• 한국응용과학기술학회지
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• 제25권2호
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• pp.144-150
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• 2008

The polyamide-amide-imide (PAAI) was synthesized by reacting 4,4'-diaminobenzanilide (DBA) with trimellitic anhydride chloride using a two-stage heating. The precursor of polyamide-acids was formed at first stage and followed by the formation of imide of PAAI. Two polyamide-imides (PAIs) were prepared from benzidine (BZ) or 4,4'-diaminodiphenylether (DPE) with trimellitic anhydride chloride. These three polymers had glass transition temperature in the temperature range of $240-250^{\circ}C$. X-ray data were obtained on thin film specimens cured at $250^{\circ}C$. There was a minimal kind of short-range order consisting of the most probable distances between neighboring chains. The average segmental spacing of short-range order decreased in the order of polymers obtained from 4,4'-diaminobenzanilide (DBA), polyamide-imide, and 4,4'-diaminodiphenylether (DPE). The imidization of three polyamide-imides was confirmed by $^{15}N$ MAS NMR and FT-IR spectroscopy. $^{15}N$ NMR spectrum of cured polyamide-imide showed imide $^{15}N$ peak, thereby providing an evidence for the imidization of three polyamide-imides.

• 공업화학
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• 제10권1호
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• pp.138-142
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• 1999

Imide 단위를 포함하는 diamine과 dicarboxylic acid 단량체들, N-(4-aminophenyl)-4-aminophthalimide(APAP), N-(4-carboxyphenyl)-4-carboxyphthalimide(CPCP), N,N'-oxydiphenylenebis(4-aminophthalimide)(ODPAP), 그리고 N,N'-oxydiphenylenebis(4-carboxy-phthalimide)(ODPCP)를 합성하였다. 상기 디아민을 포함한 단량체들과 디카르복시산을 포함한 단량체들을 서로 축합반응하여 imide 단위가 교대로 치환된 poly(imide-amide)s를 합성하였다. 또한 imide단위를 포함하는 diamine 단량체들과 terephthaloyl chloride, 그리고 isophthaloyl chloride를 축합하여 poly(imide-amide)s들도 합성하였다. 이렇게 합성된 중합체들은 NMP/LiCl용액에 매우 잘 용해하였으나 그밖에 극성 비양자성 극성 용매인 DMF, DMSO, 그리고 DMAc 등에는 $80^{\circ}C$에서도 작은 용해도를 보여주었다. 그밖에 고유점도는 0.18~0.67 dL/g를 보여주었으며 NMP/LiCl 용액으로부터 단단하고 부서지기 쉬운 막이 형성되었다. 중합체들은 $500^{\circ}C$ 이하에서 유리 전이 온도 및 융점은 관찰되지 않았으며 열 중량 분석에서 10% 중량 감량은 $500^{\circ}C$ 부근에서 나타나 우수한 열적 성질을 보여주었다.

• 공업화학
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• 제10권5호
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• pp.767-771
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• 1999

내열성 전기 절연 coating에 사용되는 기본 수지인 poly(ester-imide) (PEI)의 1단계 및 2단계 합성법을 비교하였으며 촉매의 영향도 조사하였다. Poly(ester-imide) 수지의 합성에 있어서 trimellitic anhydride(TMA)와 methylene dianiline(MDA)으로부터 imide 반복 단위를 구성하는 N,N'-(4,4'-diphenylmethane)bistrimellitimide(DID)를 먼저 합성하고 에스테르화 반응을 시키는 2단계법과 TMA, MDA, dimethyl terephthalate(DMT) 및 ethylene glycol(EG), 1,3,5-tris-(2-hydroxy ethyl)isocyanurate(THEIC)를 모두 m-cresol 용매에 넣고 반응시키는 1단계법이 동등한 PEI 수지를 생성함을 확인할 수 있었다. 합성된 poly(ester-imide) 수지 용액에 xylene, phenol-formaldehyde 수지인 P-5030K, TDI type blocked isocyanate인 TK-8 및 tetrapropyltitanate(TPT)를 첨가하여 경화 반응을 시키고 생성된 피막의 유연성 및 투명도를 조사한 결과 히드록실기의 함량, DMT의 첨가 및 imide 반복 단위의 함량이 내열성 절연 코팅의 물성에 중요한 인자로 작용함을 알 수 있었다.

• Macromolecular Research
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• 제13권1호
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• pp.14-18
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• 2005

Under irradiation in a microwave oven, six novel poly(amide-imide)s containing tetrahydropyrimidinone, tetrahydro-2-thioxopyrimidine moieties and trimellitic rings in their main chains were synthesized through the polycondensation reaction of N,N'-(4,4'-diphenylether)bis(trimellitimide) diacid chloride with six different derivatives of tetrahydropyrimidinone and tetrahydro-2-thioxopyrimidine in the presence of a small amount of a polar organic medium, such as o-cresol. The polycondensation proceeded rapidly and completed within 7-9 min, producing a series of new poly(amide-imide)s in high yield that showed inherent viscosities in the range 0.33-0.52 dL/g. These poly(amide-imide)s were characterized by elemental analysis, viscosity measurement, thermal gravimetric analysis, solubility test, and FT-IR spectroscopy. All of the polymers were soluble at room temperature in polar solvents such as N,N-dimethylacetamide, N,N-dimethylformamide, dimethylsulfoxide, tetrahydrofuran, and N-methyl-2-pyrrolidone.

• Korean Membrane Journal
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• 제3권1호
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• pp.24-31
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• 2001

Ultrafiltration membranes base on copoly(amide-imide) derivatives were prepared by the phase inversion method and the factors determining the permeation characteristics of membrane were investigated. The permeation behavior was observed by the relative ratio of permeate flux (J$\_$t/)/pure water flux (J$\_$o/). The characteristics through membrane were measured using aqueous solution of poly(ethyleneglycol) (MW 2.0$\times$10$\^$4/) over a temperature range of 10∼90$\^{C}$. With increasing the operating temperature, the relative ratio of flux became high. All the membranes had good chemical stability. Copoly(amide-imide) membranes having various Permeation properties could be obtained. Further, it was proved that the membrane performances could be determined from the preparation conditions as well as various operating conditions.

• Korean Chemical Engineering Research
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• 제48권1호
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• pp.45-52
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• 2010

본 연구에서는 Dual-Ovenable Packaging 용 폴리에테르이미드의 수분흡수 특성을 개선하기 위하여 가교구조를 형성할 수 있는 말단기를 포함한 이미드 올리고머를 신규 합성하였으며, 이를 이용한 폴리에테르이미드와 가교구조 (semi-IPN, semi-interpenetrating network)를 형성을 통하여 수분흡수와 열적 특성 변화, 그리고 구조적 특성에 대하여 조사하였다. 가교 말단기와 용액 이미드화법을 이용하여 두 종류의 이미드 올리고머 6FDA-ODA/APA와 6FDA-MDA/MA를 제조하였으며, 그 특성을 고찰하였다. 또한 이미드 올리고머와 $Ultem^{(R)}$ 혼합물의 semi-IPN 구조를 제조하였으며, 열적 성질, 수분흡수 거동, 그리고 박막의 구조적 특징을 TGA, Thin Film Diffusion Analyzer, 그리고 XRD 분석을 이용하여 해석하였다. 제조한 이미드 올리고머는 말단기의 양을 이용하여 분자량 조절이 가능하였다. 그리고, 온도가 증가함에 따라 가교에 의한 발열반응이 일어나며, 가교 가능한 말단기가 증가할수록 발열량이 증가하였다. $Ultem^{(R)}$과 이미드 올리고머 혼합물에 의한 semi-IPN 구조는 이미드 올리고머의 비율이 증가할수록 5와 10% 질량감소 온도가 상승하였다. 또한, 수분에 대한 친화도가 작은 불소기를 함유하는 이미드 올리고머와 패킹정도의 증가로 인하여 semi-IPN의 확산계수와 수분흡수량이 감소하였다. 이와 같이 열적 성질과 수분에 대한 안정성이 떨어지는 단점을 semi-IPN 구조를 통하여 보완할 수 있었다.

• Rapid Communication in Photoscience
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• 제1권1호
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• pp.19-20
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• 2012

Novel star-shaped imide compounds containing electron-donating triphenylamine and/or electron-withdrawing bis(trifluoromethyl)phenyl side groups were synthesized via a two-step process. First, 3,6-dibromo-benzene-1,2,4,5-tetracarboxylic acid (2B4BA) was reacted with 4-aminophenyl (diphenylamine) (ATPA) or 3,5-bis(trifluoromethyl)aniline (6FA) by imide reaction. Then, Suzuki coupling reaction was carried out on these compounds with 4-(N,N-diphenylamino)-1-phenyl boronic acid (BTPA) or 3,5-bis(trifluoromethyl)phenyl boronic acid (6FBB), resulting in 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[4-(diphenylamino) phenyl]-pyromellitimide (TPTPPI), 3,6-bis[3,5-bis(trifluoro methyl) phenyl]-N,N'-bis[3,5-bis(trifluoromethyl) phenyl]-pyro mellitimide (6F6FPI) or 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[3,5-bistrifluoromethyl)phenyl]-pyromellitimide (6FTPPI). The imide compounds obtained were characterized by NMR, FT-IR, DSC, TGA, melting point analyzer, EA, and solubility measurements. In addition, their optical and electrical properties were evaluated by fluorescence spectroscopy, UV-vis spectroscopy, and cyclic voltammetry (CV). 6F6FPI exhibited deep blue emission (443 nm), along with high $T_m$ ($382^{\circ}C$) and relatively high $T_g$ ($148^{\circ}C$).

• 한국응용과학기술학회지
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• 제27권2호
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• pp.129-136
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• 2010

A series of noble poly(amide-imide)s and copoly(amide-imide)s bearing 1,2-bis(4-phenoxy)benzene units were synthesized by the direct polycondensation of 1,2-bis(4-trimellitimidophenoxy)benzene[1,2-PTPB] with a combination of commercially available aromatic diamines and diacids such as m-phenylene diamine, p-phenylene diamine(PPD), isophthalic acid and terephthalic acid(TA) in N-methyl-2-pyrrolidone(NMP) using triphenyl phosphite and pyridine as a condensing agent in the presence of dehydrating agent ($CaCl_2$). The resulting polymers had inherent viscosities in the range of 0.37~0.78 dL/g and most of them were soluble m common organic solvents including NMP, dimethylacetamide, dimethylsulfoxide, dimethylformamide, and m-cresol. Wide-angle X-ray diffractograms revealed that the copoly(amide-imide) derived from PPD with mixed acids of 1,2-BTPB and TA, showed crystalline nature, whereas all of the other polymers were found to be amorphous. The glass transition temperatures of the polymers occurred over the temperature range of $270{\sim}323^{\circ}C$ in their differential scanning calorimetry curves and their 10% weight loss temperature, determined by thermogravimetric analysis in air and nitrogen atmosphere, were in the range $465{\sim}535^{\circ}C$, $500{\sim}550^{\circ}C$, respectively, indicating their good thermal stability.

• Fibers and Polymers
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• 제3권2호
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• pp.55-59
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• 2002

The thermal reaction of acetoacetanilide in the presence of aniline or phenol yielded carbanilide in quantitative yields. This reaction was applied to the synthesis of polyurea. Bisacetoacetamides were prepared from diamines and diketene in DMF. They were thermally polymerized in the presence of phenol or a diamine (6FDA) to yield polyureas of low molecular weights. The polymers were soluble in DMSO and NMP. $^1{H-NMR}$ analysis showed that they had amino group terminated structures. Poly(urea-imide) was synthesized by the reaction of an oligourea diamine with pyromellitic dianhydride in NMP. The concentration of terminal amino groups was determined by an acid-base titration. The thermal property of poly(urea-imide) was evaluated by thermogravimetric analysis (TGA). Initial decompisition took place at 332-$350^{\circ}C$.

• Macromolecular Research
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• 제12권3호
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• pp.258-262
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• 2004

We have developed facile and rapid polycondensation reactions of N-trimellitylimido-L-leucine diacid chloride 1 with eight different derivatives of hydantoin compounds 2a-h, in the presence of a small amount of a polar organic medium, such as Ο-cresol, by using a domestic microwave oven. The polycondensation reactions proceeded rapidly-they were complete within 7-9 min-to produce a series of novel optically active poly(amide-imide)s (3a-h) in high yield with inherent viscosities of 0.33-0.51 dL/g. We characterized the resulting poly(amide-imide)s by elemental analysis, thermal gravimetric analysis (DSC, TGA, and DTG), and FTIR spectroscopy, and by measuring their viscosities, specific rotations, and solubilities. All of the polymers were soluble at room temperature in polar solvents such as N ,N-dimethylacetamide, N,N-dimethylformamide, dimethylsulfoxide, tetrahydrofuran, and N-methyl-2-pyrrolidone.