Calix[4]arene-based Langmuir-Blodgett (LB) Thin Film for Volatile Organic Compounds Detection

Abstract

In this study, the sensing ability of the calix[4]arene-based Langmuir-Blodgett (LB) thin films were investigated by using Surface Plasmon Resonance (SPR) technique. Dichloromethane, acetone and benzene vapors were selected as a harmful Volatile Organic Compounds (VOCs) to examine the kinetic responses of the calix[4]arene-based LB thin films against to these organic vapors at room temperature. Two calix[4]arene-based chemical sensors were prepared at different thickness values (4 and 8 LB thin film layers) to examine the effect on sensitivity of chemical sensor. The calix[4]arene-based chemical sensor prepared with 4 LB layers was found to be higher sensitive than prepared with 8 LB layers with fast response and recovery times. All kinetic measurements represented that the calix[4]arene molecule used in this study is a promising material for the development of chemical sensor devices at the room temperature with sensitivities between 0.66 and 1.41 percent response ppm−1.

Keywords

• Volatile Organic Compounds
• Calix[4]arene
• Optical sensor
• Langmuir-Blodgett thin film

Uçucu Organik Bileşiklerin Dedeksiyonu için Kaliks[4]aren Tabanlı Langmuir-Blodgett (LB) İnce Filmler

Abstract

Bu çalışmada, Yüzey Plazmon Rezonans (YPR) tekniği kullanılarak kaliks[4]aren tabanlı Langmuir-Blodgett (LB) ince filmlerin hassasiyet yetenekleri araştırıldı. Kaliks[4]aren tabanlı Langmuir-Blodgett (LB) ince filmlerin zararlı Uçucu Organik Bileşikler (UOB)olarak seçilen diklorometan, aseton ve benzene buharlarına karşı kinetik tepkisi oda sıcaklığında incelendi. Kalınlığın kimyasal sensörün hassasiyeti üzerinde etkisini incelemek için iki kaliks[4]aren tabanlı kimyasal sensör farklı kalınlık değerlerinde (4 ve 8 LB ince film tabakaları) hazırlandı. 4 tabaka LB ince film kaplanarak hazırlanan kaliks[4]aren tabanlı kimyasal sensörün hızlı tepki ve kendini yenileme süresi ile 8 tabaka LB ince film kaplanarak hazırlanan kaliks[4]aren tabanlı kimyasal sensörden daha fazla hassasiyet göstermiştir. Bütün kinetik ölçümler, bu çalışmada kullanılan kaliks[4]aren molekülü 0.66 and 1.41 %. ppm−1 hassasiyet değer aralığı ile oda sıcaklığında kimyasal sensör cihazlarının geliştirilmesi için umut verici bir malzeme olabileceğini göstermiştir.

Keywords

• Uçucu Organik Bileşikler
• Kaliks[4]aren
• Optiksel sensör
• Langmuir-Blodgett ince film

References

1. Acikbas Y, Erdogan M, Capan R, Yukruk F (2015). Characterization and organic vapor sensing properties of Langmuir-Blodgett film using perylendiimide material. Res Eng Struct Mat 2: 99-108.
2. Acikbas Y, Bozkurt S, Halay E, Capan R, Guloglu ML, Sirit A, Erdogan M (2017). Fabrication and characterization of calix[4]arene Langmuir–Blodgett thin film for gas sensing applications. J Incl Phenom Macrocycl Chem 89: 77–84.
3. Acikbas Y, Bozkurt S, Erdogan M, Halay E, Sirit A, Capan R (2018). Optical and Vapor Sensing Properties of Calix[4]arene Langmuir-Blodgett Thin Films with Host–Guest Principles. J Macromol Sci Pure Appl Chem A 55(7): 526-532.
4. Acikbas Y, Tetik GD, Ozkaya C, Bozkurt S, Capan R, Erdogan M (2020). Developing of N‐(4‐methylpyrimidine‐2‐yl)methacrylamide Langmuir–Blodgett thin film chemical sensor via quartz crystal microbalance technique. Microsc Res Tech. 83(10): 1198-1207.
5. Açıkbaş SÇ, Büyükkabasakal K, Deniz A, Açıkbaş Y, Çapan R, Erdoğan, M (2020). Selçuk Üniversitesi Fen Fakültesi Fen Dergisi 46(2). 110-117.
6. Bozkurt S, Yılmaz M, Sirit A (2012). Chiral calix[4]arenes bearing amino alcohol functionality as membrane carriers for transport of chiral amino acid methylesters and mandelic acid. Chirality 24: 129-136.
7. Büyükkabasakal, K., Acikbas S.C., Deniz A, Acikbas Y, Capan R, Erdogan M (2019). Chemical Sensor Properties and Mathematical Modeling of Graphene Oxide Langmuir-Blodgett Thin Films. IEEE Sens J 19: 9097-9104.
8. Casas‐Hinestroza JL, Bueno M, Ibáñez E (2019). Recent advances in mass spectrometry studies of non-covalent complexes of macrocycles - A review. Anal Chim Acta 1081: 32-50.

9. Capan I, Bayrakci M, Erdogan M, Ozmen M (2019). Fabrication of Thin Films of Phosphonated Calix[4]Arene Bearing Crown Ether and Their Gas Sensing Properties. IEEE Sens J 19(3): 838-845.
10. Duran NE and Capan İ (2020). Macrocycle ring and peripheral group sizes-dependent vapor sensing property of copper phthalocyanine thin films. Surf Rew Lett 27(11): 2050006.
11. Halay E, Acikbas Y, Capan R, Bozkurt S, Erdogan M, Unal R (2019). A novel triazine‒bearing calix[4]arene: Design, synthesis and gas sensing affinity for volatile organic compounds. Tetrahedron 75: 2521-2528.
12. Halay E, Bozkurt S, Capan R, Erdogan M, Unal R, Acikbas Y (2020). Calix[4]arene‑triazine conjugate intermediate: optical properties and gas sensing responses against aromatic hydrocarbons in Langmuir–Blodgett films Res Chem Intermed 46(10): 4433-4445.
13. Kim HJ, Lee MH, Mutihac L, Vicens J, Kim JS (2012). Host–guest sensing by calixarenes on the surfaces. Chem Soc Rev 41:1173-1190.
14. Kursunlu AN, Acikbas Y, Ozmen M, Erdogan M, Capan R (2019). Haloalkanes and aromatic hydrocarbons sensing using Langmuir–Blodgett thin film of pillar[5]arene-biphenylcarboxylic acid. Colloids Surf A Physicochem Eng Asp 565:108-117.
15. Ozbek Z, Çapan R, Goktaş H, Şen S, İnce FG, Ozel ME, Davis F (2011). Optical parameters of calix[4]arene films and their response to volatile organic vapors. Sens Act B Chem 158: 235-240.
16. Sekiya R, Yamasaki Y, Tada W, Shio H, Haino T (2014). Guest induced head-to-tail columnar assembly of 5,17-difunctionalized calix[4]arene. Cryst Eng Comm 16: 6023-6032.