• Title/Summary/Keyword: succinic acid ester

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Mechanical Properties of Cotton Fabric Treated with Succinic Acid - Tear Strength - (Succinic Acid 처리면포의 역학 특성 - 인열강도 -)

  • Kang, In-Sook;Bae, Hyun-Sook
    • Textile Coloration and Finishing
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    • v.21 no.3
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    • pp.1-9
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    • 2009
  • Polycarboxylics acids are used as crosslinking agents for cotton cellulose to produce durable finished press cotton fabric. It has been observed that the strength of the cotton fabric treated with polycarboxylic acids showed significant reduction as a result of the crosslinking process. The effect of acid-catalyzed depolymerization on the tear strength of cotton fabric is investigated by evaluating the cotton fabric treated by succinic acid, which does not crosslink cotton cellulose and form little ester on the cotton fabric. We find that the tear strength of cotton fabric treated with succinic acid decreases at elevated temperature due to acid-catalyzed depolymerization of cellulose. The magnitude of fabric strength reduction increases as the acid concentration increases. At a constant acid concentration, it increases as the curing temperature and time increases. It decreases as the pH of the acid solution increases. We also find that the dissociation constant of an acid also has a significant effect on the fabric strength reduction. The magnitude of fabric tear strength reduction increases as the acid dissociation constant decreases.

Synthesis and Anti-corrosion Properties of Succinic Acid Alkyl Half-Ester Derivatives (숙신산 알킬 하프-에스테르 유도체의 합성 및 해수에 대한 방청성능)

  • Baek, Seung-Yeob;Kim, Young-Wun;Chung, Keun-Wo;Yoo, Seung-Hyun
    • Applied Chemistry for Engineering
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    • v.22 no.4
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    • pp.367-375
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    • 2011
  • Succinic acid ester derivatives have been used as additives for the base oil of metal working fluids and pressure working oils. In this paper, a series of succinic acid alkyl half-esters were synthesized with over 97% yields by ring-opening reaction of succinic anhydride and fatty alcohol and were soluble in 100 N base oil within 1 wt% concentration. The structures and purities of ester derivatives were confirmed by $^1H-NMR$ and FT-IR spectrum and GC analysis. Anti-corrosion properties of the esters in sea water were evaluated through ASTM D665 method and weight loss method and compared to that of succinic alkyl esters without carboxylic acid group in the molecule. As the results, anti-corrosion properties of succinic acid alkyl half-esters with carboxylic acid group were better than those of succinic acid alkyl esters without carboxylic acid group. And, Anti-corrosion properties of the esters with a shorter alkyl chain of high concentration showed better performance than those with longer alkyl chain of low concentration. Inhibition efficiency % (IE%) of the esters was over 95% in the concentration of 80 ppm and corrosion rate (CR) was below 0.3 mm/year at the same concentration. Thus, the corrosion properties of succinic acid alkyl half-esters result from the carboxylic acid groups in molecules.

Volatile Flavor Components in Mash of Takju Prepared by Using Different Nuruks (누룩 종류를 달리하여 담금한 탁주 술덧의 휘발성 향기성분)

  • Han, Eun-Hey;Lee, Taik-Soo;Noh, Bong-Soo;Lee, Dong-Sun
    • Korean Journal of Food Science and Technology
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    • v.29 no.3
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    • pp.563-570
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    • 1997
  • Volatile flavor components in the mash of takjus prepared by using different nuruks such as Mucor racemosus nuruk, Rhizopus japonicus nuruk, Aspergillus oryzae nuruk, Aspergillus kawachii nuruk and nuruk (Korean-style bran koji), were identified by using GC and GC-MS. Twenty alcohols, 26 esters, 10 acids, 10 aldehydes and 6 others were found in the mash of takju after 16 days of fermentation. Takju by Aspergillus oryzae nuruk had the most various components of volatile flavor. Fifty-four flavor components including ethanol, 2-methyl-1-propanol, 3-methyl-1-butanol, 1-hexanol, 2,3-butadienol (D,L), benzeneethanol, acetic acid ethyl ester, succinic acid diethyl ester, butanoic acid monoethyl ester, acetic acid and benzene acetic acid 4-acetyloxy-3-methyl ethyl ester were usually detected in all the treatments. The relative peak area of volatile components was as follows: alcohol $(71.28{\sim}90.23%)$, ester $(0.66{\sim}9.05%)$, acid $(0.2{\sim}0.6%)$ and aldehyde $(0.02{\sim}0.09%)$. Specially, 1-pentanol and hexanoic acid ethyl ester were high in takju made of nuruk (Korean-style bran koji). 1-Hexanol, 1-dodecanol, acetic acid and 1,2-benzene-dicarboxylic acid diprophenyl ester were high in takju made of Mucor racemosus nuruk. 4-Acetyloxy, 3-methyl benzeneacetic acid phenyl ester, 2-methyl-1-propanol, 3-methyl-1-butanol, succinic acid diethylester, butanoic acid monoethyl ester and butanoic acid were higher content in takju by Rhizopus japonicus nuruk. Acetic acid ethyl ester, pentanoic acid and 3-methyl butanoic acid were high in takju that was made of Aspergillus oryzae nuruk. 1-Butanol was high in takju by Aspergillus kawachii nuruk.

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Synthesis of N-acyl-α-aminosuccinimides and N-acyl-α-aminoglutarimides (N-아실-α-아미노숙신이미드와 N-아실-α-아미노글루탈이미드의 합성)

  • 정대일;김문주;송현애;김윤영;이용균;박유미;최순규;한정태;박민수
    • Journal of Life Science
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    • v.14 no.1
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    • pp.91-97
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    • 2004
  • As a part of our study on the improvement of anticonvulsant, here we report the synthesis of N-acyl-$\alpha$-aminosuc-cinimides 1 and N-acyl-$\alpha$-aminoglutarimides 2. (R)-Benzoic acid 4-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-ylester 6a, (R)-4-nifro-benzoic acid 4-benzyloxycarbonylamino-2- oxo-pyrrolidin-1-yl ester 6b, (R) -4-nitro-benzoic acid 4-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl ester 6c, and (R)-propionic acid 4-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl ester 6d were synthesized from (R)-2-benzyloxy carbonylamino-succinic acid 3 as a starting meterial. (R)-(3- Benzyloxycarbonylamino-2,6-dioxo-piperidin-1-yloxy)-acetic acid methyl ester 10a, (R)-(3-benzyloxycarbonylamino-2,6-dioxo-piperidin-1-yloxy)-acetic acid ethy1 ester 10b, an d (R)-2-(3-benzyloxycarbonylamino-2,6- diox o-piperidin-1-yl oxy)-propionic acid methyl ester l0c were synthesized from (R)- 3-carbobenzyloxy-amino-glutarmic acid 7 as a starting meterial. The yield, mp, IR, $^1H-NMR,\; and^{13}C$- NMR spectra of the products 6a, 6b, 6c, 6d, 10a, l0b, l0c are summarized in footnote. The biological studies of these compounds are in progress and will be reported in future.

Physicochemical Characteristics and Volatile Compounds of Glutinous Rice Wines Depending on the Milling Degrees (도정도에 따른 찹쌀발효주의 이화학적 특성 및 휘발성 향기성분)

  • Kim, Hye-Ryun;Lee, Ae-Ran;Kwon, Young-Hee;Lee, Hyang-Jeong;Jo, Sung-Jin;Kim, Jae-Ho;Ahn, Byung-Hak
    • Korean Journal of Food Science and Technology
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    • v.42 no.1
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    • pp.75-81
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    • 2010
  • In order to investigate the effects of different milling degrees on the quality of glutinous rice wines, the physicochemical properties and volatile compounds of various wines were evaluated. Sample wines prepared from glutinous rice with 90, 80, and 70% milling yields were analyzed for ethanol, pH, total acids, amino acids, soluble solids, coloring degree, UV absorbance, reducing sugars, organic acids, free sugars and volatile compounds. After fermentation for 17 days, ethanol contents in the wines ranged from 15.2 to 15.85%, while total acid levels ranged from 0.31 to 0.35%. The amino acid contents in four samples ranged from 0.63 to 0.73%, while soluble solid contents ranged from 11.4 to $13.1^{\circ}Bx$. The wine prepared from glutinous rice with a 30% degree of milling showed the highest coloring degree, UV absorbance and reducing sugar content among four samples. Furthermore, this wine had the highest levels of malic acid and acetic acid, while the glutinous rice wine prepared from rice with a 0% degree of milling had the highest levels of succinic acid and lactic acid. In all the glutinous rice wines tested, the most abundant free sugar was glucose followed by maltose. With increasing degree of milling, the alcohol, amino acid and organic acid contents of the glutinous rice wines decreased, whereas soluble solids, coloring degree, UV absorbance, reducing sugar and free sugar contents increased. Volatile compounds were identified using GC-MSD, and thirty-nine esters, seven alcohols, six acids, one aldehyde, four alkanes, one alkene and two miscellaneous compounds were identified in the glutinous rice wines. Using relative peak area, it was determined that other than ethyl alcohol, hexadecanoic acid ethyl ester was the major component and was primarily found in the range of 11.566-18.437%. Succinic acid diethyl ester and isoamyl laurate decreased with an increasing degree of milling, whereas hexanoic acid ethyl ester and 2-octenoic acid ethyl ester increased. Overall, it was shown that different milling degrees greatly affected the physicochemical and volatile characteristics of the glutinous rice wines.

Isolation and Structural Determination of Free Radical Scavenging Compounds from Korean Fermented Red Pepper Paste (Kochujang)

  • Chung, Jin-Ho;Shin, Heung-Chule;Cho, Jeong-Yong;Kang, Seong-Koo;Lee, Hyoung-Jae;Shin, Soo-Cheol;Park, Keun-Hyung;Moon, Jae-Hak
    • Food Science and Biotechnology
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    • v.18 no.2
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    • pp.463-470
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    • 2009
  • Sixteen antioxidative active compounds isolated from the EtOAc layer of MeOH extracts of kochujang, Korean fermented red pepper paste, were structurally elucidated as fumaric acid, methyl succinate, succinic acid furan-2-yl ester methyl ester (gochujangate, a novel compound), 2-hydroxy-3-phenylpropanoic acid, 3,4-dihydroxybenzoic acid, 2,3-dihydroxybenzoic acid, 2,4-dihydroxybenzoic acid, 6,7-dihydroxy-2H-chromen-2-one (esculetin), caffeic acid, cis-p-coumaric acid, trans-p-coumaric acid, daidzin, genistin, apigenin 7-O-$\beta$-D-apiofuranosyl($1{\rightarrow}2$)-$\beta$-D-glucopyranoside, apigenin 7-O-$\beta$-Dglucopyranoside, and quercetin 3-O-$\alpha$-L-rhamnopyranoside by mass spectrometry (MS) and nuclear magnetic resonance (NMR) experiments. These compounds were analyzed for the first time as antioxidants from kochujang.

Synthesis and Reaction of 1,5,3,7-Diazadiphosphocine-1,5-Dicarboxylic Acids (1,5,3,7-Diazadiphosphocine-1,5-Dicarboxylic Acids의 합성과 반응)

  • Cho, Seung-Hwan;Song, Ju-Hyun;Lee, Do-Hun;Lee, Yong-Gyun;Park, Yu-Mi;Choi, Soon-Kyu;Hahn, Jung-Tai;Jung, Dai-Il
    • Journal of Life Science
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    • v.17 no.7 s.87
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    • pp.910-914
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    • 2007
  • In order to synthesize new bioactive compounds and contrasting agents, reactions of glycine and glutamic acid as an animo acid with paraformaldehyde and hypophosphorous acid were executed. Products are 3,7-dihydroxy-3,7-dioxoperhydro-1,5,3,7-diazadiphosphocine-1,5-diacetic acid 1 and 3,7-dihydroxy-3,7- dioxoperhydre-1,5,3,7-diazadiphosphocine-1,5-di-(2-glu taric acid) 3. 2-[5-(1,2-Dicarboxyethyl)-3,7-dihydroxy-3,7-dioxo-315.715-[1,5,3,7] diazadiphosphocan-1-yl]-succinic acid 2 by using aspartic acid was not obtained. Esterification of 3,7- dihydroxy-3,7-dioxoperkydro-1,5,3,7-diaza-diphosphocine-1,5-diacetic acid 1 by treatment of methanol, ethanol, and propanol were executed. 3,7-Dihydroxy-3,7-dioxoperhydro-1,5,3,7-diazadiphosphocine-1,5-diacetic acid methyl ester 4, 3.7-dihydroxy-3,7-dioxoperhydro-1,5,3,f-diazadiphosphocine-1.5-diacetic acid ethyl ester 5, and 3,7-dihydroxy-3,7-dioxoperhydro-1,5,3,7-diazadiphosphocine-1,5-diacetic acid propyl ester 6 were respectively synthesized in good yields. Continuously, we will try synthesis of novel compounds and evaluation of biological activity.

Synthesis of Aliphatic Ester-Carbonate Copolymer (지방족 에스터-카보네이트 공중합체의 합성)

  • Kim, Dong-Kook;Kim, Ki-Seab;Chang, Young-Wook
    • Applied Chemistry for Engineering
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    • v.7 no.5
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    • pp.970-976
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    • 1996
  • An ester-carbonate copolymer was synthesized, in which carbonate was inserted into a biodegradable aliphatic polyester, poly(butylene succinate) (PBS), to modify its mechanical properties. The synthesis was carried out by condensation reactions in two steps. In the first step, oligo(butylene succinate) was prepared by the reaction of succinic acid with 1,4-butanediol (BD). In the second step, it was reacted with oligohexamethylenecarbonate diol (OHMCG) to prepare the ester-carbonate copolymer. Titanium(IV) isopropoxide (TIP) was used as a catalyst for the reaction. The structure of the copolymer was confirmed by FT-IR and $^1H$-NMR and the thermal behavior and mechanical properties were investigated by differential scanning calorimetry (DSC) and universal testing machine (UTM), respectively. It was found that optimum amount of the catalyst for the formation of high molecular weight copolymer was 1wt% for succinic acid. When the BD:OHMCG is in the range 149:1~249:1, the copolymer with high viscosity was obtained. As the OHMCG content was increased, melting temperature ($T_m$) of the copolymer was decreased. When BD:OHMCG is 149:1, the copolymer showed a increase in ultimate strain by two times and the slight decrease in modulus compared to those of PBS.

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Secondary Metabolites from the Mycelial Culture Broth of Phellinus linteus (상황(Phellinus linteus) 배양 균사체의 2차 대사산물에 대한 화학적 연구)

  • Song, K.S.;Cho, S.M.;Ko, K.S.;Han, M.W.;Yoo, I.D.
    • Applied Biological Chemistry
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    • v.37 no.2
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    • pp.100-104
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    • 1994
  • From the 48 hour-cultured mycelial broth of Phellinus linteus, six compounds were isolated by means of ethyl acetate extraction, silica gel column chromatography and preparative thin layer chromatography, consecutively. Compound 1 was identified as a succinic acid by the comparison of its spectral data with authentic sample. Compounds 2 and 3 were identified as p-hydroxyphenyl acetic acid methyl ester and p-hydroxybenzaldehyde by spectroscopic studies, respectively. NMR and MS studies of compound 6 revealed that it was 2,5-dihydroxymethyl furan. Compound 4, which showed similar NMR absorptions and MS fragmentation pattern with those of compound 6 was identified as 2-hydroxymethyl-5-methoxymethylfuran. These structures were verified by the spectral data of the acetate derivatives of the compounds. Compound 5 was supposed to be a N-acetyltyramine from its $^1H-NMR$ and EI-MS data, and its structure was confirmed by a synthesis starting from tyramine.

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Characteristics of Fermented Fruit and Vegetable Mixed Broth Using by Bacteriocin-producing Lactic Acid Bacteria and Yeast (박테리오신 생성 젖산균과 효모를 이용한 과채발효액의 특성)

  • Jung, Dong-Sun;Lee, Young-Kyung;Lim, Kyung-Wha
    • Korean Journal of Food Science and Technology
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    • v.32 no.6
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    • pp.1358-1364
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    • 2000
  • A mixed culture of bacteriocin-producing lactic acid bacteria and yeast was used to prepare unique fermented fruit and vegetable beverage which contains bacteriocin. Fruit and vegetable broth fermented by Lactococcus lactis 11454 showed inhibitory activity against foodborne pathogens such as Listeria monocytogens and Staphylococcus aureus, and Streptococcus mutans which is a major causative agent for dental caries. Bacteriocin was detected at the end of fermentation of fruit and vegetables and its antimicrobial activity was stable for 5 weeks during storage at $4^{\circ}C$. These results suggest that the presence of bacteriocin in beverages during fermentation and storage will provide a safeguard against foodborne pathogens and spoilage bacteria. To improve flavor of the fermented broth, post-fermentation of the fermented broth was carried out at $4^{\circ}C$ by using yeast isolated from raw material mixture. Total acidity of the post-fermented broth was slightly decreased, but significant increase in the concentration of succinic acid was observed in the post-fermented broth. It was also observed that bitter and disagreeable taste compounds such as phthalates were decreased, and mild acidic and fruity flavor esters and alcohols were increased by the post-fermentation of the fermented broth with yeast.

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