Good Inherent Viscosities Research Articles

Preparation of photosensitive polyimides (PSPIs) and their feasible evaluation for lithographic insulation patterns (LIPs) of integrated circuits (ICs) without negative photoresists

A photosensitive polyimide (PSPI) with high glass transition temperature (Tg; 259 ℃), good inherent viscosity (I.V.; 0.31 dL/g), and superb decomposition temperature (Td; 368 ℃) has been manufactured by the appropriate prescription of diamine monomer (i.e. 2,2-bis (3-amino-4- hydroxyphenyl)-hexafluoropropane; APAF), dianhydride monomer (i.e. 4,4′-(4,4′- isopropylidenediphenoxy)bis(phthalic anhydride); BPADA), cyclodehydating agent (i.e. p-xylene), base (i.e. N,N,N-triethylamine; TEA), and photosensitive monomer (i.e. acryloyl chloride; AOC). In order to explore the applying feasibility, we have prepared lithographic insulation pattern resin (LIPR) of integrated circuit (IC) with PSPI (i.e. APAF/BPADA/AOC polyimide), solvent (i.e. N-methyl-2-pyrrolidone; NMP), photoinitiator (i.e. I-305), crosslinking agent (i.e. CLA-1), co-photoinitiator (i.e. I-309) as well as coupling agent (i.e. vinyltrimethoxysilane; VTES) and utilized it without negative photoreist by silicon wafer, i-line (wavelength: 365 nm; optical density: 1200 mW/cm2), and photomask. Experimental results reveal that lab-made LIPR of IC based on PSPI is a promising IC package material with high tensile strength of 106 MPa, excellent adhesion on silicon wafer (i.e. eligible of cross-cut examination), great coefficient of thermal expansion (CTE) of 17.9 ppm/℃, low dielectric constant (Dk) of 3.5, high surface electric resistance of 8.3 × 1011 Ω/sq., low dielectric loss (Df) of 0.01, moderate hygroscopicity of 2.9% (23 ℃, 24 h), and low residual stress of 32.0 MPa.

A rapid microwave-induced synthesis of polyamides–containing amino acid moieties

5-(2-(9,10-Dihydro-9,10-ethanoanthracene-11,12-dicarboximido)propanoylamino)isophthalic acid as a novel aromatic dicarboxylic acid monomer was prepared in four steps. In the first step, cis-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid anhydride was reacted with l-alanine in acetic acid solution and the resulting imide acid was obtained in high yield. In the second step, treatment of this imide acid with excess thionyl chloride gave acid chloride in good yield. In the last step, this acid chloride was reacted with 5-aminoisophthalic acid to provide novel bulky chiral aromatic dicarboxylic acid. The direct polycondensation reactions of this diacid with several aromatic diamines were carried out under microwave irradiation. In order to compare this technique with classical heating, the polymerization reactions were also performed under solution polycondensation conditions. The polymerization reactions occurred rapidly under microwave conditions and produced a series of novel optically active polyamides (PAs)–containing pendent 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximido)propanoylamino group, with good yields and moderate inherent viscosities of 0.27–0.47 dL g−1. The resulting new PAs showed good solubility and are readily soluble in organic solvents. PAs were thermally stable, with 10% weight loss recorded at 411°C and 450°C under nitrogen atmosphere and char yields at 800°C higher than 44% and glass transition temperature above 163°C.

Synthesis and Structural Characterization of Novel Nanostructured Aromatic Optically Active Poly(Ester–Amide)s Derived from S-tyrosine Containing Symmetric Diol and Aromatic Diacid Chlorides

ABSTRACTIn this study, at first N,N′-bis[2-(methyl-3-(4-hydroxyphenyl)propanoate)]terephthaldiamide, as a new chiral monomer based on tyrosine amino acid, was synthesized from the reaction of S-tyrosine methyl ester and terephthaloyl dichloride. Then novel nanostructured aromatic optically active and eco-friendly poly(ester–amide)s based on tyrosine amino acid were synthesized by the solution polycondensation of the new diol and a number of aromatic diacid chlorides. The resulting poly(ester–amide)s exhibited good yields, solubility, inherent viscosities, and thermal stability. All polymers were characterized by Fourier transform infrared, 1H NMR, elemental analysis, and specific rotation. They were also studied by X-ray diffraction, thermogravimetric analysis, and field emission scanning electron microscopy.

Poly(ether ether sulfone amide)s as a new category of processable heat-resistant polymers

The aim of study was to prepare novel polyamides with improved solubility and processability without sacrifice of their thermal and mechanical properties. Polyamides containing ether and sulfone units were obtained via condensation of a special diamine with various diacid chlorides. Poly(ether ether sulfone amide)s were obtained in good inherent viscosities ranging from 0.72 to 0.84 dL/g. All the polyamides were amorphous and readily soluble in polar solvents and swelled in CH2Cl2 and tetrahydrofuran. Flexible films of polymers were obtained by solution casting. Polyamide films exhibited good mechanical and thermal stability including the temperature for 10% weight loss of 449–476 °C.

Thermally stable and organo-soluble polyamides containing triazine rings and ether linkages in the main chain: Synthesis and characterization

In order to synthesize new polyamide (PA) 5 and copolyamides (CoPA) 7a-7d, a new-type of dicarboxylic acid containing triazine ring was successfully synthesized from 2,4-dichloro-6-methoxy-s-triazine 1 and 4-aminobenzoic acid. New polyamide 5 containing triazine moiety was prepared from 4,4′-(6-methoxy-1,3,5-triazine-2,4-diyl)bis(azanediyl)dibenzoic acid 3 and 4,4′-diaminodiphenylether by direct polycondensation reaction. Then new series thermally stable copolyamides 7a-7d with high solubility in common organic solvents were synthesized from the direct polycondensation reaction of diacid 3 as a first monomer, aliphatic-aromatic diacids 6a-6d as second diacids and 4,4′-diaminodiphenylether. All of the above polymers were fully characterized by 1H-NMR and FTIR spectroscopy, elemental analysis (CHN), inherent viscosity, solubility tests, gel permeation chromatography (GPC), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The resulted CoPAs 7a-7d have shown good inherent viscosities, solubility and thermal properties.

Preparation and characterization of new optically active poly(amide-imide)s and poly(ester-imide)s containing calix[4]arene units

This article describes the synthesis and characterization of new optically active polymers containing upper rim calix[4]arene from the polycondensation reaction of 5,11,17,23-tetra-tert-butyl-25,27-bis[(4-aminobenzyloxy)-6,28-dihydroxy] calix[4]arene with N,N′-pyromellitoylimido-bis-L-alanine diacid chloride (6a) and N,N′-pyromellitoylimido-bis-L-phenyl alanine diacid chloride (6b). This optically active diacidchlorides 6a and 6b have been prepared from the reaction of pyromellitic dianhydride with two chiral amino acids, alanine and phenyl alanine. The chiral poly(amide-imide)s and poly(ester-imide)s obtained in good yield and moderate inherent viscosity. All the polymers have been fully characterized by FTIR, 1H NMR spectroscopy and elemental analysis.

Organosoluble aliphatic-aromatic poly(ether-amide)s based on pyridine moiety in the main chain: Synthesis, characterization and thermal studies

A series organosoluble and heterocyclic poly(ether-amide)s (PEA)s were synthesized from a new diamine containing pyridine moiety and four aliphatic-aromatic dicarboxylic acids by direct polycondensation reactions. Dicarboxilic acids 4a–4d containing ether groups were synthesized in two step reactions. At first, dialdehydes 3a–3d were synthesized from four dibromo alkanes 1a–1d and 4-hydroxybenzaldehyde 2, then dicarboxilic acids 4a–4d were synthesized from dialdehydes 3a–3d and malonic acid in a solvent free reaction. On the other hand, the new diamine 8 containing pyridine ring was synthesized in two step reactions. The structures of synthesized monomers and polymers were proven by FTIR, NMR spectroscopy and elemental analysis. Also all of the above polymers were fully characterized by inherent viscosity, solubility tests, gel permeation chromatography (GPC), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The resulted PEAs have shown good inherent viscosities, solubility and thermal properties.

High Temperature and Organosoluble Poly(amide-imide)s Based on 1,4-Bis[4-aminophenoxy]butane and Aromatic Diacids by Direct Polycondensation: Synthesis and Properties

AbstractA series of high temperature and organosoluble poly(amide-imide)s 8a–g were prepared by direct polycondensation from 1,4-bis[4-aminophenoxy]butane 4 and various aromatic diacids 7a–g in a medium consisting of N-methyl-2-pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride (CaCl2)/pyridine system. Aromatic diacids 7a–g were synthesized by reaction of 3,3′,4,4′-benzophenone tetra carboxylic dianhydride 5 and various amino acids 6a–g. All of the above polymers were fully characterized by 1H-NMR and FT-IR spectroscopy, inherent viscosity, solubility test and thermogravimetric analysis (TGA). The resulted polyamides (PAs) 8a–g have showed admirable good inherent viscosities, thermal stability and solubility.

Incorporation of a Novel Heat Stability Enhancing Fluorinated Diol into Nanostructure Poly(Ester-Imide)s via the Low Temperature Solution Polycondensation

4,4′-hexafluoroisopropylidene-2,2-bis-(phthalic anhydride) has been reacted with 2 moles of L-tyrosine methyl ester in the refluxing N,N′-dimethylformamide to obtain 4,4′-(hexafluoroisopropylidene)-N,N′-bis-(phthaloyl-L-tyrosine methyl ester) as a novel fluorinated diol for the first time. A series of new nanostructure poly(ester-imide)s (PEIs) was synthesized by the polycondensation reaction of several amino acid based-diacid chloride with the synthesized diol. The PEIs were obtained in good yields and moderate inherent viscosity. On the basis of thermogravimetric analysis data, such polymers are thermally stable and can be classified as self-extinguishing macromolecules. Morphology study of resulting PEIs showed the nanostructure phenomena of these polymers by the FE-SEM technique.

Synthesis of novel nanostructured chiral poly(amide-imide)s containing dopamine and natural amino acids

Four new thermally stable and optically active poly(amide-imide)s (PAI)s with good inherent viscosities were synthesized from the direct polycondensation reaction of N,N′-(pyromellitoyl)-bis-L-α-amino acids with 3,5-diamino-N-(3,4-dihydroxy-phen-ethyl)benzamide in a medium consisting of a molten salt, tetrabutylammonium bromide, and triphenyl phosphite as the activator. The polymerization reactions produced a series of novel PAIs containing dopamine segment in the side chain in high yield with inherent viscosities between 0.33 and 0.49 dL/g. The obtained polymers were typically characterized by means of FT-IR, 1H NMR spectroscopy, elemental analyses, powder X-ray diffraction, field emission scanning electron microscopy, inherent viscosity, and solubility tests. Thermal properties and flame retardant behaviour of the PAIs were also investigated using thermal gravimetric analysis (TGA and DTG) and limiting oxygen index (LOI). Data obtained by thermal analysis revealed that these polymers showed good thermal stability. Furthermore, high char yield in TGA and good LOI values indicated that the obtained polymers were capable of exhibiting good flame retardant properties.

Synthesis and characterization of new thermally stable and organosoluble polyamides by direct polycondensation

A series new thermally stable and organosoluble polyamides (PAs) 5a–f and copolyamides 10a–f with good inherent viscosities were synthesized from the direct polycondensation reaction of 1,2-bis(4-carboxyphenoxy)ethane 3 with aromatic diamines 4a–f and from the diacid 3 as a first diacid monomer and 4,4′-bis(1,3-diphenoxypropane) diacrylic acid 9 as a second diacid monomer with aromatic diamines 4a–f, respectively. The dicarboxylic acid 9 was synthesized from the two step reactions. At first 4,4′-bis(1,3-diphenoxypropane) dialdehyde 8 was synthesized from 1,3-dibromopropane 6 and 4-hydroxybenzaldehyde 7, then 4,4′-bis(1,2-diphenoxyethane) diacrylic acid 9 was synthesized from dialdehyde 8 and malonic acid in a solvent free reaction. All of the above polymers were fully characterized by 1H NMR, Fourier transform infrared, elemental analysis, inherent viscosity, solubility tests, differential scanning calorimeter, thermogravimetric analysis, and derivative of thermogravimetric. The resulted PAs have shown admirable good inherent viscosities and thermal stability and solubility.

Preparation and morphology distinguishing of novel ZnO ultrafine particle filled nanocomposites contain new poly(amide-imide) via ultrasonic process

In this paper, for the first time, a new nanostructure poly(amide-imide) (PAI) was synthesized from the polymerization reaction of 4,4΄-methylenebis(3-chloro-2,6-diethyl trimellitimidobenzene) as a novel diacid with 4,4΄-methylenebis(3-chloro-2,6-diethylaniline) using tetra-n-butylammonium bromide and triphenyl phosphite as a condensing agent and green media. This methodology offers enhancements for the synthesis of polymer with regard to yield of products, simplicity in operation, and green aspects by avoiding volatile solvents. The obtained polymer was used to prepare PAI/ZnO nanocomposites using nano-ZnO surface-coupled by 3-aminopropyltriethoxylsilane as a coupling agent through ultrasonic cavitations process. The formation of PAI was confirmed by 1H-NMR, fourier transform IR spectroscopy (FT-IR), and elemental analysis. The obtained polymer was synthesized with good yield (90 %) and moderate inherent viscosity (0.48 dL/g). The resulting nanoparticle filled composites were also characterized by FT-IR, powder X-ray diffraction, field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM) and thermogravimetric analysis (TGA). The TEM and FE-SEM results indicated a high dispersion level of the nanoscale inorganic particles in the polymer matrix. Results from the TGA thermographs indicate that the incorporation of KH550-functionalized ZnO nanoparticles into PAI matrix can impart significant improvements on the heat stability of the prepared nanoparticle-reinforced composites.

Synthesis and characterization of optically active poly(amide-imide)s based on [N,N′-(4,4′-carbonyldiphtaloyl)-bis-lamino diacid]s and 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one

Six dicarboxylic acids 3a–3f were synthesized by the reaction of 3,3′,4,4′-benzophenonetetracarboxylic dianhydride 1 with L-aminoacids 2a–2f in a solution of glacial acetic acid/pyridine (Py) at refluxing temperature. Then six new poly(amide-imide)s PAIs were synthesized from the direct polycondensation reaction of [N,N′-(4,4′-carbonyldiphtaloyl)-bis-L-amino diacid]s with 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one (APPD). The polymerization reactions produced a series of new optically active PAIs with high yield and good inherent viscosity. Also these PAIs are optically active and soluble in various organic solvents. These resulting new polymers can be used in column chromatography for the separation of enantiomeric mixtures. The resulted polymers were fully characterized by means of FTIR and 1H-NMR spectroscopy, elemental analyses, inherent viscosity measurements, solubility tests and thermogravimetric analysis (TGA).

Fast and eco‐friendly synthesis of novel soluble thermally stable poly(amide‐imide)s modified with siloxane linkage with reduced dielectric constant under microwave irradiation in TBAB, TBPB and MeBuImCl via isocyanate method

AbstractA new series of poly(amide‐imide)s (PAI) modified with a siloxane linkage was synthesized under microwave radiation in ionic liquids and organic salts via the isocyanate method. The polymerization reactions of a novel siloxanic diacid monomer with 4,4′‐methylene‐bis(4‐phenylisocyanate) MDI were studied in ammonium, phosphonium, and imidazolium‐type organic salts. These poly(amide‐imide‐siloxane)s (PAI‐Si)s were obtained with high yields and good inherent viscosities ranging from 0.30 to 0.55 dL/g. The normally high softening temperatures and poor solubility of PAIs in organic solvents were improved via the incorporation of the flexible siloxane segments into the polymer backbone. The PAI‐Sis showed glass transition temperatures around 100°C and their 10% mass loss was about 300°C. They have a char yield in the range of 30–40% at 800°C. Calculated limiting oxygen index values of the polymers were about 30; therefore, they can be considered as self‐extinguishing. The dielectric constants of these silane‐containing PAIs (2.5) are lower than common siloxane‐free polyimides (∼ 3). Their good thermal stability, enhanced solubility, and low dielectric constants suggest they may function as electrical insulators. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

Preparation and characterization of new organosoluble polyamides with good thermal properties containing photosensitive group in the main chain

AbstractIn this article, we have successfully synthesized a new dicarboxylic acid, from the two step reactions. At first 4,4′‐bis(1,2‐diphenoxyethane) dialdehyde was synthesized from 1,2‐dibromoethane and 4‐hydroxybenzaldehyde , then 4,4′‐bis(1,2‐diphenoxyethane) diacrylic acid was synthesized from 4,4′‐bis(1,2‐diphenoxyethane) dialdehyde and malonic acid in a solvent free reaction. Four new organosoluble and thermally stable polyamides (PAs) with good inherent viscosities containing photosensitive groups were synthesized from the direct polycondensation reaction of 4,4′‐bis(1,2‐diphenoxyethane) diacrylic acid with four various aromatic diamines containing photosensitive group, by two different methods such as direct polycondensation in a medium consisting of N‐methyl‐2‐pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride (CaCl2)/pyridine (Py) and direct polycondensation in a tosyl chloride (TsCl)/pyridine (Py)/N,N‐dimethylformamide (DMF) system. All of the above polymers were fully characterized by 1H‐NMR, FTIR, gel permeation chromatography (GPC), elemental analysis, inherent viscosity, solubility tests, UV–vis spectroscopy, differential scanning calorimeter (DSC), thermogravimetric analysis (TGA). The resulted polyamides (PAs) have showed admirable good inherent viscosities, thermal stability and solubility. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012

Preparation and characterization of new photosensitive and optically active poly(amide-imide)s from N-trimellitylimido-L-amino acid and dibenzalacetone moiety in the main chain

Six new photosensitive and optically active poly(amide-imide)s 8a–8f with good inherent viscosities based on dibenzalacetone moiety were synthesized from the direct polycondensation reaction of N-Trimellitylimido-L-amino acids 3a–3f with 2,5-bis(4-aminobenzylidene)cyclopentanone 7 by two different methods such as direct polycondensation in a medium consisting of N-methyl-2-pyrrolidone/triphenyl phosphite/calcium chloride/pyridine and direct polycondensation in a tosyl chloride/pyridine (py)/N,N-dimethylformamide system. Diamine 7 was synthesized by using a two-step reaction. At first 2,5-bis(4-nitrobenzylidene)cyclopentanone 6 was prepared from the reaction of two equimolars 4-nitrobenzaldehyde 5 and one equimolar cyclopentanone 4 and dinitro compound 6 was reduced by using Na2S. Also N-trimellitylimido-L-amino acids 3a–3f were synthesized by the condensation reaction of trimellitic anhydride 1 with two equimolars of various L-amino acids 2a–2f in an acetic acid solution. The polymerization reactions produced a series of photosensitive and optically active poly(amide-imide)s with high yield and good inherent viscosity. The resulted polymers were fully characterized by means of FTIR and 1H-NMR spectroscopy, elemental analyses, inherent viscosity, specific rotation, solubility tests, UV-VIS spectroscopy, differential scanning calorimeter, thermogravimetric analysis, and derivative of thermogravimetric. These macromolecules exhibited maximum UV-VIS absorption at around 395 and 265 nm in a N,N-dimethylformamide solution.

New optically active poly(amide–imide)s from N-trimellitylimido-l-amino acid and 1,2-bis[4-aminophenoxy]ethane in the main chain: Synthesis and characterization

Six new optically active poly(amide–imide)s (PAIs) with good inherent viscosities were synthesized from the direct polycondensation reaction of N-trimellitylimido-l-amino acids with 1,2-bis[4-aminophenoxy]ethane by direct polycondensation in a medium consisting of N-methyl-2-pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride (CaCl2)/pyridine (py). Diamine was synthesized by using a two-step reaction. At first 1,2-bis[4-nitrophenoxy]ethane was prepared from the reaction of two equimolars 4-nitrophenol and one equimolar 1,2-dibromo ethane and the dinitro compound was reduced by using Pd/C. Also N-trimellitylimido-l-amino acids were synthesized by the condensation reaction of trimellitic anhydride with two equimolars of various l-amino acids in acetic acid solution. The polymerization reactions produced a series of optically active PAIs with a high yield and good inherent viscosity. The resulted polymers were fully characterized by means of FTIR and 1H NMR spectroscopy, elemental analyses, inherent viscosity, specific rotation, solubility tests, thermogravimetric analysis (TGA), and a derivative of thermogravimetric (DTG) analysis.

Pseudo-poly(amino acid)s: study on construction and characterization of novel chiral and thermally stable nanostructured poly(ester-imide)s containing different trimellitylimido-amino acid-based diacids and pyromellitoyl-tyrosine-based diol

A new class of chiral and potentially biodegradable poly(ester-imide)s (PEI)s as pseudo-poly(amino acid)s (PAA)s bearing natural amino acids in the main chain was synthesized. In this investigation, N,N′-(pyromellitoyl)-bis-(L-tyrosine dimethyl ester) as a biodegradable optically active diphenol and synthesized trimellitic anhydride-derived dicarboxylic acids containing different natural amino acids such as S-valine, L-methionine, L-leucine, L-isoleucine, and L-phenylalanine were used for direct polyesterification. With the aim of tosyl chloride/pyridine/N,N′-dimethylformamide system as a condensing agent, the new optically active PEIs were obtained in good yields and moderate inherent viscosity up to 0.42 dL/g. The obtained polymers were characterized with FT-IR, 1H-NMR, X-ray diffraction (XRD), field emission scanning electron microscopy, elemental, and thermogravimetric analysis techniques. These polymers show high solubility in organic solvents, such as N,N′-dimethyl acetamide, N-methyl-2-pyrrolidone, and sulfuric acid at room temperature, and are insoluble in solvents, such as methylene chloride, cyclohexane, and water. Morphology probes showed these pseudo-poly(amino acid)s were noncrystalline and nanostructured polymers. On the basis of thermogravimetric analysis data, such PAAs are thermally stable and can be classified as self-extinguishing polymers. In addition due to the existence of amino acids in the polymer backbones these pseudo-PAAs not only are optically active but also are expected to be biodegradable and therefore could be classified under eco-friendly polymers.

Synthesis and characterization of novel heat resistance poly(amide‐imide)s from N,N′‐[2,5‐bis(4‐aminobenzylidene) cyclopentanone] bistrimellitimide acid and various aromatic diamines

AbstractA new‐type of dicarboxylic acid was synthesized from the reaction of 2,5‐bis(4‐aminobenzylidene)cyclopentanone with trimellitic anhydride in a solution of glacial acetic acid/pyridine (Py) at refluxing temperature. Six novel heat resistance poly(amide‐imide)s (PAIs) with good inherent viscosities were synthesized, from the direct polycondensation reaction of N,N′‐[2,5‐bis(4‐aminobenzylidene)cyclopentanone]bistrimellitimide acid with several aromatic diamines, by two different methods such as direct polycondensation in a medium consisting of N‐methyl‐2‐pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride (CaCl2)/pyridine (Py) and direct polycondensation in a p‐toluene sulfonyl chloride (tosyl chloride, TsCl)/pyridine (Py)/N,N‐dimethylformamide (DMF) system. All of the above polymers were fully characterized by 1H NMR, FTIR, elemental analysis, inherent viscosity, solubility tests, UV‐vis spectroscopy, differential scanning calorimeter (DSC), thermogravimetric analysis (TGA), and derivative of thermaogravimetric (DTG). The resulted poly(amide‐imide)s (PAIs) have showed admirable good inherent viscosities, thermal stability, and solubility. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011

Synthesis and Characterization of New Organosoluble Poly(Amide-Imide)s with Good Thermal Properties Containing Photosensitive and Bicyclo Segments in the Main Chain

Four new organosoluble poly(amide-imide)s (PAIs) (8a–d) with good inherent viscosities containing a photosensitive group and bicyclo segment were synthesized, from the direct polycondensation reaction of N,N -bis(4-carboxyphenyl)bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetracarboxylic diimide 3 with four aromatic diamines (7a–d) containing a photosensitive group, by two different methods, i.e., direct polycondensation in a medium consisting of N-methyl-2-pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride (CaCl2)/pyridine (Py) and direct polycondensation in a tosyl chloride (TsCl)/pyridine (Py)/N,N-dimethylformamide (DMF) system. Dicarboxylic acid 3 was prepared by reaction of bicyclo[2,2,2]oct-7-ene-2,3,5,6-tetra carboxylic dianhydride 1 with p-aminobenzoic acid 2 in a mixture of acetic acid and pyridine (3:2). All of the above polymers were fully characterized by 1H-NMR, FT-IR, elemental analysis, inherent viscosity, solubility tests, UV-Vis spectroscopy, differential scanning calorimetry (DSC), thermogravimetric analysis (TGA) and derivative of thermaogravimetric (DTG). The resulting PAIs 8a–d have showed admirable good inherent viscosities, thermal stability and solubility.