amine gases detecting studies using the compounds on the ...no.1,mar.1_1118.pdf · reichardt,...

2013 KSDF 1229-0033/2013-03/70-74

ISSN(Print) 1229-0033 http://dx.doi.org/10.5764/TCF.2013.25.1.70ISSN(Online) 2234-036X Textile Coloration and Finishing Vol.25,No.1

( )

70

1.

, ,

, , ,

1-5) .

, , Zwitterion

MLCT(Metal to Ligand Charge

Trasfer), ICT(Intramolecular Charge

Transfer CT) 6-9) .

,

.

(VOCs, Volatile organic com-

Corresponding author: Jun-Hee Lee (dyejun@dyetec.or.kr)Tel.: +82-53-350-3754 Fax.: +82-53-350-3818

pounds)

,

.

,

10,11)

2-chloro-3,5-dinitro-benzotrifluoride 4-chloro-3,

5-dinitro-benzotrifluoride 12)

, ,

.

2.

2.1

2-chloro-3,5-dinitro-benzotrifluoride,99%(Compound1) 4-chloro-3,5-dinitro-benzotrifluoride,

9 9%(Compound2) ALDRICH N,N-

Abstract: For amine gas detection, we incorporated two well-known isomers, 2-chloro-3,5-dinitro-benzotrifluoride and4-chloro-3,5-dinitro-benzotrifluoride, in polyurethanes. Nanoweb and thin film were prepared by electrospinning andlamination, respectively, in order to compare their sensing behaviors. Moreover, we studied photophysical property usingUV-Vis spectrometer and observed surface area through scanning electron microscope to compare between the Nanoweband thin film. We found out that nanowebs exhibited high sensitivity specifically to primary amine gas.

Keywords: amine detecting, nano web, laminating, film, VOCs

DYETEC

Amine Gases Detecting Studies using the Compoundson the Urethane Nano Web and Laminating Film

Jun-Hee Lee, Hye-Ji Seo, Yoo-Jung Kang and Do-Hyun Lee

Korea Dyeing & Finishing Technology Institute, Daegu, Korea

(Received: February 27, 2013 / Revised: March 12, 2013 / Accepted: March 18, 2013)

71

Textile Coloration and Finishing(J. Korean Soc. Dye. and Finish.), Vol. 25, No. 1

Dimethyl Formamide(DMF), Toluene, Methylethyfetione (MEK) DUKSAN .

JUNSEI 70% solution in water, , GAS . Urethane(1108) ( )

Brookfield ViscometerProII .

HP 8435 UV-vis spectrometer.

eS-robot MATHIS Tenter

(LTE-S) .

(SEM) .

2.2

Urethane(1108) 50g Com-pound1 2.5g DMF

1200cp . 10

, 15cm 1 20 , 200rpm .

DMF , MEK 4200cp . LTE-S 0.3mm 120 3 .

Compound2 Compound1 .

F

F

F

N+ O

O-

N+ O

O-

Cl

2-chloro-3,5-dinitro-benzotrifluoride

F

F

F

N+ O

-O

N+

O

O-

Cl

4-chloro-3,5-dinitro-benzotrifluoride

Scheme 1. Chemical structure of compound1(left) and compound2(right)

3.

DMF 100 Figure 1 Figure 2.

Wavelength(nm)340 360 380 400 420 440 460 480 500

Abso

rban

ce0.0

0.2

0.4

0.6

0.8

1.0

1.2

1.4 StandardEthylamineDiethylamineTriethylamine

Figure 1. Absorption spectra change of compound1 towardeach amine solution(110-4 M) in DMF.

Wavelength(nm)350 400 450 500 550 600

Abso

rban

ce

0.0

0.2

0.4

0.6

0.8

1.0

1.2

1.4

1.6

1.8StandardEthylamineDiethylamineTriethylamine

Figure 2. Absorption spectra change of compound2 towardeach amine solution(110-4 M) in DMF.

72

25 1

Compound1 Compound2 Scheme

(ortho) (para)(meta) (nitro)

n-* . Compound2 Com-

pound1 Compound2 n-*

Compound1 .

110-4 M , Compound1

Compound2 . Compound1 Compound2

Compound1 426nm , , Compound2 Com-

pound1 350nm . Compound Com-

pound Compound (Intermolecular Charge Transfer) .

0.03mm .

DMF

(Figure 3). Figure 1cm

. Figure Compound1

1 .

.

Figure 3. The synthesized nano web including compound1(left) and colorimetric changing by ethylamine gas(right).

Fig ure 1 450nm . Compound2

.

Compound

, Compound2 Compound1

. Compound1

, , 50 Figure 4 .

Ethylamine Diethylamine Triethylamine

Peak

dia

met

er(c

m)

0.0

0.2

0.4

0.6

0.8

Figure 4. Generated red spot diameter of compound nanoweb toward amine gases(average 50 times).

73

Textile Coloration and Finishing(J. Korean Soc. Dye. and Finish.), Vol. 25, No. 1

Figure 4

.

. Compound 0.03mm

. Compound2 Compound1

(Figure 5).

Figure 6 .

Figure 5. The synthesized laminating film(0.3mm) includingcompound1(left) and colorimetric changing by ethylaminegas(right).

Ethylamine Diethylamine Triethylamine

Peak

dia

met

er(c

m)

0.0

0.1

0.2

0.3

0.4

0.5

Figure 6. Generated red spot diameter of compound lami-nating film toward amine gases(average 50 times).

(Figure 6 ).

.

SEM Figure 7 . Figure

.

Figure 7. SEM Images of compound1 nano web(upper)and laminating film(lower).

4.

2-chloro- 3,5-dinitro-benzotrifluoride 4-chloro-3,5-dinitro-benzo-

trifluoride

74

25 1

. DMF , ,

. , , . , Compound2 .

Compound1 . , .

.

.

1. L. E. Soto, B. Arias, M. Nunez, A. Rubinos andA. Barnal, Adsorption Properties of Red Mudand its use for Waste Water Treatment, WaterRes., 32, 1314(1998).

2. E. Pehlivan and T. Altun, Ion-exchange of Pb2+,Cu2+, Zn2+, Cd2+, and Ni2+ Ions from AqueousSolution by Lewatit CNP80, Journal HazrdousMaterials, 140, 299(2007).

3. P. Gregory, High-Technology Applications of OrganicColorants , Plenum, New York, 1991.

4. H. J. Kim, S. Wang, and Y. A. Son, Synthesisand Properties of Novel Rhodamine 6G Fluo-rescent Dye Compound, Textile Coloration and

Finishing(J. Korean Soc. Dye. and Finish.), 24(3),153(2012).

5. H. J. Kim and Y. A. Son, Synthesis and OpticalProperties of Novel Chemosensor Based on Rho-damine 6G, Textile Coloration and Finishing(J.Korean Soc. Dye. and Finish.), 24(4), 233(2012).

6. C. Reichardt, Solvatochromic Dyes as SolventPolarity Indicators, Journal Chem. Rev., 94, 2319(1994).

7. J. Thoams, Photochemistry of Metal CoordinationComplexes: Metal to Ligand Charge Transfer ExcitedStates, Pure. Appl. Chem., 58(9), 193(1986).

8. B. Valeur, The Handbook of Molecular Fluores cencePrinciples and Applications , Wiley-VCH, NewYork, 2001.

9. Y. A. Son and J. M. Park, Rhodamine 6G BasedNew Fluorophore Chemosensor Toward Hg2+,Textile Coloration and Finishing(J. Korean Soc.Dye. and Finish.), 24(3), 158(2012).

10. G. H. Koo and J. H. Hang, Breathable Water-proof Finish of PET Fabrics via Microporous UVCoating of Polyurethane Diacrylate, Textile Colo-ration and Finishing(J. Korean Soc. Dye. andFinish.), 22(3), 239(2010).

11. S. T. Yang, H. A. Kim, and S. J. Kim, TheSynthesis of One-step Type Hydrophilic Non-porousPolyurethane Resin and the Physical Property ofits Coated Fabric for the Garment, Textile Colo-ration and Finishing(J. Korean Soc. Dye. andFinish.), 23(2), 131(2011).

12. E. M. Lee, S. Y. Gwon, Y. A. Son, and S. H.Kim, Fast Ethylamine Gas Sensing based onIntermolecular Charge-transfer Complexation, ChineseChemical Letters, 23, 484(2012).

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