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Anthracene\u2010maleimide Diels\u2013Alder (DA) reaction and \u03c0\u2013\u03c0 interaction of Anthracene\u2010pentafluorobenzene and benzene\u2010pentafluorobenzene are developed for making highly efficient binary cross\u2010linkable\/self\u2010assembled dendritic chromophores FZL1\u2010FZL4. A covalently or non\u2010covalently cross\u2010linked network is formed by DA reaction or \u03c0\u2013\u03c0 interaction after electric field poling orientation, which greatly improves the long\u2010term alignment stability of the materials. An electro\u2010optic coefficient up to 266\u00a0pm\u00a0V<jats:sup>\u22121<\/jats:sup> and glass transition temperature as high as 178\u00a0\u00b0C are achieved in cross\u2010linked film FZL1\/FZL2, and 272\u2013308\u00a0pm\u00a0V<jats:sup>\u22121<\/jats:sup> is achieved for self\u2010assembled films FZL1\/FZL4 and FZL3\/FZL4 due to high chromophore density (3.09\u20134.02\u00a0\u00d7\u00a010<jats:sup>20<\/jats:sup> molecules\u00a0cm<jats:sup>\u22123<\/jats:sup>). Long\u2010term alignment stability tests show that after heating at 85\u00a0\u00b0C for over 500\u00a0h, 99.73% of the initial <jats:italic>r<\/jats:italic><jats:sub>33<\/jats:sub> value is maintained for poled crosslinked electro\u2010optic films 1:1 FZL1\/FZL2. The poled self\u2010assembled electro\u2010optic films 1:1 FZL1\/FZL4 and 1:1 FZL3\/FZL4 can still maintain more than 97.11% and 98.23%, respectively, of the original electro\u2010optic coefficient after being placed at room temperature for 500\u00a0h. The excellent electro\u2010optic coefficient and stability of the material indicate the practical application prospects of organic electro\u2010optic materials.<\/jats:p>","DOI":"10.1002\/advs.202304229","type":"journal-article","created":{"date-parts":[[2023,9,10]],"date-time":"2023-09-10T23:05:07Z","timestamp":1694387107000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":27,"title":["Highly Efficient and Stable Binary Cross\u2010Linkable\/ Self\u2010Assembled Organic Nonlinear Optical Molecular Glasses"],"prefix":"10.1002","volume":"10","author":[{"given":"Lian","family":"Zhang","sequence":"first","affiliation":[{"name":"School of Chemistry and Chemical Engineering Guangzhou University  Guangzhou 510006 P. R. 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