• 제목/요약/키워드: Sulfonic acids

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Polystyrene Supported Al(OTf)3: a Stable, Efficient, Selective, and Reusable Catalyst for Sulfonylation of Arenes with Sulfonic Acids

  • Boroujeni, Kaveh Parvanak
    • Bulletin of the Korean Chemical Society
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    • 제31권7호
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    • pp.1887-1890
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    • 2010
  • Cross-linked polystyrene supported aluminium triflate (Ps-Al(OTf)$_3$) was found to be an efficient and chemoselective heterogeneous Lewis acid catalyst for the direct conversion of arenes to sulfones using sulfonic acids as sulfonylating agents. The solid acid catalyst is stable (as a bench top catalyst) and can be easily recovered and reused without appreciable change in its efficiency.

1-나프톨 술폰산 이성체의 합성 및 혼합물의 분석에 관한 연구 (Studies on the Synthesis of the Isomeric 1-naphtholsulfonic Acids and Analysis of their Mixtures)

  • 손주환;김광제;이승렬
    • 한국응용과학기술학회지
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    • 제6권2호
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    • pp.21-28
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    • 1989
  • 1-naphthol-2-sulfonic acid and 1-naphthol-4-sulfonic acid were synthesized under the dissolution of 1-naphthol in 2-nitrotoluene with stirring 98.08-90% sulfuric acid at $5-95^{\circ}C$ for 1-5 hours. As the reaction temperatures and the reaction time were raised, the yield of 2-sulfonate was decreased, while that of 4-sulfonate was increased. But we could not observe the tendency to the various reaction concentrations of sulfuric acids. The mixtures of two isomeric 1-naphtholulfonic acids in excess concentrated sulfuric acids was quantitatively determinded by using multicomponent spectrophotomeric analysis method on the basis of the ultraviolet absorption peak of the sulfonic acids. The standard deviation in this method was ${\pm}\;2.6$, and the above method seem to be rapid and accurate.

2-아미노나프탈렌술폰산류의 합성에 관한 연구 (Studies on the Synthesis of 2-Aminonaphtalene Sulfonic Acids)

  • 김주원;손주환
    • 한국응용과학기술학회지
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    • 제3권2호
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    • pp.29-34
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    • 1986
  • The sulfuric acid sulfonation of 2-aminonaphthalene was preformed at $30^{\circ}C{\sim}200^{\circ}C$ for $1{\sim}15$ hours, using $4{\sim}10$ parts of 90% sulfuric acid${\sim}$20% oleum. This reaction was influenced by many factory such as reaction temperature, reaction time, strength of sulfuric acid and amount of sulfuric acid and among these factors, the effect of the reaction temperature was considerable. The main products of this reaction were Dahl's acid (2-aminonaphthalene-5-sulfonic acid, Broenner's-acid (2-aminonaphthalene-6-sulfonic acid), amnio-F-acid(2-aminonapthalene-7-sulfonic acid), and Baden acid (2-aminonaphthalene-7-sulfonic acid) and another isomers such as Tobia's acid (2-aminonaphthalene-1-sulfonic acid) and 2-aminonaphthalene-4-sulfonic acid were not formed. Of these isomeric acids, those containing the sulfonic acid group in an ${\alpha}-position$, namely, Dahl's acid and Baden acid, are simultaneously formed by sulfonation at low-temperature ($30{\sim}100^{\circ}C$), whilst those containing the sulfonic acid group in a ${\beta}$-position, namely, Broenner's acid and amino-F-acid, are formed simultaneously by sulfonation at high temperatures($150^{\circ}{\sim}200^{\circ}$).

소나무 수피 페놀-유기설폰산 액화에 의하여 제조된 액화물의 특성 (Characterization of Liquefied Pine Bark Prepared from Phenol-Organic Sulfonic Acids Liquefaction.)

  • 문성필;로경란;이종문
    • 임산에너지
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    • 제21권3호
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    • pp.18-27
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    • 2002
  • 소나무 수피를 유기 설폰산 촉매존재 하에서 페놀액화하고 얻어진 액화물에 대한 특성을 검토하였다. 수피의 페놀액화시 유기 설폰산은 염산보다 뛰어난 촉매임을 확인 할 수 있었으며, 본 촉매의 사용에 의하여 소나무 수피의 완전한 액화가 가능하였다. 이들 유기 설폰산을 촉매로하여 제조된 수피 액화물의 경우 액화용매로 사용된 페놀이 염산을 촉매로 한 경우에 비하여 2-3배 많이 결합해 있었으며, 유리 전이점(Tg)이 낮았다 (PTSA: 85℃, MSA: 169℃, HCI: 181℃). 또한 이들 액화물은 전수산기, 페놀성 수산기 및 지방족 수산기가 많이 존재하여 반응중 액화 용매인 페놀의 도입과 2차적인 축합억제를 예상할 수 있었다. 액화물의 IR 스펙트럼 및 중성당류 분석 결과로부터 수피 액화물 중의 탄수화물은 대부분 분해되었다는 것을 알 수 있었다. 액화물 및 그 잔사의 EDS 분석결과 유기 설폰산 촉매는 염산 촉매에 비하여 반응용기의 심각한 부식을 초래하지 않는다는 것을 알 수 있었다.

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소나무 수피의 페놀액화에 대한 다양한 산 촉매의 효과 (Effect of Various Types of Acid Catalysts on Phenol Liquefaction of Pinus densiflora Bark)

  • 문성필;로경란;이종문
    • 임산에너지
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    • 제21권3호
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    • pp.1-9
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    • 2002
  • 소나무 수피의 페놀 액화시 다양한 종류의 산 촉매를 도입하여 그 효과를 검토하였다. 소나무 수피의 페놀 액화시 무기산 촉매로서 염산이 가장 효과적이었으나, 90%이상의 액화를 위하여 적어도 11 mmol이상의 염산의 첨가가 필요하였다. 사용된 카르본산류의 경우 triflouroacetic acid (TFA)가 액화에 가장 효과적이었으나 80%이상의 액화는 어려웠다. 그러나 유기설폰산 촉매류, 즉, p-toluenesulfonic acid (PTSA) 및 methanesulfonic acid (MSA)의 경우 소량의 첨가로도 낮은 액화온도에서 높은 액화율을 얻을 수 있었다. 특히 PTSA는 140℃의 낮은 액화 온도 조건에서도 92%의 액화율을 나타내어 수피 페놀액화 시 매우 효과적인 촉매로 판명되었었다.

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방향족 슬폰산들의 역상 이온쌍 크로마토그래피 (Reversed-Phase Ion-Pair Chromatography of Aromatic Sulfonic Acids)

  • 강삼우;오해범;이승석
    • 대한화학회지
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    • 제30권2호
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    • pp.224-230
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    • 1986
  • 알킬처리된 실리카(ODS)칼럼을 이용하여 역상 이온쌍 크로마토그래피방법으로 방향족 술폰산들의 분리 인자를 조사하였으며 또한 분리를 시도하였다. 반대이온으로서 브롬화 도데실 트리메틸암모늄(DTAB)을 사용하였으며, 시료의 분리인자는 반대이온의 농도, 메탄올의 농도, 전해질의 종류 및 농도, 시료 분자에 붙어있는 작용기의 종류 및 위치등에 의하여 영향을 받았다. 최적 조건하에서 몇 가지 혼합시료를 분리할 수 있었다.

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Tauryl-L-Histidine 의 合成 (Synthesis of a Sulfonic Acid Analogues of Peptides (Tauryl-L-Histidine))

  • 박원길
    • 대한화학회지
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    • 제5권1호
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    • pp.38-41
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    • 1961
  • By varying groups on biologically active molecules, it is possible to produce analogues which sometimes inhibit the action of the parent compound. Such is true of taurine(${\beta}$-amino-ethane sulfonic acid)as an analogue of ${\beta}$-alanine and of pantoyl taurine for pantothenic acid. It seemed possible that the sulfonic acid analogues of amino acids built into peptides might possibly produce inhibition of the parent peptide. Tauryl-L-histidine was selected to prepare as an analogue of carnosine(${\beta}$-alanyl-L-histidine). There were several reasons for this choice. Camosine causes a slight contraction of isolated uterine muscle and inhibition of this action can be easily tested. Also, taurine, being a ${\beta}$-amino sulfonic acid, is much more stable than the ${\beta}$-amino sulfonic acids. Phthalyl tauryl-L-histidine methyl ester was prepared by condensing phthalyl tauryl chloride with histidine methyl ester in chloroform. The yields were quite low possibly due to reaction between the acid chloride and the imidazole of histidine. Approximately 50 per cent yield of crude amorphous product was obtained, but upon purification by crystallization they yielded only 25 percent of a pure product. The methyl ester was removed by acid hydrolysis to prevent partial cleavage of the phthalyl group. Crystalline tauryl histidine was then obtained from this acid by removal of the phthalyl group by hydrazinolysis. Tests for inhibition were carried out by comparing the action of camosine on isolated uterine muscle before and after tauryl histidine had been added to the bath surrounding the muscle strip. Only in very high relative concentrations of tauryl histidine was there any demonstrable inhibition.

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Tetramethylammonium Bromide를 이용한 방향족 술폰산들의 액체크로마토그래피 (Liquid Chromatography of Aromatic Sulfonic Acids by Tetramethylammonium Bromide)

  • 오해범
    • 대한화학회지
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    • 제37권9호
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    • pp.793-799
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    • 1993
  • $C_{18}$ 칼럼을 정지상으로 사용한 역상 액체크로마토그래피에서 수소성이 약한 tetramethylammonium bromide(TMAB)를 반대이온으로 사용하여 방향족 술폰산들의 머무름기구를 조사해 본 결과, 이온-쌍 모델이 우세하였다. 분석물질들의 용량인자는 반대이온의 종류와 농도, 메탄올과 co-anion의 농도, 분석물질속에 있는 작용기의 종류와 위치 및 이동상의 pH 등의 영향을 받았다. 최적 조건하에서 분석물질들의 혼합물을 효과적으로 분리할 수 있었다.

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Synthesis and Structure of Benzotriazolyl Fluorenes

  • KohPark, Kwang-Hee;Jung, Hye-Mi;Lee, Tae-Woo;Kang, Sung-Kwon
    • Bulletin of the Korean Chemical Society
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    • 제31권4호
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    • pp.984-988
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    • 2010
  • 1-(Fluoren-2-yl)-benzo[d][1,2,3]triazoles 5a-b were synthesized starting from 2-nitrofluorene. 2-Nitrofluorenes 1a-b were reduced by catalytic hydrogenation, reacted with 2,4-dinitrofluorobenzene followed by catalytic hydrogenation to afford 2-(N-2,4-diaminophenyl)aminofluorenes 4a-b. Diazotization of 4a-b with $NaNO_2/H_2SO_4$ followed by treatment with $H_3PO_2$ gave 5a-b. Sulfonation of 5a-b yielded 7-benzotriazol-1-yl-fluorene-2-sulfonic acids 6a-b. The structures of 5b and 6b were firmly identified by X-ray crystal analysis in addition to $^1H$ NMR, $^{13}C$ NMR, and elemental analysis.

Transport Properties of Polypyrrole Films Doped with Sulphonic Acids

  • Basavaraja, C.;Kim, Na-Ri;Jo, Eun-Ae;Pierson, R.;Huh, Do-Sung;Venkataraman, A.
    • Bulletin of the Korean Chemical Society
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    • 제30권11호
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    • pp.2701-2706
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    • 2009
  • The polymer blends containing polypyrrole (PPy) and the sulphonic acids such as β-naphthalene sulfonic acid (NSA), camphor sulfonic acid (CSA), and dodecylbenzenesulfonic acid (DBSA) were synthesized by in situ deposition technique in an aqueous media using ammonium per sulfate (APS) as an initiator. The obtained films were characterized by scanning electron microscopy (SEM), and the thermal behavior of these polymer blends was analyzed by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). The temperature-dependent (DC) conductivity of the obtained films shows a semiconducting behavior with a negative temperature coefficient of resistivity (TCR). The conductivity data were also analyzed through Mott’s equation, which provides the variable range hopping model in three dimensions. The parameters such as density of states at the Fermi energy, hopping energy, and hopping distance were calculated for PPy, PPy-NSA, PPy-CSA, and PPy-DBSA films, and the data were compared.