Functionalizing lignin with introducing benzene rings and adjusting intramolecular polarity for improving bituminous photooxidative aging resistance

IF 7.4 1区工程技术 Q1 CONSTRUCTION & BUILDING TECHNOLOGY

Construction and Building Materials Pub Date : 2025-03-28 DOI:10.1016/j.conbuildmat.2025.141024

Bianyang He , Shiheng Wan , Xuemei Li , Chuyue Xu , Yixin Li , Jianying Yu , Bo Xiong , Yafang Tang , Lei Zhu

{"title":"Functionalizing lignin with introducing benzene rings and adjusting intramolecular polarity for improving bituminous photooxidative aging resistance","authors":"Bianyang He , Shiheng Wan , Xuemei Li , Chuyue Xu , Yixin Li , Jianying Yu , Bo Xiong , Yafang Tang , Lei Zhu","doi":"10.1016/j.conbuildmat.2025.141024","DOIUrl":null,"url":null,"abstract":"<div><div>Lignin (LG) is utilized to strengthen the photooxidative aging resistance of bitumen due to its ability to absorb ultraviolet (UV) radiation and scavenge free radicals. However, the anti-aging performance of LG is constrained by a dilemma: at low dosages, the functional structures are insufficient; while at high dosages, uneven dispersion occurs within the bituminous matrix. Herein, we demonstrate a strategy to functionalize LG for improving bituminous photooxidative aging resistance through synergistically introducing benzene rings and adjusting intramolecular polarity. Specifically, 4,4′-diphenylmethane diisocyanate (MDI) functionalized LG (MFLG) was synthesized via covalent bonding between hydroxyl and isocyanate groups, and its structural properties were analyzed using multiple characterization techniques. The results revealed that the introduction of benzene rings enhanced the particle size, hydrophobic, thermal stability, and UV absorption capacity of LG. Meanwhile, bitumen modified with MFLG (MFLG-MB) demonstrated superior resistance to photooxidative aging compared to LG modified bitumen (LG-MB) and pristine bitumen (PB). Furthermore, molecular simulations (MS) elucidated the anti-aging mechanism. The incorporation of MDI improved the dispersion of LG within the bituminous matrix, as evidenced by binding energy calculations, which was beneficial for anti-aging protection of bitumen. Snapshots, electrostatic potential, and dipole moment values further demonstrated that MFLG exhibited stronger intramolecular polarity and higher affinity for asphaltenes compared to LG. These properties underscored MFLG's critical role in inhibiting asphaltene gelation for enhancing the photooxidative aging resistance significantly. This finding highlights a novel strategy to improve the anti-aging effectiveness of LG in bitumen by increasing aromatic groups and optimizing intramolecular polarity.</div></div>","PeriodicalId":288,"journal":{"name":"Construction and Building Materials","volume":"473 ","pages":"Article 141024"},"PeriodicalIF":7.4000,"publicationDate":"2025-03-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Construction and Building Materials","FirstCategoryId":"5","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0950061825011729","RegionNum":1,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CONSTRUCTION & BUILDING TECHNOLOGY","Score":null,"Total":0}

引用次数: 0

Abstract

Lignin (LG) is utilized to strengthen the photooxidative aging resistance of bitumen due to its ability to absorb ultraviolet (UV) radiation and scavenge free radicals. However, the anti-aging performance of LG is constrained by a dilemma: at low dosages, the functional structures are insufficient; while at high dosages, uneven dispersion occurs within the bituminous matrix. Herein, we demonstrate a strategy to functionalize LG for improving bituminous photooxidative aging resistance through synergistically introducing benzene rings and adjusting intramolecular polarity. Specifically, 4,4′-diphenylmethane diisocyanate (MDI) functionalized LG (MFLG) was synthesized via covalent bonding between hydroxyl and isocyanate groups, and its structural properties were analyzed using multiple characterization techniques. The results revealed that the introduction of benzene rings enhanced the particle size, hydrophobic, thermal stability, and UV absorption capacity of LG. Meanwhile, bitumen modified with MFLG (MFLG-MB) demonstrated superior resistance to photooxidative aging compared to LG modified bitumen (LG-MB) and pristine bitumen (PB). Furthermore, molecular simulations (MS) elucidated the anti-aging mechanism. The incorporation of MDI improved the dispersion of LG within the bituminous matrix, as evidenced by binding energy calculations, which was beneficial for anti-aging protection of bitumen. Snapshots, electrostatic potential, and dipole moment values further demonstrated that MFLG exhibited stronger intramolecular polarity and higher affinity for asphaltenes compared to LG. These properties underscored MFLG's critical role in inhibiting asphaltene gelation for enhancing the photooxidative aging resistance significantly. This finding highlights a novel strategy to improve the anti-aging effectiveness of LG in bitumen by increasing aromatic groups and optimizing intramolecular polarity.

查看原文本刊更多论文

求助全文

约1分钟内获得全文求助全文

来源期刊

Construction and Building Materials 工程技术-材料科学：综合

CiteScore

13.80

自引率

21.60%

发文量

3632

审稿时长

82 days

期刊介绍： Construction and Building Materials offers an international platform for sharing innovative and original research and development in the realm of construction and building materials, along with their practical applications in new projects and repair practices. The journal publishes a diverse array of pioneering research and application papers, detailing laboratory investigations and, to a limited extent, numerical analyses or reports on full-scale projects. Multi-part papers are discouraged. Additionally, Construction and Building Materials features comprehensive case studies and insightful review articles that contribute to new insights in the field. Our focus is on papers related to construction materials, excluding those on structural engineering, geotechnics, and unbound highway layers. Covered materials and technologies encompass cement, concrete reinforcement, bricks and mortars, additives, corrosion technology, ceramics, timber, steel, polymers, glass fibers, recycled materials, bamboo, rammed earth, non-conventional building materials, bituminous materials, and applications in railway materials.