Umsetzung von (Z/E)-1-Aryl-4-arylmethylen-pyrrolidin-2,3,5-trionen mit Enaminocarbonylverbindungen

Reaction of (Z/E)-1-Aryl-4-arylmethylene-pyrrolidine-2,3,5-triones with Enaminocarbonyl Compounds Treatment of the α, β-unsaturated ketones (Z/E)- 1a–e with alicyclic or aliphatic enamines afforded cyclic Michael adducts 2 and 3a–e , respectively. By dehydration of the N,O-hemiacetals 3b–d the corresponding 1,4-dihydropyridines 4a–c were obtained. The acid-catalyzed reaction of aminosubstituted maleimides with (Z/E)- 1e , aldehydes or indan-1,2,3-trione led to 5a–c , 6a–c , 7a–c and 8 . O-Methylation of the aryl-bis(maleinimidyl)methanes 5c , 6c by using diazomethane gave 5d , 6d , whereas 5a cyclized spontaneously to the 1,4-dihydropyridine 9a . Further 1,4-dihydropyridines were prepared by cyclocondensation of 6a , b in the presence of ammonium acetate and oxidized to the pyridine derivative 10 .     

Die Nitril-Carboxamid-Umlagerung

The Nitrile Carboxamide Rearrangement By reaction of cyclohexanone-2-carboxamide ( 4 ) with cyan amide 1-cyano-cyclohex-1-en-2-yl-urea ( 6 ) is formed via nitrile carboxamide rearrangement. Whilst compound 6 with 1,2-diaminobenzene hydrochloride forms 11-amino-1 H-2,3,4,5-tetrahydrodibenzo[b,e][1,4]diazepin hydrochloride ( 8 and 8a ), compound 6 and 1,2-diaminobenzene form hexahydro-benzimidazo[1,2-c]-quinazolin-6-one ( 12 ). Compound 8 with sodium hydroxide yields 11-amino-1 H-2,3,4,11a-tetrahydrodibenzo[b,e]-[1,4]diazepin ( 9 ). Compound 6 reacts with cyclohexylamine to form N-(1-cyanocyclohex-1-en-2-yl)-N′-cyclohexyl urea ( 10 ). Compound 10 with 1,4- or 1,2-diaminobenzene hydrochloride yields compound 7 and 8 . In alkaline solution 10 cyclises to 4-amino-3-cyclohexyl-2,3,5,6,7,8-hexahydroquinazolin-2-one ( 11 ). Compound 4 and malonitrile form either 3-amino-4-cyano-1,2,5,6,7,8-hexahydro-isoquinol-1-one ( 13 ) or 1-amino-4-cyano-2,3,5,6,7,8-hexahydro-isoquinol-3-one ( 14 ). Compound 13 and alkaline formaldehyde react to cyanooctahydroisoquinoline-[2,3-c] [1,3,5]oxdiazin-6-one ( 17 ). 2-Cyanoethyl-cyclohexan-one-2-carboxamide ( 22 ), prepared by Michael-reaction from 4 and acrylonitrile, forms via nitrile carboxamide rearrangement 10-cyano-1,2,3,4,5,6,7,10-octahydroquinolin-2-one ( 24 ) and 2-(1′-cyano-cyclohexyl-2′-one)-propionic acid ( 25 ). Nucleophilic attack of the NH₂-group at the cyanogroup of compound 22 forms 5-(spirocyclohexan-2′-one)-hexahydropyridin-2,6-dione ( 27 ).     

Synthesis and characterization of Cu(I) and Zn(II) complexes with new sulfur-bearing isoxazole- or pyrazole-based ligands

The synthesis of the new ligands 6-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-5H-[1,4] dithiino[2,3-c]pyrrole-5,7(6H)-dione (isox′) and 6-(3-methyl-1H-pyrazol-5-yl)-2,3-dihydro-5H-[1,4]dithiino[2,3-c]pyrrole-5,7(6H)-dione (pyraz′) and their coordination chemistry toward Cu(I) and Zn(II), was studied. The ligands and their complexes were characterized using a combination of either multinuclear NMR (¹H and ¹³C{¹H}), HRMS, FTIR or Uv–Vis spectroscopy. The solid state structures of ligand isox′ and complexes [Cu(pyraz′)₂]OTf and [Zn(OOCCF₃)₂(pyraz′)₂] were determined. Interestingly, isox′ presents a yellow luminescence in its free form. Additionally, the ability of isox′ to coordinate as an N–O bidentate ligand or as an N–S bridge between two copper centers, forming a coordination polymer, is studied. The solid state structure of this Cu(I)-isox′ 1D coordination polymer is also reported.     

Synthesis and characterization of organosoluble and transparent polyimides derived from trans‐1,2‐bis(3,4‐dicarboxyphenoxy)cyclohexane dianhydride

A novel dianhydride, trans‐1,2‐bis(3,4‐dicarboxyphenoxy)cyclohexane dianhydride (1,2‐CHDPA), was prepared through aromatic nucleophilic substitution reaction of 4‐nitrophthalonitrile with trans‐cyclohexane‐1,2‐diol followed by hydrolysis and dehydration. A series of polyimides (PIs) were synthesized from one‐step polycondensation of 1,2‐CHDPA with several aromatic diamines, such as 2,2′‐bis(trifluoromethyl)biphenyl‐4,4′‐diamine (TFDB), bis(4‐amino‐2‐trifluoromethylphenyl)ether (TFODA), 4,4′‐diaminodiphenyl ether (ODA), 1,4‐bis(4‐aminophenoxy)benzene (TPEQ), 4,4′‐(1,3‐phenylenedioxy)dianiline (TPER), 2,2′‐bis[4‐(3‐aminodiphenoxy)phenyl]sulfone (m‐BAPS), and 2,2′‐bis[4‐(4‐amino‐2‐trifluoromethylphenoxy)phenyl]sulfone (6F‐BAPS). The glass transition temperatures (T_gs) of the polymers were higher than 198°C, and the 5% weight loss temperatures (T_d5%s) were in the range of 424–445°C in nitrogen and 415–430°C in air, respectively. All the PIs were endowed with high solubility in common organic solvents and could be cast into tough and flexible films, which exhibited good mechanical properties with tensile strengths of 76–105 MPa, elongations at break of 4.7–7.6%, and tensile moduli of 1.9–2.6 GPa. In particular, the PI films showed excellent optical transparency in the visible region with the cut‐off wavelengths of 369–375 nm owing to the introduction of trans‐1,2‐cyclohexane moiety into the main chain. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132, 42317.     

Ce(III), Th(IV) and U(VI) chelates of alizarin viridine,alizarin heliotrope and alizarin maroon

The complexes of 7,8-dihydroxy-1,4-di(2′-sulpho-4′-methylanilano)anthraquinone (alizarin viridine); 1,4-dihydroxy-2(2′-sulpho-4′-methylanilino)anthraquinone (alizarin heliotrope) and 3-amino-1,2-dihydroxyanthraquinone (alizarin maroon) with Ce(III), Th(IV) and U(VI) have been investigated using spectrophotometric and conductometric methods. The study revealed the formation of complexes having the metal: ligand ratios 1:1 and 1:2. The values of log β* for the different complexes are determined. The structure of the ligands in the solid chelates were studied by i.r. spectrophotometry which showed that chelate formation takes place through the C? O and neighbouring OH group and leads to proton displacement.     

两种磺酰胺类染料中间体的合成与表征

合成了两种磺酰胺类染料中间体N (4 氨基苯磺酰基) N′ (3 氨基 4 甲氧基苯磺酰基) 1,4 苯二胺(Ⅴ)和N (4 氨基苯磺酰基) N′ (4 氨基 3 甲基苯磺酰基) 1,4 苯二胺(Ⅸ)。合成步骤如下:(1)乙酰苯胺和氯磺酸反应所得的对乙酰氨基苯磺酰氯与对苯二胺一步胺化得4 氨基 4′ 乙酰氨基苯磺酰苯胺(Ⅰ);(2)邻氨基苯甲醚和邻甲苯胺的氨基保护后与氯磺酸反应得3 乙酰氨基 4 甲氧基 苯磺酰氯(Ⅲ)和3 甲基 4 乙酰氨基 苯磺酰氯(Ⅶ);(3)Ⅰ分别与Ⅲ、Ⅶ在NaOH溶液中进行第二步胺化,所得缩合物水解得产品Ⅴ、Ⅸ。产品均经红外、质谱、核磁、元素分析表征确定了结构。第二步胺化反应优化条件均为:n(Ⅰ)∶n(Ⅲ或Ⅶ)=1∶1 5,反应温度70℃,反应时间4 5h,溶剂为w(NaOH)=3%,n(NaOH)∶n(Ⅰ)=3∶1的溶液,产率分别为91 66%、93 22%。     

On the electrochemical behaviour in aprotic media of dihydropyridines and tetrahydrobipyridines derived from NAD+ model compounds

The electrochemical behaviour of 3-cyano-(or 3-carbamoyl-) 1-methyl-(or benzyl) 1,4-dihydropyridines (4a, b) and the corresponding 1, 1′, 4, 4′ tetrahydro-4,4′-bipyridines (5a, b) or 1, 1′, 6, 4′-tetrahydro-bipyridines (6a, b) in DMF was investigated using ac and dc voltammetrhy, cyclic voltammetry, coulometry, uv and ir spectrometry.At a vitrous carbon electrode all the compounds examined can be oxidized and reduced in a single step. The oxidation process involves loss of two electrons per molecule of reactant to give the corresponding pyridinium salt. The reduction process (which occurs at very negative potentials) involves saturation of the C₅C₆ (dihydropyridines 4a, b) and probably the C₅C₆, C_5′C_6′ (dimers 5a, b) or the C₄C₅, C_5′C_6′ (dimers 6a, b) double bonds, two and four electron per molecule, respectively, being used up.     

Synthesis and properties of new aromatic copolyesters containing phosphorous cyclic bulky groups

A series of phosphorus‐containing copolyesters was prepared by polycondensation of 2‐(6‐oxido‐6H‐dibenz<c,e><1,2>oxaphosphorin‐6‐yl)‐1,4‐naphthalene diol, 1 , or of an equimolecular amount of 1 and different bisphenols 2 , such as 4,4′‐isopropylidenediphenol, 4,4′‐(hexafluoroisopropylidene)diphenol and 2,7‐dihydroxynaphthalene, with an aromatic diacid chloride containing two preformed ester groups 3 , namely, terephthaloyl‐bis‐(4‐oxybenzoyl‐chloride). The copolyesters exhibited good thermal stability having the temperature of 5% weight loss above 380°C and char yield at 700°C in the range of 20–31.2%. The glass transition temperature was in the range of 136–147°C. The polymers exhibited thermotropic liquid crystalline behavior, as was observed with polarized optical microscopy, differential scanning calorimetry, and X‐ray experiments. POLYM. ENG. SCI., 2010. © 2010 Society of Plastics Engineers     

Synthesis of pyrazolo[4′,3′:5,6]pyrazino[2,3-c]pyrazoles and pyrazolo[4′,3′:5,6]pyrazino[2,3-d]pyrimidines and their application to polyester fibres

4-Nitroso-1-phenyl-3-methyl-5-aminopyrazole ( 1 ) was condensed with ethylcyanoacetate ( 2 ), malononitrile ( 4a ) and 2-cyanomethylbenzimidazole ( 4b ) to yield 6-hydroxy-5-cyano, 6-amino-5-cyano and 6-amino-5-(benzimidazol-2-yl)-3-methylpyrazolo [3,4-b]pyrazines 3, 5a and 5b , respectively. 5-Cyano-6-chloro derivative 6 obtained from 3 was converted to 3-aminopyrazolo[4′,3′:5,6]pyrazino[2,3-c]pyrazoles 8a and 8b by the treatment with hydrazin hydrate ( 7a ) and phenylhydrazine ( 7b ), respectively. Compound 5a was treated with formamide ( 9a ), urea ( 9b ) and thiourea ( 9c ) to give 4-aminopyrazolo[4′,3′:5,6]pyrazino[2′3′-d]pyrimidines 10a–10c. With refluxing acetic anhydride compounds 8a, 8b and 10a gave corresponding acetamido derivatives 8c, 8d and 10d. Compound 5a was treated with ethylorthoformate ( 11 ), acetic anhydride ( 12 ) or benzoylchloride ( 13 ) to give fused benzimidazopyrazolo[4′,3′:5,6]pyrazino[2′,3′-d]pyrimidines, viz., benzimidazol[1,2-c]pyrazolo[4,3-g]pteridines ( 14a–14c ). Some of the compounds 8, 10 and 14 were applied to polyester as disperse dyes and their fastness properties were studied.     

Antioxidants and stabilizers, 81. Transformations of N,N′-diphenyl- and N-phenyl-N′-isopropyl-1,4-benzoquinonediimines on silicagel

Transformations of N,N′-disubstituted 1,4-benzoquinonediimines have been investigated as a means for the elucidation of processes occurring in hydrocarbon polymers stabilized with amine antidegradants and of transformations accompanying the analyses of extracts of aged rubbers. N-Phenyl-N′-isopropyl-1,4-benzoquinonediimine (1b) is quickly hydrolyzed on a silicagel surface, giving rise to N-phenyl-1,4-benzoquinoneimine (3). The hydrolysis of N,N′-diphenyl-1,4-benzoquinonediimine (1a) proceeds more slowly under the same conditions, but the released aniline quickly reacts with the initial (1a), giving rise to N,N′-diphenyl-1,4-phenylenediamine(2a), 2-(phenylamino)-N,N′-diphenyl-1,4-benzoquinonediimine (4) and azophenine (5). The Reaction is catalyzed by the weakly acid surface of silicagel. Compound (4) is readily disproportionated thermally to 1,2,4-tris(phenylamino)-benzene (8) and 2, 10-dihydro-10-phenyl-2-(phenylimino)phenazine (9), even in the absence of a catalyst. A mechanism of the formation of compounds arising in the reaction has been suggested. Diimine (1a) possesses a higher oxidation potential than all the products derived from it, so that it is quickly reduced by these products to (2a). The gradual formation of (2a) may explain the retardation effects of (1a) in the autooxidation of hydrocarbon substrates.     

立构嵌段聚丁二烯的研制Ⅳ．立构二嵌段与三嵌段共混聚丁二烯的研究

在以ｎ－Ｂｕｌｉ为引发剂，环己烷为溶剂，二哌啶乙烷和二乙基锌为调节剂的丁二烯负离子聚合过程中，采用高分子设计，分别以二甲基二氯硅烷、苯甲酸乙酯和乙酸乙酯为偶联剂，合成了不同分子量、不同嵌段比及共混比的１，４－１，２／１，４－１，２－１，４及１，２－１，４／１，２－１，４－１，２立构嵌段聚丁二烯（ＰＢ），考察了共混物的微观相分离、流变性及屈服强度。结果表明，嵌段共混ＰＢ的分子量、嵌段比、共混比值只有在一定范围时，共混物才产生微观相分离，分相的嵌段共混ＰＢ具有较好的流变性、加工性，较小的冷流性和较高的屈服强度。     

Electronic absorption spectra and acid—base equilibria of some arylaminoanthraquinones in aqueous medium

The visible absorption spectra of 1,4-di-(4′-methylanilino)anthraquinone (Alizarin Cyanin Green) and its disulphonated derivative (Quinizarin Green); 7,8-dihydroxy-1,4-di-(2′-sulpho-4′-methylanilino)anthraquinone (Alizarin Viridine); 1-hydroxy-4(2′-sulpho-4′-methylanilino)anthraquinone (Alizarin Irisol R) and 1,4-dihydroxy-2-(2′-sulpho-4′-methylanilino)anthraquinone (Alizarin Heliotrope) have been recorded in aqueous solutions at different pH values. The spectral changes are explained in terms of shifts in equilibria between different molecular and ionic species in the solutions. The pKa values have been determined for different acid-base equilibria and discussed in relation to molecular structure. Release of a proton from the NH-group in 1,4-bis(arylamino) derivatives is liable to occur through mesomeric interaction between the imino-nitrogen and C? O group. The mesomeric shift is influenced by the pH of solution as well as the nature of compound.     

Structural characterization of 1,2-polybutadiene by 13C n.m.r. spectroscopy: 1. Signal assignment in hydrogenated polybutadienes

The configurational sequences of 1,2-unit in a series of hydrogenated syndiotactic 1,2-polybutadienes were investigated in relation to the sequence distribution of 1,2- and 1,4-units. The signals at 10.20–10.94 ppm were assigned to the methyl carbons in the isolated 1,2-unit, the 1,2-1,2 dyad sequence flanked by 1,4-unit, and the 1,2-1,2-1,2 triad sequence, in order of increasing magnetic field. The splittings due to the configurational sequences were observed in the signals, reflecting the dyad and triad sequences of the 1,2-unit, which were assigned by considering the relative intensity of the signals and also the chemical shifts of model polymers.     

Geschützte Aminooxazoline der Arabinose und Ribose

Protected Aminooxazolines of Arabinose and Ribose The reaction of D-arabinose or D-ribose with cyanamide afforded 2-amino-1,2-oxazolines 1 which were treated with dihydropyran or ethylvinylether. In the presence of PTS the 3′,5′-di-THP- or 3′,5′-di-O-ethoxyethyl-D-arabino-(ribo)-furo-[1′,2′:4,5]-2-oxazolines 2 and 3 could be isolated as useful intermediates for the preparation of nucleosides. When the 2-aminooxazolines are treated with benzyloxycarbonylchloride or its p-substituted derivatives the N-3 atom of the oxazoline ring is preferentially substituted. Under these conditions the exocyclic amino function is always replaced and 2-oxo-3-benzyloxycarbonylderivatives 4 are obtained; only traces of the corresponding 2-aminoderivatives 5 are formed. Treatment of 4 with acetic anhydride, benzoylchloride, and benzoylcyanide, respectively, results in the 3′-, 5′-di-O-acyl derivatives 6 . Mild hydrolysis of the benzyloxycarbonyl group with trifluoroacetic acid yields the 3′,5′-di-O-acyl-D-arabino-(ribo)-furo-[1′,2′:4,5]-2-oxooxazolidines as further intermediates for the synthesis of nucleosides.     

Synthesis of pyrazolo[4′,3′:5,6]pyrido[1,2-a]benzimidazole derivatives and study of their fluorescence properties

Synthesis of pyrazolo[4′,3′ :-5,6′pyrido]1,2-a benzimidazoles was achieved by the condensation of 1-chloro-2-formyl-3-methyl pyrido[1,2-a]benzimidazole-4-carbonitrile and 1-chloro-3-methyl pyrido[1,2-a]benzimidazole-2,4-dicarbonitrile with hydrazine hydrate and phenyl hydrazine. The fluorescence properties of the resulting compounds were studied. Some of the compounds when applied on polyester fibres as fluorescent brighteners gave excellent results.     

Oxidative Kupplung CH-acider Verbindungen mit p-Phenylendiaminen. II [1]. Reaktivität 4-substituierter 1-Hydroxy-2-naphthanilide gegenüber N,N-Diethyl-chinon-(1,4)-diimin

Oxidative Coupling of CH-acid Compounds with p-Phenylene Diamines. II. Reactivity of 4-Substituted 1-Hydroxy-phenyl-2-naphthalene-carboxamides with N,N-Diethyl-quinone-(1,4)-diamine Substitution products of 1-hydroxy-N-3,5-(dimethoxycarbonyl)-phenyl-2-naphthalenecarboxamide 1–16 with halogene, -OR, -SR and -NRR′ substituents in position 4 were synthesized. A great part of these compounds react with N,N-diethyl-quinone-(1,4)-diimine by elimination of the substituent giving the same indophenol dye which is received by oxidative coupling of the unsubstituted compound. Evidence about the degree of side reactions is obtained by measurement of dye yields.     

Toward Second-Generation Cardiomyogenic and Anti-cardiofibrotic 1,4-Dihydropyridine-Class TGFβ Inhibitors

Innovative therapeutic modalities for pharmacological intervention of transforming growth factor β (TGFβ)-dependent diseases are of great value. b-Annelated 1,4-dihydropyridines (DHPs) might be such a class, as they induce TGFβ receptor type II degradation. However, intrinsic drawbacks are associated with this compound class and were systematically addressed in the presented study. It was possible to install polar functionalities and bioisosteric moieties at distinct sites of the molecules while maintaining TGFβ-inhibitory activities. The introduction of a 2-amino group or 7-N-alkyl modification proved to be successful strategies. Aqueous solubility was improved by up to seven-fold at pH 7.4 and 200-fold at pH 3 relative to the parent ethyl 4-(biphenyl-4-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate. The therapeutic potential of the presented DHPs was further underscored in view of a potential dual mode of action: The differentiation of committed human iPSC-derived cardiac progenitor cells (CPCs) was potently stimulated, and the rescue of cardiac fibrosis phenotypes was observed in engineered heart tissue (EHT) constructs.     

Light‐induced cooperative electron–proton transfer in hydrogen‐bonded networks of N,N‐diaryl substituted 1,4‐bisimines and meso‐1,2‐diaryl‐1,2‐ethanediols

The 1:1 cocrystallization of 1,4‐diaryl‐1,4‐bisimines (Ar–CHN–CH₂‐)₂ 4 – 11 and substituted meso‐1,2‐diaryl‐1,2‐ethanediols 1 – 3 leads to supramolecular structures in which the diol is hydrogen bonded by one of its hydroxy groups to an imine nitrogen atom of a 1,4‐bisimine. The second functionality in each molecule leads to the generation of ladderlike polymeric structures where each molecule of the diol is linked to two molecules of the 1,4‐bisimine and vice versa. If the diol carries electron donor groups in the aromatic residue and the 1,4‐bisimine correspondingly acceptor groups, then charge transfer interactions are observed. The excited CT complex which corresponds to a radical ion pair is stabilized by migration of a proton of a hydroxy group to the nitrogen atom of an imino group. This is supported by the appearance of a N–H vibration in the IR spectra. The reorganization is also accompanied by changes in the UV/Vis spectra and by the generation of paramagnetism in the crystalline material. The results represent a type of photochromism which has its origin in a light‐induced cooperative electron–proton transfer. The photochromism is thermally reversible.     

Synthese neuer Thieno [2′,3′; 4,5]imidazo[1,2-a]pyridiniumsalze

Syntheses of New Salts of Thieno[2′,3′;4,5]imidazo[1,2-a]pyridines Mesomeric 1-[2-amino-1-cyano-2-thio-]ethene-pyridinium ylides 1 are cyclizized to imidazo[1,2-a]pyridinium ylides 2 in the presence of HgO. S-alkylation of 2 leads to derivatives of 1-R¹-2-thio-3-cyano-imidazo[1,2-a]pyridinium halides 3 or 4 . Alkylation products from 2 with α-haloketones are cyclizized to thieno[2′,3′ 4,5]imidazo[1,2-a]pyridinium salts 5 .     

Organosoluble and light-colored fluorinated semialicyclic polyimide derived from 1,2,3,4-cyclobutanetetracarboxylic dianhydride

In this study, the alicyclic dianhydrides 1,2,3,4-cyclobutanetetracarboxylic dianhydride (CBDA) was polymerized with seven kinds of fluorinated aromatic diamines, 2,2′-bis(trifluoromethyl)-4,4′-diaminobiphenyl (1), 1,4-bis(4-amino-2-trifluoromethylphenoxy)benzene (2), 1,4-bis(4-amino-2-trifluoromethylphenoxy)diphenyl (3), 1,4-bis(4-amino-2-trifluoromethylphenoxy) diphenyl ether (4), 2,2-bis[4-(4-amino-2-trifluoromethylphenoxy)phenyl]hexafluoropropane (5), 4,4′-bis(4-amino-2-trifluoromethylphenoxy)diphenyl sulfone (6), and 2,7-bis(4-amino-2-trifluoromethylphenoxy)naphthalene (7), via a two-step polycondensation procedure to prepare seven kinds of fluorinated semialicyclic polyimides (PI) PI-1 ∼ PI-7. The structures of these polyimides were confirmed by infrared spectroscopy (IR). Solubility of the polyimides was tested in various organic solvents and their thermal properties were investigated by dynamic mechanical analysis (DMA) and thermogravimetric analysis (TGA). Ultraviolet-visible spectra (UV-vis) and near infrared absorption spectra (NIR) were obtained to evaluate the optical properties of these polyimides. The obtained polyimides PI-1 ∼ PI-7 displayed excellent solubility in a variety of organic solvents; they were readily soluble in amide-type polar solvent. These polyimide films exhibited good optical transparency in the visible light region (400–700 nm) with the transmittance higher than 80% at 450 nm, and these polyimide films showed little absorption at the optocommunication wavelengths of 1.30 and 1.55 μm. These polyimides showed good thermal stability with the 10% thermal decomposing temperatures higher than 443°C in nitrogen and the glass transition temperatures higher than 265°C. In addition, the effect of the structure of fluorinated diamines on the properties of polyimide films was also compared. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012