. While resins with these characteristics have been obtained, the best of them utilize significant proportions of relatively expensive co-monomers. Almost all of the materials presented in this study have very high temperature stability and high glass transition temperatures, although no one system out performs PMR-15 on a monomer cost basis, the advantages of water as the synthesis solvent includes both its low cost and low toxicity and its ability to fully react the monomers to cyclic imide structures.

A new aromatic diamine monomer containing both pyridine and fluorine, 2,6-bis(4-amino-2-trifluoromethylphenoxy-4 '-benzoyl)pyridine (BAFP), was successively synthesized by the nucleophilic substitution reaction of 2,6-bis(4,4'-dihydroxybenzoyl)pyridine with 2-chloro-5-nitro-trifluoromethylbenzene in the presence of k2CO 3 in N, N-dimethylacetamide, and followed by reduction with SnCl2 and HCl in ethanol. The polycondensation of BAFP with four aromatic dianhydrides afforded a series of novel aromatic polyimides containing both pyridine and fluorine. The reaction was conducted by the one-step thermal imidization method. The resulting polyimides were characterized for inherent viscosity, solubility, and thermo-oxidative stability. The polyimides exhibited excellent solubility in various solvents such as N-methyl-2-pyrrolidone (NMP), N, N-dimethylacetamide (DMAc), dimethyl sulfoxide (DMSO) and chloroform. The glass-transition temperatures ( Tg) were in the range of 206—227°C. The polyimides displayed good thermal stability, e.g. the temperatures at the 5% weight loss range were at 487—543°C in nitrogen and 463—521°C in air, respectively. Wide-angle X-ray diffraction measurements revealed that the polyimides were predominantly amorphous.

Preparations of Aromatic Diamine Monomers and Copolyamides Containing Phosphorylcholine Moiety and the Biocompatibility of Copolyamides

A novel fluorinated aromatic diamine, bis[4-(4′-aminophenoxy)phenyl]-3,5-bis(trifluoromethyl)phenyl phosphine oxide, was synthesized. A series of new fluorinated polyimides containing phosphine oxide was prepared from the novel diamine with various commercially available aromatic dianhydrides. All the fluorinated polyimides show high glass transition temperatures, excellent thermal stability, and good solubility in common organic solvents.

A new phenoxy-substituted aromatic diamine, 3,4′-diamino-4-phenoxybenzophenone, was synthesized by a four-step process using p-nitrobenzoyl chloride and chlorobenzene as initial compounds. By interaction of the obtained diamine with aromatic tetracarboxylic acid dianhydrides under high-temperature polycyclocondensation conditions in phenolic solvents, new high-molecular-mass soluble polyimides were prepared.

The liquid crystalline epoxy resin p-phenylene di[4-2-(2,3-epoxypropyl)ethoxy] benzoate (PEPEB) was synthesized. The curing behavior of the liquid crystalline epoxy resin (LCER) with 4,4-diaminodip...

The tether-directed method was firstly applied to the biscyclopropanation of [60]fullerene via the addition–elimination reaction of bis(sulfonium ylide)s to give bis(formylmethano)[60]fullerenes with satisfactory regio- and stereoselectivity. The equatorial-bisadduct thus obtained was used for the polycondensation with an aromatic diamine to afford the corresponding pearl-necklace polyimine with satisfactorily high degree of polymerization.

The Cu(II) and Zn(II) complexes of aromatic bidentate diamines were prepared and characterized by different analytical and spectral methods. Thermodynamic parameters of complexes of Cu(II) and Zn(II) cations with 1,3-bis(p-aminophenoxy)propane were determined in 60 vol. % DMF-H2O at various ionic strengths (0.07, 0.13, 0.2 M NaNO3) and different temperatures (45, 50, 55, 60 ± 0.1°C) using a spectrophotometric method. The NaNO3 solution was used to maintain the ionic strength. The stability constants show an inverse relationship with ionic strengths. The thermodynamic parameters of 60 vol. % DMF-H2O (ΔG°, ΔH°, ΔS°) based on these formation constants were determined.

The aromatic-aliphatic copolyamides were synthesized by condensation polymerization of aromatic diamine PPD (or APS, where PPD is p-phenylene diamine and APS is aminophenyl sulfone), aliphatic diamine HDA (or EDA, where HDA is hexanediamine and EDA is ethylenediamine), and TPC (where TPC is terephthalyl chloride) with different molar ratios of aromatic diamine to aliphatic diamine. The steady-state fluorescence of these condensed copolymers was investigated. These copolyamides exhibit strong blue-to-green fluorescence. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 98: 315–321, 2005

The structure and properties of materials based on oligo(divinyl-isoprene) and oligoether diisocyanates cured with an aromatic diamine were studied.

Potentiometric equilibrium studies, UV–Vis spectrophotometric and voltammetric measurements were carried out to determine the degree of binding of 4-methoxy-1,2-phenylenediamine with dicobalt(II)–BMXD complexes (BMXD is 3,6,9,17,20,23-hexaazatricyclo[23.3.1.111,15]-triaconta-1(29),11(30),12,14,25,26,27-hexaene) in the absence and presence of dioxygen. Equilibrium constants for complexes formed are reported, the results are presented in the form of distribution diagrams showing the concentrations of individual complexes as a function of p[H]. The log Ks for the oxygenation constants are: 1.74 and 2.02 for mono and dihydroxo complexes, respectively. The μ-peroxo monohydroxo complex is stabilized with an aromatic diamine substrate and the log of the association constant was found to be 4.57.

A new aromatic diamine monomer containing benzoxazole substituents was prepared by a multi-step synthesis starting from 1,4-dibromo-2,5-difluorobenzene. This bulky and disc-shaped monomer was polymerized with commercial dianhydride monomers to give several different poly(amic acid)s with their inherent viscosities in the range of 0.24-0.35 dL/g. The prepared polymers were soluble in typical polar aprotic solvents. Thermal imidization to the corresponding polyimides were investigated by using FT-IR, DSC and TGA.

Several 3-Ω-amino monosubstituted hydantoins have been obtained in the reaction of isocyanate of glycine ethyl ester with the appropriate aliphatic or aromatic diamine. It was found, that the 3-(aminoaryl) monosubstituted hydantoins may be diazotized and their diazonium salts may be coupled and hydrolysed without changes in the hydantoin ring.

The kinetic and thermodynamic parameters of amination of PCA—PGMA graft copolymer with p-phenylenediamine (initial reaction rate, reaction order in chemically active groups, and effective activation energy were determined. The high efficacy of p-phenylenediamine in splitting of PGMA α-oxide groups, almost at the level of diamines of aliphatic structure, was demonstrated.

Zinc (II) diporphyrin systems, characterised by the presence of flexible oligooxaethylene spacers of different lengths, have been synthesised and the binding properties toward a series of aliphatic and aromatic diamine derivatives characterised by different structural and coordination properties, investigated. The results obtained, compared to that for a rigid diporphyrin cleft, point out that the observed degree of selectivity is dependent both on the length of the spacer and on the nature of the nitrogen ligands.

Novel ester-imide prepolymers terminated by 3-(4-aminophenoxy)-propane-1-yne (4-APE) as a thermally curable group were successfully synthesized. The practical preparation route for 4-APE via tosylate (2) is newly developed. Prepolymers were prepared from bisphenol-A bis(trimellitate)dianhydride (ESDA) having an ester moiety of dianhydride, aromatic diamine, and 4-APE. The properties of the cured resins of the prepolymers were evaluated and showed excellent mechanical and thermal properties, i.e. flexural strength of 269–370 MPa and Tg’s of 225–269 °C. Moisture absorption of 0.20–0.78%, and dielectric constants of 3.0–3.2 were also measured.

The reaction pathway of a monotropic liquid crystalline epoxy resin (HQEP2) was studied using FT-IR and DSC. The reaction mechanism was correlated with the amine to epoxy ratio, curing temperature and morphology of the curing system. Experimental results showed that the linearly growing molecules lead to a nematogen but branching intermediates induced an isotropic texture.

Polyimides can be synthesized from a diamine-acid salt and a dianhydride in the presence of excess triethylamine, thereby avoiding the use of air-sensitive aromatic diamine compounds as monomers.

Aerospace industries have been concerned since long by composite materials using high-performance resins. The PMR-15 resin is now the most commonly used resin for industrial applications at high temperature, i.e., 300°C. Despite its comparative commercial success, the PMR-15 resin and its composites show several disadvantages [toxicity of the aromatic diamine (MDA), poor conservation of monomers solution, laminate microcracking]. The purpose of this work concerns the synthesis, the physico-chemical characterization, and the processing of pure bisnadimide model compound to study the endo/exo isomerization of the endcaps and thermomechanical properties. We show that the isomerization mechanism proceeds by retro Diels-Alder reaction followed by recombination in exo isomer and glass temperature transition is upper than 350°C (380°C). © 1997 John Wiley & Sons, Inc.

Aliphatic-aromatic polyimides were synthesized by polycondensation reaction in solvent. The effects of variables such as the kind of solvent, reaction time and temperature, and monomer concentration were investigated in detail on the reaction of 1,2,3,4-butanetetra-carboxylic dianhydride and 4,4′-diaminodiphenylmethane. The viscos-ities of polyimides were between 0.22 and 0.46 dL/g. The polyimides were soluble in some aprotic polar solvents, such as N,N′-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), dimethylsulfoxide (DMSO), and N,N′-dimethylformamide (DMF). They began to decompose at 380–410°C in air, and 10% weight loss temperatures were 430–450°C. © 1996 John Wiley & Sons, Inc.

Synthesis of N-Acylated Derivatives of 5,10-Dihydrophenazine A family of N-mono- and N, N'-diacylated 5,10-dihydrophenazines (4–26) was prepared by reaction of 5, 10-dihydrophenazine (1) or the corresponding 5,10-bis(trimethylsilyl) derivative (3) with acyl chlorides. 5,10-Bis(4-nitrobenzoyl)-5,10-di-hydrophenazine (11) was hydrogenated to the new aromatic diamine 21 which is an interesting starting material for polymer syntheses.

3-Chloro-3'-methoxy-4,4'-diaminodiphenylmethane (CMOMDA) was synthesized and used as a chain extender for reaction injection molding (RIM) of polyurethane-urea. The morphology and properties of CMOMDA-, diethyltoluenediamine-, and 4,4'-diaminodiphenylmethane-extended poly(ether-urethane-urea)s (PEUUs) were measured by IR, DSC, DMS, SEM, and tensile testing apparatus. Well-matched values of C h and X ut,b /C h were necessary for aromatic diamine-extended PEUU. DSC and SEM showed that the aggregation state of hard segments might undergo some changes with increasing hard-segment content

Two families of polyaramides containing well defined oligo(tetrafluoroethene) segments were prepared from novel N,N'-bis(m-and p-aminophenyl)-perfluoroalkane-cwdicarboxamides in a solution polycondensation processes. The influence of the fluorine content, the substitution pattern of the aromatic rings and the oligo(tetrafluoroethene) segment lengths on solubilities, thermal degradation and phase transition temperatures was investigated.

A series of functionalized diaza- and tetraazatetracenes was synthesized, either by condensation of an aromatic diamine with an ortho-quinone/diethyloxalate followed by chlorination with POCl(3) to give diazatetracenes or by palladium-catalyzed coupling of a phenylenediamine with various 2,3-dichloroquinoxalines to give tetraazatetracenes (after oxidation with MnO(2)). Representative examples included halogenated and nitrated derivatives. The optical properties of these azatetracenes were discussed with respect to their molecular structures and substitution patterns. The diazatetracenes and tetraazatetracenes formed two different groups that had significantly different electronic structures and properties. Furthermore, 1,2,3,4-tetrafluoro-6,11-bis((triisopropylsilyl)ethynyl)benzo[b]phenazine was synthesized, which is the first reported fluorinated diazatetracene. Single-crystal X-ray analysis of this compound is reported.

Three novel rigid-rod conjugated organic-POM hybrids (1, 2 and 3) containing pendant amino terminus, with different rod lengths and different substituents on the rod, have been respectively synthesized via one-pot reaction of hexamolybdate and the corresponding aromatic diamine (for 1 and 2) and reaction of octamolybdate and the corresponding aromatic diamine dihydrochloride (for 3) with N,N'-dicyclohexylcarbodiimide (DCC) as a dehydrating agent. These complexes have been characterized by UV/Vis, IR, (1)H NMR, ESI and single-crystal X-ray diffraction techniques. The influences of the rod length and substituents on the properties of these compounds have been systematically investigated, which provide necessary information for further preparations of complicated hybrid materials via reactions with pendant amino groups.

New High Pressure Polymerization and Simultaneous Processing for Polyaminoimide from Aromatic Diamine and Bismaleimide

Two quinoxaline derivatives, 1 and 2, were prepared via a bis-aza-Wittig reaction when the suitable aromatic diamine was treated with (MeO)3PBr2/Et3N followed by the addition of benzil. Also, two additional novel heterocyclic compounds, 4 and 6 were prepared via an intramolecular aza-Wittig reaction.

The paper discusses the synthesis of the N,N,′-azobis(formamidopropionic) acid (AFP), along with some characteristics determined from NMR spectrum, differential thermal analysis, and DSC. The behavior of AFP acid—as well as of its analogue, N,N′-azobis(formamidoacetic) acid (AFA)—has been studied in the reaction with aromatic diamine and with bis(glycol)terephthalate, leading to azopolymers of the azopolyamide, or azopolyester, type. On employing N,N′-bis(β-hydroxyethyl) azobis-formamide (HEAF) as the azo bifunctional compound in the reaction with diphenylmethane diisocyanate, a polyurethane possessing azo groups was obtained. The structure of the azopolymers has been spectroscopically confirmed.

New aromatic polyimides containing triphenylamine unit were prepared by two different methods, i.e., a conventional two-step method starting from 4,4′-diaminotriphenylamine and aromatic tetracarboxylic dianhydrides and the one-step thioanhydride method starting from the aromatic diamine and aromatic tetracarboxylic dithioanhydrides. Both procedures yielded high-molecular-weight polyimides with inherent viscosities of 0.47–1.17 dL/g. Some of these polymers were soluble in organic solvents such as N,N-dimethylacetamide, N-methyl-2-pyrrolidone, m-cresol, and pyridine. All the polyimides afforded transparent, flexible, and tough films, and the color varied from pale yellow to dark red, depending markedly on the tetracarboxylic acid components. The glass transition temperatures (Tgs) of these polyimides were in the range of 287–331°C and the 10% weight loss temperatures were above 520°C in air. The polyimides prepared by the one-step method exhibited better solubility in organic solvents and had somewhat lower Tgs than the polymers prepared by a conventional two-step method.

4-Chloro-1,2-phenylenediamine (4-Cl-o-PDA) is an aromatic diamine used as a precursor for manufacture of hair dyes and dyes of other purposes. 4-Cl-o-PDA has been found to be photomutagenic in bacteria when concurrently exposed to simulated sunlight irradiation. Irradiation of 4-Cl-o-PDA by either outdoor sunlight or indoor lamp, one main photoproduct appeared and it was found to be 2,3-diamino-7-chlorophenazine, a dimerized product through the excited state reaction of 4-Cl-o-PDA in the presence of oxygen. The isolated yield of 13% for 2,3-diamino-7-chlorophenazine is far better than the oxidation reaction of 4-Cl-o-PDA by H2O2 and may therefore be used as a synthetic method. The half live of transformation for 4-Cl-o-PDA in water (100 μM) is 39 min when exposed to outdoor sunlight. The photomutagenicity of 4-Cl-o-PDA and its photoproduct were tested in Salmonella typhimurium TA102. Under the same conditions, both compounds are photomutagenic. In addition, 2,3-diamino-7-chlorophenazine is both phototoxic and mutagenic.

Two quinoxaline derivatives, 1 and 2, were prepared via a bis-aza-Wittig reaction when the suitable aromatic diamine was treated with (MeO)3PBr2/Et3N followed by the addition of benzil. Also, two additional novel heterocyclic compounds, 4 and 6 were prepared via an intramolecular aza-Wittig reaction.

The polymerization of N,N′-bis(trimethylsilyl)-substituted aromatic diamines with 4-chloroformylphthalic anhydride in various solvents at a temperature range between 10 and 70°C afforded polyamide-amic acid trimethylsilyl esters having inherent viscosities of 0.8–1.4 dL/g. Transparent and flexible films of the silylated precursor polymers were obtained by casting directly from the polymer solutions. Desilylation of the silylated polymers with methanol resulted in the formation of the corresponding polyamide-amic acids. Subsequent thermal imidization of the silylated precursor polymers with the elimination of trimethylsilanol afforded yellow, transparent, and tough films of the aromatic polyamide-imides. The thermal conversion of the silylated precursor polymer to polyamide-imide proceeded almost as rapidly as that of the corresponding polyamide-amic acid prepared by a conventional method from the parent aromatic diamine and 4-chloroformylphthalic anhydride.

A new approach to the design of multicomponent reactions is introduced. As a result, the novel one-pot synthesis of 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-2-carboxamide derivatives using an aromatic diamine, a linear or cyclic ketone, an isocyanide, and water in the presence of a catalytic amount of p-toluenesulfonic acid at ambient temperature in high yields is described.

A new approach to the design of multicomponent reactions is introduced. As a result, the novel one-pot synthesis of 2,3,4,5-tetrahydro-1 H-1,5-benzodiazepine-2-carboxamide derivatives using an aromatic diamine, a linear or cyclic ketone, an isocyanide, and water in the presence of a catalytic amount of p-toluenesulfonic acid at ambient temperature in high yields is described.

Novel bis(naphthalic anhydrides) containing “bridging” groupings and/or bulky substituents are reviewed. Reactions of these compounds with aromatic diamines and bis(o-phenylene diamines) led to the formation of polynaphthylimides and polynaphthoylenebenzimidazoles combining solubility in organic solvents with high thermal, heat and chemical resistance.

Several 3-Ω-amino monosubstituted hydantoins have been obtained in the reaction of isocyanate of glycine ethyl ester with the appropriate aliphatic or aromatic diamine. It was found, that the 3-(aminoaryl) monosubstituted hydantoins may be diazotized and their diazonium salts may be coupled and hydrolysed without changes in the hydantoin ring.

Addition of Cu2+ or Pd2+ into a novel aromatic diamine lipid in water induced vesicle–lamella transition. Combining scattering and calorimetry revealed that the metals first coordinated on the vesi...

A new kind of aromatic diamine monomer containing thiazole unit, 2-amino-5-(4-aminophenyl)-thiazole (AAPT), was synthesized in three steps, starting from 4-nitroacetophenone. A novel thiazole-containing polyimide was prepared via the polycondensation of AAPT with 6FDA by one-step method. The resulting polyimide exhibits excellent solubility, film-forming capability and high thermal resistance.

A new kind of aromatic diamine monomer containing pyridine unit, 2,6-bis[4-(4-aminophenoxy)phenoxy]pyridine (BAPP), was synthesized in three steps, using hydroquinone as starting material. A novel pyridine-containing polyimide was prepared from the resulting diamine BAPP with 4,4′-oxydiphthalic anhydride (ODPA) via a conventional two-step thermal imidization method. The resulting polyimide exhibits excellent solubility, film-forming capability and high thermal resistance.

The phase separation induced by chemical reaction in blends of tetraglycidyl-diaminodiphenylmethane epoxy resin with an aromatic diamine hardener and a thermoplastic was monitored. Rheological measurements and morphologies are described.

Diarylide pigments are a class of colored organic disazo compounds prepared from substituted 4,4′,-diaminobiphenyls (1: X = Cl, CH3, OCH3; Y = H, Cl) and acetoacetanilide or its derivatives (2: R1 = H, CH3, OCH3, Cl; R2 = H, Open image in new window CH3, OCH3, OC2H5, Cl; R3 = H, OCH3, Cl). Diarylide pigments can be represented by the general structure, 3. The term ‘diarylide’ signifies a disazo compound whose azo groups are linked to an acetoacetarylide molecule, which is usually referred to as the coupler. Table 8.1 lists various diarylide pigments found in the Colour Index1 and demonstrates the numerous permutations possible by changing the substituents. In addition, co-couplings are also prepared by the simultaneous reaction of two different couplers with the same aromatic diamine to form asymmetric pigments such as C.I. Pigment Yellow 174 and Yellow 188.

The title compound, C(33)H(24)N(4), was prepared by the reaction of a bifunctional aromatic diamine (4,4'-diamino-diphenyl-methane) and an aldehyde (quinoline-2-carboxaldhyde). The mol-ecule consists of two nearly planar (or r.m.s. deviation = 0.017 Å) 4-methyl-N-[(E)-quinolin-2-yl-methyl-idene]aniline moieties, which are linked by the methyl-ene group. The angle between the mean planes of the two benzene rings connected to the methyl-ene group is 77.86 (11)°.