Theoretical investigation of boric acid, monoethylene glycol and glycerol molecules to be used in some ester complex synthesis

Yıl 2021, , 298 - 308, 30.06.2021

Cihat Hilal , Müşerref Önal

https://doi.org/10.30728/boron.894787

Öz

When looking at the experimental research on boron complex condensation reactions, it appears that polyvinyl alcohol or mannitol is often used with boric acid (H3BO3). Contrary to the common literature use, monoethylene glycol (C2H6O2) and glycerol (C3H8O3) molecules were studied in this study. It is intended to choose the ideal molecule to synthesis the boron complex using the data obtained from the theoretical analysis of molecules, In addition, it was aimed to conduct an experimental study considering the 1:1 molar ratio between boric acid and the other two molecules in order to make an experimental contribution to the theoretical results. Spartan 14 and Gaussian 03W package programs were used in theoretical studies. As methods, the B3LYP mixed density function theory and the 6-31+G ** diffuse bipolar split valence base set were chosen. Investigation on the molecules, some structure descriptors such as total molecular energy (ET), E HOMO, E LUMO, electron affinity (A), ionization energy (I), hardness (ɳ), softness (σ), electronegativity (χ), chemical potential (CP) and electrophilicity (ω) have been calculated. According to the results obtained from the theoretical studies,in the complex ester formation reaction, the glycerol molecule contains more hydroxyl groups (three hydroxyl groups), the energy gap (8.51) is lower, the softer (0.23502) molecule and it is more electronegative (2.775) in its structure than the monoethylene glycol molecule, was predicted to be more effective. Experiments were carried out at a pressure of 1 atm, at a temperature of 100 °C, and with a Graham condenser. Since the products were not intended for use in a structure, no characterization tests were conducted on them, but pH changes over time were observed and reported. The obtained pH values revealed that the boric acid-glycerol solution was more acidic.

Anahtar Kelimeler

boric acid, glycerol, computational chemistry, complex ester, monoethylene glycol

Bazı ester kompleks sentezlerinde kullanılacak borik asit, monoetilen glikol ve gliserol moleküllerinin kuramsal ve deneysel olarak incelenmesi

Öz

Bor kompleksleri üzerine kondenzasyon tepkimeleriyle yapılan deneysel çalışmalar incelendiğinde; borik asitle (H3BO3) genellikle polivinil alkolün veya mannitolün kullanıldığı görülmektedir. Yaygın literatür kullanımının aksine bu çalışmada monoetilen glikol (C2H6O2) ve gliserol (C3H8O3) molekülleri çalışılmıştır. Moleküllerin teorik olarak incelenmesi sonucu elde edilen verilerden yararlanılarak bor kompleksi sentezi için en ideal molekülün seçilmesi, ayrıca teorik sonuçlara deneysel katkı sağlaması amacıyla borik asit ve diğer iki molekül arasında 1:1 mol oranı göz önüne alınarak deneysel bir çalışmanın yürütülmesi amaçlanmıştır. Teorik çalışmalarda Spartan 14 ve Gaussian 03W paket programları kullanılmıştır. Metot olarak B3LYP karma yoğunluk fonksiyonu kuramı ve 6-31+G** dağınık çift polarize olmuş split valans baz seti tercih edilmiştir. İncelenen moleküllere ilişkin toplam molekül enerjisi (ET), E HOMO, E LUMO, elektron ilgisi (A), iyonlaşma enerjisi (I), sertlik (ɳ), yumuşaklık (σ), elektronegativite (χ), kimyasal potansiyel (CP) ve elektrofilisite (ω) gibi bazı yapı tanımlayıcıları hesaplanmıştır. Yapılan teorik çalışmalardan elde edilen sonuçlara göre, kompleks ester oluşum reaksiyonunda gliserol molekülünün monoetilen glikol molekülünden, yapısında daha fazla hidroksil grubu (üç hidroksil grubu) içermesi, enerji boşluğunun (8,51) daha düşük olması, daha yumuşak (0,23502) ve daha elektronegatif (2,775) molekül olması nedenleriyle kompleks ester oluşumunda daha etkin olacağı öngörülmüştür. Deneysel çalışmalar ise 1 atm basınç, 100 °C sıcaklık ve spiralli geri soğutucu altında yürütülmüştür. Yapı aydınlatmaları amaçlanmadığından ürünler üzerinde karakterizasyon çalışmaları yapılmamış, çözeltilerin zamana bağlı pH değişimleri izlenerek kaydedilmiştir. Elde edilen pH değerleri incelendiğinde borik asit-gliserol karışımının daha asidik bir çözelti oluşturduğu sonucuna varılmıştır.

Anahtar Kelimeler

borik asit, gliserol, hesaplamalı kimya, kompleks ester, monoetilen glikol

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