@article{ding_szymczyk_mehraban_lim_parrillo-chapman_el-shafei_freeman_2022, title={Molecular and excited state properties of photostable anthraquinone red and violet dyes for hydrophobic fibers}, volume={1248}, ISSN={["1872-8014"]}, DOI={10.1016/j.molstruc.2021.131349}, abstractNote={• X-ray crystal structure of a 1,2,4-tri-substituted anthraquinone violet dye • ESI-MS and 500 MHz 1 H NMR analysis of 1-amino-4-hydroxyanthraquinone dyes • Lightfast disperse dyes as individual dyes as well as dye mixtures • Equilibrium geometries and ESOP values from TD-DFT calculations The molecular, spectroscopic, and excited state properties of synthetic dyes for fiber-based outdoor materials continue to be of commercial interest. Early developments in this area were reported in the 1980s, when the need for dyes for polyester (PET)-based automobile interiors gave rise to commercially viable nitrodiphenylamine yellow, anthraquinone red and blue, and azo red dyes. To augment that initial knowledge base, the present study involved the use of experimental and theoretical methods to help establish the molecular structures and excited state properties of some more recent dyes for producing photostable colors on PET fibers. Having completed the characterization of present-day scarlet, blue, and yellow disperse dyes for PET-based fibers used outdoors, our attention turned to commercially available red and violet dyes. In this regard, HPLC analysis showed that the red product was a mixture containing four components, while the violet product contained only one component. Results from 1 H NMR, HRMS, and single crystal X-ray diffraction analyses indicated that the principal components were dyes having a 1-amino-4-hydroxyanthraquinone base structure. The presence of an –OH group alpha to an anthraquinone C=O moiety provides for intramolecular H-bonding and a subsequent opportunity for intramolecular proton transfer in the excited state – as a photostabilizing mechanism. Further, for both dyes, results from the analysis of Frontier HOMO and LUMO isosurfaces indicated strong HOMO-LUMO overlap without molecular gaps and were consistent with strong excited state energy dissipation in a non-destructive way.}, journal={JOURNAL OF MOLECULAR STRUCTURE}, author={Ding, Yi and Szymczyk, Malgorzata and Mehraban, Nahid and Lim, Jihye and Parrillo-Chapman, Lisa and El-Shafei, Ahmed and Freeman, Harold S.}, year={2022}, month={Jan} }
 @article{ding_mehraban_szymczyk_parrillo-chapman_el-shafei_freeman_2019, title={Molecular and excited state properties of photostable anthraquinone blue dyes for hydrophobic fibers}, volume={1181}, ISSN={0022-2860}, url={http://dx.doi.org/10.1016/J.MOLSTRUC.2018.12.070}, DOI={10.1016/j.molstruc.2018.12.070}, abstractNote={Abstract Synthetic dyes having high photostability on hydrophobic fibers such as poly(ethylene terephthalate) (PET) are of interest for use on textile substrates for outdoor applications. While much is known about photostable dyes developed for PET in the 1980s, owing to their viability for use in automobile interiors, little has been published on currently viable photostable disperse dyes. As part of an effort to help fill this void and to facilitate future photostable disperse dye design, the present study involved the use of experimental measurements and modelling studies to help characterize the molecular structures of commercially viable dyes for producing photostable colors on PET fibers, beginning with a pair of blue dyes. With the aid of HR-MS, 500 MHz 1H NMR, and X-ray crystallography, it was established that the two dyes are structural isomers having 1,5-(OH)2-anthraquinone (AQ) and 1,8-(OH)2-AQ base structures. It is proposed that the photostability of these dyes arises from the presence of multiple OH/NH groups ortho to the AQ C O groups which enables them to dissipate excited state energy through intramolecular proton transfer. Further, using DFT-based molecular modelling studies, it was shown that the dye having the 1,5-(OH)2-AQ base structure has a lower ESOP than the isomeric dye having the 1,8-(OH)2-AQ base structure. Similarly, results from calculating Frontier HOMO and LUMO isosurfaces indicated that the LUMO lobes of the latter dye are larger, suggesting that this dye undergoes excitation faster than the 1,5-(OH)2-AQ isomer.}, journal={Journal of Molecular Structure}, publisher={Elsevier BV}, author={Ding, Yi and Mehraban, Nahid and Szymczyk, Malgorzata and Parrillo-Chapman, Lisa and El-Shafei, Ahmed and Freeman, Harold S.}, year={2019}, month={Apr}, pages={109–117} }
 @article{ding_shamey_chapman_freeman_2019, title={Pretreatment effects on pigment-based textile inkjet printing - colour gamut and crockfastness properties}, volume={135}, ISSN={["1478-4408"]}, url={https://doi.org/10.1111/cote.12377}, DOI={10.1111/cote.12377}, number={1}, journal={COLORATION TECHNOLOGY}, publisher={Wiley}, author={Ding, Yi and Shamey, Renzo and Chapman, Lisa Parillo and Freeman, Harold S.}, year={2019}, month={Feb}, pages={77–86} }
 @article{lim_szymczyk_mehraban_ding_parrillo-chapman_el-shafei_freeman_2018, title={Data from X-ray crystallographic analysis and DFT calculations on isomeric azo disperse dyes}, volume={21}, ISSN={["2352-3409"]}, url={http://www.scopus.com/inward/record.url?eid=2-s2.0-85055317185&partnerID=MN8TOARS}, DOI={10.1016/j.dib.2018.10.010}, abstractNote={X-ray crystallography and DFT calculations were used to characterize the molecular nature and excited state properties of isomeric photostable azo dyes for textile fibers undergoing extensive sunlight exposure. Structural data in CIF files arising from X-ray analysis are reported and the complete files are deposited with the Cambridge Crystallographic Data Centre as CCDC 1548989 (https://www.ccdc.cam.ac.uk/structures/Search?Ccdcid=1548989) and CCDC 1548990 (https://www.ccdc.cam.ac.uk/structures/Search?Ccdcid=1548990). Data from calculating the vertical electronic excitation of 20 excited states for each dye and from calculating excited state oxidation potential (ESOP) and Frontier HOMO/LUMO isosurfaces are also presented. This data is related to the article "Molecular and excited state properties of isomeric scarlet disperse dyes" (Lim et al., 2018) [1].}, journal={DATA IN BRIEF}, author={Lim, Jihye and Szymczyk, Malgorzata and Mehraban, Nahid and Ding, Yi and Parrillo-Chapman, Lisa and El-Shafei, Ahmed and Freeman, Harold S.}, year={2018}, month={Dec}, pages={675–683} }
 @article{ding_freeman_2017, title={Mordant dye application on cotton: optimisation and combination with natural dyes}, volume={133}, ISSN={["1478-4408"]}, DOI={10.1111/cote.12288}, abstractNote={It is well known that cotton fibres can be dyed through the formation of coordinate bonds involving cellulose chains, mordants such as alum, and natural dyes such as alizarin. Similarly, synthetic dyes known as mordant acid dyes can be used to dye wool fibres. Unlike mordant dyes on wool, the fastnesses of natural dyes on cotton are often low. Although concerns surrounding textile sustainability have sparked renewed interest in the use of natural dyes, extensive replacement of synthetic dyes with natural dyes is neither practical nor fundamentally possible. However, similarities in dyeing methods using mordant and natural dyes raise the possibility of using mordant dyes as alternatives to natural dyes in the dyeing of cotton. Further, the potential for combining suitable dyes from these two classes to expand the colour gamut currently available from natural dyes on cotton seem worthy of exploration. The results of this study indicate that shades comparable with those produced by natural dyes can be obtained on cotton using select mordant dyes following Fe2+ and Al3+ pretreatments. The best results were obtained using a two-step/two-bath process and dyes such as CI Mordant Blue 13 and CI Mordant Orange 6. In evaluations of mordant and natural dye combinations using the two mordant dyes logwood and Osage orange as prototypes, interesting fabric shades were obtained. However, the fastness properties of these dyes must be improved in order to produce commercially viable dyeings.}, number={5}, journal={COLORATION TECHNOLOGY}, author={Ding, Yi and Freeman, Harold S.}, year={2017}, month={Oct}, pages={369–375} }
 @article{caydamli_ding_joijode_li_shen_zhu_tonelli_2015, title={Estimating Monomer Sequence Distributions in Tetrapolyacrylates}, volume={48}, ISSN={["1520-5835"]}, DOI={10.1021/ma5019268}, abstractNote={Recently Ting et al. [ACS Macro Lett. 2013, 2, 770−774] described the syntheses of acrylic tetrapolymers with controlled molecular weights and tetramonomer compositions. Relative reactivity ratios of all monomer pairs were determined and used in the Walling–Briggs terminal copolymerization model along with Skeist’s equations to address the expected compositional drift in the monomer feed ratios. The anticipated control of monomer incorporation based on this approach was verified experimentally on several tetrapolyacrylates synthesized by RAFT polymerization, which additionally controlled their molecular weights. Their “new and simple paradigm combining both predictive models provides complementary synthetic and predictive tools for designing macromolecular chemical architectures with hierarchical control over spatially dependent structure–property relationships for complex applications” is extended here to the derivation of expected monad compositions, and diad, triad, and tetrad monomer sequence distribu...}, number={1}, journal={MACROMOLECULES}, author={Caydamli, Yavuz and Ding, Yi and Joijode, Abhay and Li, Shanshan and Shen, Jialong and Zhu, Jiadeng and Tonelli, Alan E.}, year={2015}, month={Jan}, pages={58–63} }