• Archives of Pharmacal Research
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• 제25권3호
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• pp.258-269
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• 2002

2-Thiouracil-5-sulfonylchloride 1 reacted with a series of aromatic and heterocyclic amines to give 2a-j. The same compound 1 was reacted with a series of sulphonamides giving different sulphonamides of type 3a-e. On the other hand compound 1 was allowed to react with p-aminoacetophenone givining compound 4 which in turn was allowed to react with derivatives of alkyl thiosemicarbazides to give thiosemicarbazones of type 5a-e, also compound 4 was monobrominated to give compound 6 which in turn was reacted thiosemicarbazones of some aldehydes to give the corresponding thiazole derivatives 7a-f. In the same time compound 4 was reacted with a series of aromatic and heterocyclic aldehydes givining chalcones 8a-g (Claisen-Schemidt reaction). Also compound 4 was allowed to react with a series of aromatic and heterocyclic aldehydes, ethyl cyano acetate and/or malononitrile, and ammonium acetate giving pyridine derivatives 9a-d and 10a-e respectively. The biological effects of some of the new synthesized compounds was also investigated.

• Macromolecular Research
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• 제11권4호
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• pp.250-255
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• 2003

We prepared the photorefractive sol-gel glass based on organic-inorganic hybrid materials containing a charge transporting molecule, second-order nonlinear optical (NLO) chromophore, photosensitizer, and plasticizer. Carbazole and 2-{ 4-[(2-hydroxy-ethyl)-methyl-amino]-benzylidene}-malononitrile were reacted with isocyanato-triethoxy silane and the functionalized silanes were employed to fabricate the efficient photorefractive media induding 2,4,7-trinitrot1uorenone (TNF) to form a charge transfer complex. The prepared sol-gel glass samples showed a large net gain coefficient and high diffraction efficiency at a certain composition. As the concentration of photosensitizer increased, the photorefractive properties were enhanced due to an increment of charge carrier density. Dynamic behavior of the diffraction efficiency was also investigated with the concentration of the photosensitizer.

• Bulletin of the Korean Chemical Society
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• 제34권3호
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• pp.863-867
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• 2013

A series of azo disperse dyes having dicyanovinyl groups was synthesized by the Knoevenagel condensation with malononitrile from carbonyl substituted phenylazo disperse dyes which were prepared by conventional diazo coupling reaction of aniline derivatives as diazo components. A variety of coupling components such as anilines, an indole and a pyridone were used. The azo disperse dyes were evaluated for their spectral properties and dyeing assessment on the polyester fabrics. The azo disperse dyes containing dicyanovinyl groups showed bathochromic shifts and darker colors due to increased electron withdrawing strength in their azo components and extended conjugation by dicyanovinyl groups than their parent carbonyl substituted azo dyes. The dyes containing 2-acetylamino-5-methoxy substituent in the coupling component exhibited higher wavelength of maximum absorbance (${\lambda}_{max}$) and significant negative solvatochromism than those of other dyes due to intramolecular hydrogen bonding.

• Bulletin of the Korean Chemical Society
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• 제35권3호
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• pp.938-940
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• 2014

This paper discusses a coherence-gated three-dimensional imaging system based on photorefractive holography, which was applied to imaging through turbid media with a view to developing biomedical instrumentation. A rapid response photorefractive device doped with 2,4,7-trinitro-9-fluorenylidene malononitrile was used to generate the hologram grating. The estimated depth resolution was $20{\mu}m$, which corresponds to the coherence length of the light source. In this coherence imaging system, tomographic imaging of a 3-dimensional object composed of a $50{\mu}m$ thick cylindrical layer was achieved. The proposed coherence imaging system using an organic photorefractive material can be used as an optical tomography system for biological applications.

• Bulletin of the Korean Chemical Society
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• 제24권8호
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• pp.1181-1187
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• 2003

Condensation of 4-cyano-5,6-dimethyl-3-pyridazinone 1 with aromatic aldehydes gave the novel styryl derivatives 2a-c. Refluxing of compound 2a with phosphorus oxychloride furnished 3-chloropyridazine derivative 3. Compound 3 was reacted with thiourea and produced pyridazine-3(2H)thione 4. Thieno[2,3-c]- pyridazines 5a-e were achieved by cycloalkylation of compound 4 with halocompounds in methanol under reflux and in the presence of sodium methoxide. Also, refluxing of compound 4 with N-substituted chloroacetamide in the presence of potassium carbonate afforded thienopyridazines 6a-e. Cyclization of compound 6 with some electrophilic reagents as carbon disulfide and triethyl orthoformate furnished the novel pyrimido[4',5':4,5]thieno[2,3-c]pyridazines 12 and 13a-c, respectively. Diazotisation of compound 6 with sodium nitrite in acetic acid produced the pyridazino[4',3':4,5]thieno[3,2-d][1,2,3]triazines 14a-c. Ternary condensation of compound 1, aromatic aldehydes and malononitrile in ethanol containing piperidine under reflux afforded the novel phthalazines 16a-c. Compound 3 was subjected to some nucleophilic substitution reactions with amines and sodium azide and formed the aminopyridazines 17a, b and tetrazolo[1,5-b]-pyridazine 19, respectively. The structures of the synthesized compounds were established by elemental and spectral analyses.

• Bulletin of the Korean Chemical Society
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• 제32권spc8호
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• pp.3081-3089
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• 2011

A series of new bis-thienylanthracene derivatives D1~D5 containing 9,10-antharcene moiety in the center and 2-methylenemalonotitrile or 2-cyanoacrylic acid functional group on the terminal thiophenes were synthesized and characterized by $^1H$-NMR and high-resolution mass spectroscopy. Their optical, electrochemical, and thermal properties were measured. They have absorption ${\lambda}_{max}$ in the range of 437~480 nm and max of $7.4{\times}10^3{\sim}2.0{\times}10^4M^{-1}cm^{-1}$. The substitution of 2-cyanoacrylic acid group allows greater value of ${\varepsilon}_{max}$ than that of 2-methylenemalonotitrile. TGA curves showed that D4 and D5 which have 2-cyanoacrylic acid functional group on the terminal thiophene(s) exhibit good thermal stability and D4 was thermally stable up to $400^{\circ}C$. Their optical properties and LUMO energy levels measured suggest that they can serve as potential candidates for electron donor materials of organic photovoltaic cells (OPVs) or D4 and D5 which contain 2-cyanoacrylic acid group can be used as organic dyes of dye-sensitized solar cells (DSSCs).

• Macromolecular Research
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• 제11권6호
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• pp.431-436
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• 2003

A new photoconducting polymer, diphenyl hydrazone-substituted polysiloxane, was successfully synthesized by the hydrosilylation method and characterized by FT-IR, $^1$H-NMR, and $^{29}$ Si-NMR spectroscopy. The glass transition temperature (T$_{g}$) of the polysiloxane having pendant diphenyl hydrazone was ca. 62 $^{\circ}C$, which enabled a component of a low-T$_{g}$ photorefractive material to be prepared without the addition of any plasticizers. This polysiloxane, with 1 wt% of $C_{60}$ dopant, showed a high photoconductivity (2.8 ${\times}$ 10$^{-12}$ S/cm at 70 V/${\mu}{\textrm}{m}$) at 633 nm, which is necessary for fast build-up of the space-charge field. A photorefractive composite was prepared by adding a nonlinear optical chromophore, 2-{3-[2-(dibutylamino)-1-ethenyl]-5,5-dimethyl-2-cyclohexenylidene} malononitrile, into the photoconducting polysiloxane together with $C_{60}$ . This composite shows a large orientation birefringence ($\Delta$n = 2.6 ${\times}$ 10$^{-3}$ at 50 V/${\mu}{\textrm}{m}$) and a high diffraction efficiency of 81 % at an electric field of 40 V /${\mu}{\textrm}{m}$.textrm}{m}$.EX>.

• 한국염색가공학회:학술대회논문집
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• 한국염색가공학회 2012년도 제46차 학술발표회
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• pp.48-48
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• 2012

화학센서는 분석물질과 감응물질간의 화학적 반응을 통해 분석물질을 선택적으로 인지하고 이를 통하여 특정물질을 실시간으로 분석할 수 있는 기술이다. 최근 화학센서로 색소를 이용하여 음이온을 진단/감응하는 기술이 각광 받고 있으며, 더불어 음이온을 선택적으로 인지함에 있어 검출하고자 하는 특정 음이온에 대한 민감도를 높이기 위한 노력이 계속되고 있다. 감응물질로 이용되는 색소는 주로 분자 내 전하 이동형 색소(intramolecular charge transfer dye)로 주위 환경 변화에 민감하게 반응하며, 자극에 따른 변화를 흡수와 발광, 굴절률의 변화 등으로 나타낸다. 또한 다양한 음이온 중 분석물질로써 연구 가치가 큰 음이온에는 플루오린화물(fluoride)이 있다. 이는 플루오린화물이 치아 보호와 골다공증에 중요한 역할을 하는 순기능을 가지는 반면 고농도 상태에서는 불소증(fluorosis)을 비롯한 악영향을 잠재적으로 가지기 때문에 그 양을 인지하는 것이 중요하게 여겨지기 때문이다. 따라서 본 연구에서는 2-(3,5,5-trimethylcyclohex-2-enylidene)-malononitirle과 indole-3-carboxaldehyde를 통하여 분자 내 전하 이동형 색소를 합성하고, $^1H$ NMR, GC-mas, EA로 합성된 색소의 물성을 분석하였다. 우선 반응물인 2-(3,5,5-trimethylcyclohex-2-enylidene)-malononitirle을 합성하기 위해 dimethylfor mamide(DMF) 용매 하에서 isophorone과 malononitrile을 12시간 반응시키고, 얻어진 결과물을 정제한다. 이후 indole-3-carboxaldehyde와 10시간 환류시켜 색소를 얻는다. 합성된 색소는 F 이온 검출에 이용되며, UV-vis 분광법을 이용하여 분석물질에 따른 흡수 정도와 강도 변화를 살펴본다. 연구의 최종적인 목적은 비단 진단/감응 색소의 합성이 아니라 나노 섬유 소재와 색소의 접합을 통해 진단/감응형 나노 섬유를 개발하는 것으로 이를 위해 전기방사법이 이용된다.

• 농약과학회지
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• 제2권1호
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• pp.18-23
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• 1998

유기합성을 통한 천연물기원 신농약 선도물질을 얻기 위해 피마자잎으로부터 동정된 활성물질 ricinine의 합성방법을 설정한 후 살충활성을 조사하였다. Ricinine은 4단계과정의 cyanoacetic acid 중합반응과 malono nitrile의 단순고리화 반응 2가지 방법으로 합성하였으며 합성 수율은 중합반응보다 단순고리화 반응에서 높은 수율을 나타냈다. 합성된 ricinine및 중간생성물의 살충활성 조사결과 1,000 ${\mu}g/ml$ 농도수준에서 ricinine은 벼멸구와 콩바구미에 대해 각각 80%, 75%의 살충력을 나타냈다. 점박이응애의 경우 분자구조내에 chloride 기가 존재하는 chloronorricinine과 chlororicinic acid가 500 ${\mu}g/ml$ 수준에서 60%의 살충효과를 보여주었으며, 10 ${\mu}g/ml$ 수준에서 빨간집모기 유충에 대한 활성은 chlororicinine이 44%의 살충력을 나타냈다.

• 한국진공학회:학술대회논문집
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• 한국진공학회 2009년도 제38회 동계학술대회 초록집
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• pp.31-32
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• 2010

In our previous reports [1-3], electron transport for the switching and memory devices using alkyl thiol-tethered Ru-terpyridine complex compounds with metal-insulator-metal crossbar structure has been presented. On the other hand, among organic memory devices, a memory based on the OFET is attractive because of its nondestructive readout and single transistor applications. Several attempts at nonvolatile organic memories involve electrets, which are chargeable dielectrics. However, these devices still do not sufficiently satisfy the criteria demanded in order to compete with other types of memory devices, and the electrets are generally limited to polymer materials. Until now, there is no report on nonvolatile organic electrets using nano-interfaced organic monomer layer as a dielectric material even though the use of organic monomer materials become important for the development of molecularly interfaced memory and logic elements. Furthermore, to increase a retention time for the nonvolatile organic memory device as well as to understand an intrinsic memory property, a molecular design of the organic materials is also getting important issue. In this presentation, we report on the OFET memory device built on a silicon wafer and based on films of pentacene and a SiO2 gate insulator that are separated by organic molecules which act as a gate dielectric. We proposed push-pull organic molecules (PPOM) containing triarylamine asan electron donating group (EDG), thiophene as a spacer, and malononitrile as an electron withdrawing group (EWG). The PPOM were designed to control charge transport by differences of the dihedral angles induced by a steric hindrance effect of side chainswithin the molecules. Therefore, we expect that these PPOM with potential energy barrier can save the charges which are transported to the nano-interface between the semiconductor and organic molecules used as the dielectrics. Finally, we also expect that the charges can be contributed to the memory capacity of the memory OFET device.[4]