- Synthesis of 3,3′-dimethyl-4,4′-diaminodiphenylmethane catalyzed by zeolites replacing mineral acids
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Synthesis of 3,3′-dimethyl-4,4′-diaminodiphenylmethane (MDT) from o-tolylamine and formaldehyde over zeolites was investigated. Among the three tested zeolites, Hβ showed higher catalytic activity than HY and HZSM-5 for MDT synthesis. In the case of Hβ as a catalyst, the effects of feed composition, reaction time and temperature on the yield and selectivity of product MDT were further examined to optimize process conditions. In an o-tolylamine:formaldehyde = 8:1 molar ratio, the two-step reaction running at 413 K for 0.5 h and then 433 K for 0.5 h gave the MDT yield of 87.5%.
- Lin, Xiao,Zhao, Yingxian,Zhang, Shengjian,Wang, Lingyun,Wang, Yi,Guo, Yanna
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- By using micro-reactor preparation 4, 4' - diamino diphenylmethane derivatives (by machine translation)
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The invention discloses the use of micro-reactor for preparing the 4, 4 '- diamino diphenylmethane derivatives, water, inorganic acid of the reaction liquid and the formaldehyde solution respectively through the advection pump conveying to the micro-reactor in the two inlets, in micro-contacting in a reactor, mixing and reaction, then cooling, sodium hydroxide aqueous solution, a white precipitate is separated out, filtering, drying, to obtain 4, 4' - diamino diphenylmethane derivatives (MDA, MDT or MOCA) crude, recrystallized with ethanol, filtering, drying, to get the pure product. The invention adopts the micro-reactor technology to achieve a 4, 4' - diamino diphenylmethane derivatives of continuous preparation, easy large-scale production; the reaction speed, reaction time is greatly shortened. (by machine translation)
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Paragraph 0043-0055; 0057; 0059; 0061; 0063; 0065
(2017/08/31)
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- Continuous preparation of solid acid catalysis 4, the 4 [...] -diamino diphenylmethane derivatives (by machine translation)
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The invention discloses a continuous preparation of solid acid catalysis 4, the 4 [...] -diaminodiphenylmethane derivative method, the method to aniline derivatives as raw materials with formaldehyde, in one stage or two stage fixed-bed reactor to conduct the condensation reaction of the solid acid catalysis of the reaction, the reaction liquid airspeed is 2-9h -1, obtain 4, the 4 [...] -diamino diphenylmethane derivatives (MDA, MDT, MOCA). The invention uses a solid acid Hβ, HY, HZSM-5 molecular sieve to replace the hydrochloric acid, the traditional inorganic acid catalyst such as sulfuric acid, the reaction is carried out continuously, the method of the invention process is simple, short reaction time, the productivity is high, high yield, no corrosion to equipment, environmental protection, especially suitable for continuous industrial production. (by machine translation)
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Paragraph 0037
(2016/10/08)
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- Highly regioselective para-methylthiolation/bridging methylenation of arylamines promoted by NH4I
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Aryl methyl thioethers and methylene-bridged arylamines were synthesized via highly regioselective para-methylthiolation/bridging methylenation of arylamines using DMSO as the methylthio or methylene source in the presence of NH4I under metal-free conditions. For the substrates with both electron-donating and electron-withdrawing substituents, the reaction proceeded smoothly and gave moderate to good yields.
- Xu, Yinfeng,Cong, Tiantian,Liu, Ping,Sun, Peipei
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supporting information
p. 9742 - 9745
(2015/10/05)
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- Insight into the mechanism of 3,3′-dimethyl-4,4′-diaminodiphenylmethane synthesis over Hβ zeolite
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Heterogeneous synthesis of 3,3′-dimethyl-4,4′-diaminodiphenylmethane (MDT) from o-tolylamine and formaldehyde on acidic zeolites HY, HZSM-5, Hβ and TS-1 was investigated. Hβ zeolite with strong Bronsted acidity and proper textural property demonstrated be
- Yang, Yingkuo,Zhao, Yingxian,Shao, Jianhua,Zhang, Shengjian,Yang, Rongqiang
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- Salt suitable for an acid generator and a chemically amplified positive resist composition containing the same
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The present invention provides a salt represented by the formula (I): wherein P1, P2 and P3 each independently represent a C1-C30 alkyl group which may be substituted with at least one selected from a hydroxyl group, a C3-C12 cyclic hydrocarbon group and a C1-C12 alkoxy group, or a C3-C30 cyclic hydrocarbon group which may be substituted with at least one selected from a hydroxyl group and a C1-C12 alkoxy group, provided that all of P1, P2 and P3 are not simultaneously phenyl groups which may be substituted, Q1 and Q2 each independently represent a fluorine atom or a C1-C6 perfluoroalkyl group, and R represents a group represented by the formula: wherein A1 represents —OH or —Y1—OH, n represents an integer of 1 to 9, and Y1 represents a divalent C1-C6 saturated aliphatic hydrocarbon group; a group represented by the formula: wherein ring X1 represents a C3-C30 monocyclic or polycyclic hydrocarbon group in which one —CH2— group is substituted with —CO—, and at least one hydrogen atom in the monocyclic or polycyclic hydrocarbon group may be substituted with a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C4 perfluoroalkyl group, a C1-C6 hydroxyalkyl group, a hydroxyl group or a cyano group; a group represented by the formula: wherein ring X2 represents a C3-C30 monocyclic or polycyclic hydrocarbon group in which a hydrogen atom of one —CH2— group is substituted with a hydroxyl group, and at least one hydrogen atom in the monocyclic or polycyclic hydrocarbon group may be substituted with a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C4 perfluoroalkyl group, a C1-C6 hydroxyalkyl group, a hydroxyl group or a cyano group; a group represented by the formula: wherein ring X3 represents a C3-C30 monocyclic or polycyclic hydrocarbon group in which one —CH2— group is substituted with —COO—, and at least one hydrogen atom in the monocyclic or polycyclic hydrocarbon group may be substituted with a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C4 perfluoroalkyl group, a C1-C6 hydroxyalkyl group, a hydroxyl group or a cyano group, and m represents an integer of 0 to 12; or a group represented by the formula: wherein ring X4 represents a C6-C30 polycyclic hydrocarbon group having tricycle or more, and at least one hydrogen atom in the polycyclic hydrocarbon group may be substituted with a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C4 perfluoroalkyl group, a C1-C6 hydroxyalkyl group or a cyano group, and l represents an integer of 1 to 12. The present invention further provides a chemically amplified resist composition comprising the salt represented by the above-mentioned formula (I).
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- Functionalized Photoreactive Compounds
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The present invention concerns functionalized photoreactive compounds of formula (I), that are particularly useful in materials for the alignment of liquid crystals. Due to the adjunction of an electron withdrawing group to specific molecular systems bearing an unsaturation directly attached to two unsaturated ring systems, exceptionally high photosensitivities, excellent alignment properties as well as good mechanical robustness could be achieved in materials comprising said functionalized photoreactive compounds of the invention.
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- Synthesis and properties of new poly(imide-amide)s
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New aromatic poly(imide-amide)s have been synthesized by solution polycondensation of various aromatic diamines with diacid chlorides containing dimethylsillane or hexafluoroisopropylidene units. These polymers are easily soluble in polar amidic solvents such as N-methylpyrrolidinone (NMP) or dimethylformamide (DMF) and can be cast into thin flexible films or coatings from such solutions. They show high thermal stability, with initial decomposition temperature above 400°C and glass transition temperature in the range of 265-324°C. Very thin polymer films deposited by the spin-coating technique onto silicon wafers showed a smooth, pinhole-free surface in Atomic Force Microscopy investigations.
- Sava, Ion,Bruma, Maria
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p. 791 - 798
(2007/10/03)
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- Process for the preparation of 4,4'-diaminoditolylmethane
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Gegenstand der Erfindung ist ein Verfahren zur Herstellung von 4,4'-Diaminoditolylmethan durch Umsetzung von o-Toluidin mit Formaldehyd in Gegenwart eines sauren Katalysators, wobei das Molverh?ltnis des sauren Katalysators zu o-Toluidin von 0,8 bis 1,2 ?quivalenten des sauren Katalysators pro Mol o-Toluidin betr?gt.Das Molverh?ltnis o-Toluidin zu Formaldehyd betr?gt vorzugsweise von 1,5:1 bis 10:1. Der saure Katalysator ist bevorzugt Salzs?ure.
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- Benzotriazole Mediated Synthesis of Methylenebisanilines
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Methylenebisanilines and methylenebis(N,N-dialkylaniline)s are prepared by the reactions of 1-hydroxymethylbenzotriazole with anilines and with N,N-dialkylanilines under acidic conditions.Isolation of the intermediate 4-(benzotriazol-1-ylmethyl)anilines and the N,N-dialkyl analogues and their reactions with anilines allow the efficient preparation of both symmetrical and unsymmetrical members of both product classes.
- Katritzky, Alan R.,Lan, Xiangfu,Lam, Jamshed N.
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p. 341 - 346
(2007/10/02)
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- Preparation of N,O-Aminals as Synthetic Equivalents of H2C=NAr and (H2C=NHAr)+ ions: Neutral- and Acid-promoted Transformations
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A general method for the synthesis of N, O-aminals derived from primary aromatic amines is described.The reactivity of these compounds under neutral and acidic conditions has been studied and the title compounds can be envisaged as general purpose H2C=NAr or (H2C=NAr)+ equivalents.N,O-Aminals have been converted into perhydrotriazines by moderate heating and into bis(4-aminoaryl)methane derivatives or N-benzylarylamines, respectively, when heated in acidid media with pH control.Reduction od N,O-acetals with sodium cyanoborohydride has revealed that the C-O bond is broken exclusively in acidic media.
- Barluenga, Jose,Bayon, Ana M.,Campos, Pedro,Asensio, Gregorio,Gonzalez-Nunez, Elena,Molina, Yolanda
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p. 1631 - 1636
(2007/10/02)
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- Effect of Substituents on the Reaction of Aromatic Amines and Formaldehyde in Acid Medium
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The kinetics and mechanism of the condensation of N- and C-substituted aromatic amines with formaldehyde in acid medium have been studied using quantitative TLC technique, and the first order rate constants and relative reactivities calculated.In all cases where para-position is free, 4-aminobenzyl alcohols are the initial products.These undergo condensation with amines to give 4-(4-aminobenzyl)anilines.The effect of substituents on the reactivity of amines has been discussed.
- Nayar, Mazhuvadyil R. Gopinathan,Francis, Joseph D.
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p. 776 - 780
(2007/10/02)
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- Snthesis of Some 5,5'-Dimethyl- and 5,3'-Dimethyl-4,4'-dihalo-2,2'-dinitrodiphenylmethanes and Their Conversion into Related 11-Dibenzo-diazepine Derivatives
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5,5'-Dimethyl- and 5,3'-dimethyl-4,4'-dihalo-2,2'dinitrodiphenylmethanes have been prepared from the related 5,5'-dimethyl- (IVa; R = NH2)- and 5,3'-dimethyl- (IIIa; R = NH2)-4,4'-diamino-2,2'-dinitrodiphenylmethanes.Reduction of these dinitro derivatives with LiAlH4 yields the corresponding 11H-dibenzodiazepine derivatives.
- Christudhas, M.,Joshua, C. P.
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p. 721 - 723
(2007/10/02)
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- Alkylidene Transfer from Monochloroalkylmercury(II) Compounds to Aromatic Amines; Selective C-Alkylation
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αα-Diarylalkane derivatives have been synthesized from monochloroalkylmercury(II) compounds in a noncarbenoid alkylidene transfer reaction which takes place selectively on the aromatic ring.A mechanism is suggested for this process.Intermediate products are prepared by alternative routes to ascertain their participation in the course of the reaction.As a consequence, two different aryl groups can be successively incorporated into the alkane molecule.
- Barluenga, Jose,Campos, Pedro J.,Roy, Miguel A.,Asensio, Gregorio
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p. 1420 - 1426
(2007/10/02)
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