A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends

Nalan Türköz Karakullukçu

doi:10.31466/kfbd.1675935

TR EN

Yeni Bir Metoksi-Substitue Schiff Bazı: Sentezi, Antioksidan Aktivitesi ve Biyodizel-Dizel Karışımlarında Termal Performansı

Öz

5-amino-2-metilfenol ile 5-metoksi-2-hidroksibenzaldehit’in metanol ortamında kondenzasyon reaksiyonu sonucunda (E)-2-(((3-hidroksi-4-metilfenil)imino)metil)-4-metoksifenol (HMPIM-MP) adlı yeni bir Schiff bazı sentezlendi. Bileşiğin yapısı UV-Vis, FTIR, ¹H ve ¹³C NMR spektroskopileriyle doğrulandı ve yüzey özellikleri SEM ile incelendi. Termal özellikler Termogravimetrik Analiz (TGA) ve Diferansiyel Taramalı Kalorimetri (DSC) ile değerlendirildi; serbest radikal direnci ise 2,2-Difenil-1-Pikrilhidrazil (DPPH˙) radikal süpürme deneyiyle test edildi. Bileşik 263.39 °C’de bozunmuş ve 153.69 °C’de endotermik olarak erimiş, bu da termal kararlılığını göstermektedir. DPPH˙ süpürme için IC₅₀ değeri 10.92 ± 0.80 µg/mL olup, Trolox’un 9.71 ± 0.46 µg/mL değerine yakın bulunarak güçlü antioksidan aktivite göstermiştir. Soğuk akış özelliklerini test etmek amacıyla, Schiff bazı 3000 ppm oranında B50D50 biyodizel-dizel karışımına eklenmiştir. DSC analizine göre kristalleşme sıcaklığı kontrol grubunda –9.27 °C iken, Schiff bazı katkılı karışımda –12.48 °C’ye düşmüştür. Bu sonuçlar bileşiğin hem antioksidan özellikler hem de soğuk akış iyileştirici etkiler gösterdiğini ortaya koymaktadır. Araştırma, özel olarak tasarlanmış Schiff bazlarının biyoyakıtlara eklenerek yakıt verimliliğinin sürdürülebilir şekilde artırılabileceğini önermektedir.

Anahtar Kelimeler

Schiff Bazı, Antioksidan Aktivite, Diferansiyel Taramalı Kalorimetri (DSC), Biyodizel, Termal Stabilite

A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends

Öz

A condensation reaction between 5-amino-2-methylphenol and 5-methoxy-2-hydroxybenzaldehyde in methanol environment yielded a novel Schiff base, (E)-2-(((3-hydroxy-4-methylphenyl)imino)methyl)-4-methoxyphenol (HMPIM-MP). The compound's structure was validated by UV-Vis, FTIR, ¹H, and ¹³C NMR spectroscopy, and its surface properties were examined using SEM. Thermogravimetric Analysis (TGA) and Differential Scanning Calorimetry (DSC) were used to analyze thermal properties, while the 2,2-Diphenyl-1-Picrylhydrazyl (DPPH˙) radical scavenging experiment investigated free radical resistance. The chemical broke down at 263.39 °C and melted endothermically at 153.69 °C, indicating thermal stability. The IC50 value for DPPH˙ scavenging was 10.92 ± 0.80 µg/mL, similar to Trolox's 9.71 ± 0.46 µg/mL, showing strong antioxidant activity. To test cold flow characteristics, the Schiff base was added to a biodiesel-diesel combination B50D50 at 3000 ppm. Crystallization temperature dropped from –9.27 °C in the control to –12.48 °C in the Schiff base mix, according to DSC. The results show the compound's antioxidant and cold flow enhancement properties. The research suggests that tailored Schiff bases may be added to biofuels to improve fuel efficiency in a sustainable way.

Anahtar Kelimeler

Schiff Base, Antioxidant Activity, Differential Scanning Calorimetry (DSC), Biodiesel, Thermal Stability

Kaynakça

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Ayrıntılar

Birincil Dil

İngilizce

Konular

Fiziksel Kimya (Diğer), Yenilenebilir Enerji Sistemleri, Kimyasal Reaksiyon

Bölüm

Araştırma Makalesi

Yazarlar

Nalan Türköz Karakullukçu ^*
0000-0001-7774-4970
Türkiye

Yayımlanma Tarihi

15 Aralık 2025

Gönderilme Tarihi

14 Nisan 2025

Kabul Tarihi

28 Mayıs 2025

Yayımlandığı Sayı

Yıl 2025 Cilt: 15 Sayı: 4

DOI

https://doi.org/10.31466/kfbd.1675935

IZ

https://izlik.org/JA87AD76AN

APA

Türköz Karakullukçu, N. (2025). A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends. Karadeniz Fen Bilimleri Dergisi, 15(4), 1558-1577. https://doi.org/10.31466/kfbd.1675935

AMA

1.Türköz Karakullukçu N. A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends. KFBD. 2025;15(4):1558-1577. doi:10.31466/kfbd.1675935

Chicago

Türköz Karakullukçu, Nalan. 2025. “A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends”. Karadeniz Fen Bilimleri Dergisi 15 (4): 1558-77. https://doi.org/10.31466/kfbd.1675935.

EndNote

Türköz Karakullukçu N (01 Aralık 2025) A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends. Karadeniz Fen Bilimleri Dergisi 15 4 1558–1577.

IEEE

[1]N. Türköz Karakullukçu, “A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends”, KFBD, c. 15, sy 4, ss. 1558–1577, Ara. 2025, doi: 10.31466/kfbd.1675935.

ISNAD

Türköz Karakullukçu, Nalan. “A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends”. Karadeniz Fen Bilimleri Dergisi 15/4 (01 Aralık 2025): 1558-1577. https://doi.org/10.31466/kfbd.1675935.

JAMA

1.Türköz Karakullukçu N. A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends. KFBD. 2025;15:1558–1577.

MLA

Türköz Karakullukçu, Nalan. “A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends”. Karadeniz Fen Bilimleri Dergisi, c. 15, sy 4, Aralık 2025, ss. 1558-77, doi:10.31466/kfbd.1675935.

Vancouver

1.Nalan Türköz Karakullukçu. A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends. KFBD. 01 Aralık 2025;15(4):1558-77. doi:10.31466/kfbd.1675935

Karadeniz Fen Bilimleri Dergisinde yayınlanan makaleler Creative Commons Attribution-NonCommercial 4.0 International kapsamında lisanslanmıştır.

Yeni Bir Metoksi-Substitue Schiff Bazı: Sentezi, Antioksidan Aktivitesi ve Biyodizel-Dizel Karışımlarında Termal Performansı

Öz

Anahtar Kelimeler

A Novel Methoxy-Substituted Schiff Base: Synthesis, Antioxidant Activity, and Thermal Performance in Biodiesel-Diesel Blends

Öz

Anahtar Kelimeler

Kaynakça

Ayrıntılar

Birincil Dil

Konular

Bölüm

Yazarlar

Yayımlanma Tarihi

Gönderilme Tarihi

Kabul Tarihi

Yayımlandığı Sayı

DOI

IZ

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