• Fibers and Polymers
• /
• 제3권3호
• /
• pp.91-96
• /
• 2002

Polyhydroxyamides derivatized with trifluorormethyl ether and trifluoromethyl ester groups were investigated as possible candidates for a new flame retardant polymer. Model compounds for these derivatized polyhydroxyamides were synthesized and their cyclization chemistry was investigated. The model compound study revealed that trifluorornethyl ester group containing model compounds can cyclize on heating, while trifluoromethyl ether group containing model compounds cannot. The non-fluorinated ether and ether derivatives behaved similarly. The trifluoromethyl ester derivatized polyhydroxyamides were synthesized according to the procedures for the model compounds. TGA characterization revealed that the fluorinated polymers have nearly same thermal stability as the underivatized PHA after cyclization.

• 한국인쇄학회지
• /
• 제21권1호
• /
• pp.21-34
• /
• 2003

Acid amplifiers derived from a certain class of sulfonates suffer from autocatalytic decomposition in the presence of a strong acid to give corresponding sulfonic acid, which catalyze the composition of the parent sulfonates, leading to the liberation of more of the same sulfonic acids in an exponential manner. In this research we synthesized and evaluated 4-hydroxy-4'-(2-trifluoromethyl)benzenesulfonyloxy isopropylidene dicyclohexane (1), 4,4'-di-(2-trifluoromethyl)benzenesulfonyloxy isopropylidene dicyclohexane (2), 4-hydroxy-4'-(3-trifluoromethyl)benzenesulfonyloxy isopropylidene dicyclohexane (3) and 4,4-di-(3-trifluoromethyl)benzenesulfonyloxy isopropylidene dicyclohexane (4) as novel acid amplifiers with electron withdrawing group. These acid amplifiers (1-4) showed reasonable thermal stability for resist processing temeprature and exhibited higher photosensitivity compared to poly(tert-butyl methacrylate) film without acid amplifiers. Application of acid amplifiers to photofunctional materials, including photoresists, are described as a consequence of the combination of the acid amplifiers with photoacid generator.

• Archives of Pharmacal Research
• /
• 제24권5호
• /
• pp.402-406
• /
• 2001

Gas chromatographic method was investigated for the chiral separation of several $\beta$-blockeros(atenolol, betaxolol, bisoprolol, metoprolol and pindolol) using (-)-$\alpa$-methoxy-$\alpa$-(trifluoromethyl)phenylacetyl chloride as a chiral derivatizing agent for amino group. Prior to N-acylation, hydroxyl group was converted into O-silyl ethers by react with N-methyl-H-(taimethylsilyl)trifluoroacetamide. The reaction was selective and rapid and the diasteromeric derivatives were well separated by capillary gas chromatography. (R)-isomers were eluted faster than (S)-isomers when (-)-$\alpa$-methoxy-$\alpa$-(trifluoromethyl)phenylacetyl chloride was used as the chiral derivatizing agent. But in the opposite sequence when (+)-$\alpa$-methoxy-$\alpa$-(trifluoromethyl)phenylacetyl chloride was used. No racemization was found during the reaction.

• Bulletin of the Korean Chemical Society
• /
• 제11권4호
• /
• pp.333-339
• /
• 1990

A series of new dimesogenic compounds whose mesogens are of aromatic ester or amide type having a trifluoromethyl $(CF_3)$ substituent at the para-position of each terminal phenolic rings were prepared and their liquid crystalline properties were studied by differential scanning calorimetry (DSC) and on a cross-polarizing microscope. The compounds have two identical mesogenic units bracketing a central decamethylene spacer. Trifluoromethyl group appears to favor the formation of smectic phases when it is attached to a phenoxy or anilide terminal. Its group efficiency for mesophase formation seems to be inferior to other common substituents. A thermodynamic analysis of the phase transitions was made and the results were explained in relation to the structures of the compounds.

• 농약과학회지
• /
• 제2권3호
• /
• pp.64-69
• /
• 1998

기질(S) 화합물로 30종의 5,6-dihydro-2-trifluoromethyl-1,4-oxathiin carboxanilide 유도체들을 합성하고 벼 잎집무늬 마름병균(Rhizoctonia solani)과 밀 붉은 녹병균(Puccinia recondita)에 대한 항균활성(in vivo) 값($pI_{50}$)을 측정하였다. (S)는 잘록병균보다 밀 붉은녹병균에 대하여 보다 큰 항균활성을 나타내었으며 두 종의 균에 대하여 3-methoxy, 11, 3-iso-propyloxy, 13 및 3-iso-propyl 치환체, 25가 제일 큰 활성을 보였다. 그리고 치환(X)-phenylcarbamoyl group의 변화에 따른 물리-화학 파라미터와 항균활성($pI_{50}$)으로부터 구조-활성관계(SAR)를 검토 한 결과, 벼 잎집무늬 마름병균에 대하여는 공명효과에 따른 전자밀게(R<0)의 소수성이 큰(${\pi}>0$) m-alkyl 치환기(X)가, 그리고 밀 붉은녹병균에 대하여는 분자 분극율(Sp.Pol.)과 분자의 음하전(ABSQ<0)을 위시하여 HOMO에너지(e.v.)가 클수록(HOMO<0) 높은 항균활성을 나타내었다. 또한, 전하-조절 반응에 의한 수용체-(S)간의 상호작용과 높은 활성발현 조건들이 검토되었다.

• Macromolecular Research
• /
• 제8권4호
• /
• pp.165-171
• /
• 2000

Fluorinated polyimides with high thermal stability, low optical absorption loss in the optical communication wavelengths of 1.3 and 1.55㎛, and low birefringence and water absorption have been investigated for optical waveguide applications. These polyimides were prepared from 2,2-bis(3,4-dicar-boxyphenyl) hexafluoropropane dianhydride (6FDA) with 1,4-bis-(4-amino-2-trifluoromethyl-phenoxy) tetrafluorobenzene (ATPT) , 1,4-bis-(4-amino-2-trifluoromethyl-phenoxy) benzene (ATPB) , and 1,3-bis-(4-amino-2-trifluoromethyl-phenoxy ) 4,6-dichlorobenzene (ATPD ), respectively. The polyimides obtained had glass transition temperatures that ranged from 260 to 280$\^{C}$, and low water absorption less than 0.4% and low optical loss (> 0.2 dB/cm) at 1.3 and 1.55㎛. Birefringency values of polymer films ranged from 0.0041 to 0.0066.

• Bulletin of the Korean Chemical Society
• /
• 제20권10호
• /
• pp.1218-1220
• /
• 1999

• Elastomers and Composites
• /
• 제47권4호
• /
• pp.355-363
• /
• 2012

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane 와 방향족 디이미드-디카르복실산을 thionyl chloride, triethyl amine 및 NMP 하에서 직접 중축합하여 trifluoromethyl group을 포함하는 일련의 poly(hydroxyamide)s(PHAs)를 제조 하였다. PHAs은 $35^{\circ}C$ DMAc 용액에서 0.54-0.96 dL/g의 고유점도를 보였다. 모든 PHAs은 여러 종류의 유기용매에 쉽게 용해되었으나, PBOs은 황산에 부분적으로 용해되는 것을 제외하고, 전혀 용해되지 않았다. PHAs은 열적고리화 반응에 의해서 흡열과 함께 PBOs로 전환되었다. PHAs의 최대 중량손실온도는 $559-567^{\circ}C$의 영역을 보였고, poly(benzoxazole imide)s(PBOs)은 47-59%의 비교적 높은 char 수득율을 보였다. PBOs의 Pyrolysis Combustion Flow Calorimeter(PCFC) 결과에서 12-19 W/g의 HRR 과 2.7-3.6 kJ/g의 total HR을 보였다. PBO 1의 HRR은 PBO 3 의 HRR (19 W/g)보다 37 % 낮은 12 W/g의 가장 낮은 값을 보였다.

• Bulletin of the Korean Chemical Society
• /
• 제4권5호
• /
• pp.200-203
• /
• 1983

1,1,1-Trifluoro-4-substituted-3-buten-2-ols and 1,1,1-trifluoro-5-phenyl-4-penten-2-ol were prepared by hydromagnesation and palladium catalyzed phenylation in high stereoselectivity.

• Applied Biological Chemistry
• /
• 제39권1호
• /
• pp.70-76
• /
• 1996

일련의 pyridylsulfonyl urea들을 합성하고 25%(v/v) 디옥산 수용액의 넓은 pH범위에서 가수분해 반응속도 상수를 측정하였다. pH-효과, 용매 효과($m{\ll}1,\;n{\ll}3$ 및 ${\mid}m{\mid}{\ll}{\mid}{\ell}{\mid}$), 일반 염기-효과, 산-해리상수(pKa, 3: 4.9 및 5: lit.4.6), 열역학적 활성화 파라미터(${\Delta}H^{\neq}=0.025\;Kcal.mol.^{-1}$ 및 ${\Delta}S^{\neq}=0.54{\sim}\;-2.19\;e.u.$) 및 생성물 분석 결과로부터 반응속도식을 유도하고 가수분해 반응 메카니즘을 제안하였다. 즉, 비(H)치환체, 1-(4,6-dimethoxypyrimidine-2-yl)-3-(2-pyridylsulfonyl) urea, 3은 산성용액에서 A-2형(또는 $A_{AC}2$)반응 그리고 염기성 용액 에서는 $(E_1)_{anion}$ 메카니즘으로 가수분해 반응이 일어난다. 반면에 trifluoromethyl-치환체, 1-(4,6-dimethoxypyrimidine-2-yl)-3-(3-trifluorornethyl-2-pyridylsulfonyl) urea, 5(Flazasulfuron)는 산성 용액중에서 $A-S_N2Ar$형의 반응으로 생성된 conjugate acid($5H^+$), 그리고 pH 9.0 이상에서는 $(E_1)_{anion}$ 및 $(E_1CB)_R$ 반응으로 생성된 conjugate base(CB)를 거쳐 산성 및 염기성 용액중에서 모두 5원자 고리 중간체를 경유하는 Smile 자리옮김 반응으로 산성에서는 3-trifluoromethyl-2-pyridylpyrimidinyl urea(PPU) 그리고 염기성에서는 3-trifluoromethyl-2-pyridyl-4,6-dimethoxy-pyrimidinyl amine(PPA)을 생성하는 가수분해 반응이 일어남을 알았으며 5는 3보다 약 3.5배 빠른 반응속도를 나타내었다.