Fluorescence and fluorescent dyes

References

[1] Raab W. Vorläufige Anzeige von der Entdeckung des Schillerstoffes, einer neuen vegetabilischen Substanz. Archiv f d ges Naturlehre. 1827;10:121–3.Search in Google Scholar

[2] Rochleder F, Schwarz R. Über einige Bitterstoffe. Sitzungsberichte der k Akademie d Wiss Naturw Classe. 1852;9:70–9.Search in Google Scholar

[3] Berzelius J. Jahres-Bericht über die Fortschritte der physischen Wissenschaften. Tübingen: Heinrich Laub Verlag, 1837:283–7.Search in Google Scholar

[4] Nichols EL, Merritt E. Studies in luminescence, III. Phys Rev. 1904;19:18. DOI: 10.1103/PhysRevSeriesI.19.18. Chem Abstr. 1906:7432.Search in Google Scholar

[5] Langhals H. Chromophores for picoscale optical computers. In: Sattler K editor, Fundamentals of picoscience, 705–27.Bosa Roca/US: Taylor & Francis Inc. CRC Press Inc, 2013. ISBN 13: 9781466505094, ISBN 10: 146650509510.1201/b15523-47Search in Google Scholar

[6] Bergmann L, Schaefer C. Lehrbuch der Experimentalphysik, Band 2, Elektromagnetismus: Elektromagnetismus. (W.Rath, co-author) Berlin: De Gruyter, 2015; ISBN: 9783110188981.Search in Google Scholar

[7] Bergmann L, Schaefer C. Lehrbuch der Experimentalphysik / Optik. vol. 3. (H. Niedrig, ed.; W. Eichler, co-author) Berlin: De Gruyter, 2004; ISBN 978-3-11-017081-8.Search in Google Scholar

[8] Langhals H. A re-examination of the line-shape of the electronic spectra of complex molecules in solution. Log-Normal Function Versus Gaussian. Spectrochim Acta Part A. 2000;56:2207–10.10.1016/S1386-1425(00)00274-2Search in Google Scholar

[9] Langhals H. The rapid identification of organic colorants by UV/Vis-spectroscopy. Anal Bioanal Chem. 2002;374:573–8.10.1007/s00216-002-1473-xSearch in Google Scholar PubMed

[10] Langhals H. UV-Visible spectroscopy and the potential of fluorescent probes. In: Frimmel FH, Refractory organic substances in the environment. Weinheim: Wiley-VCH, 2002:200–14. ISBN 3-527-30173-9.10.1002/9783527611195.ch2jSearch in Google Scholar

[11] Langhals H, Ritter U. γ-hydroxyalkyl naphthalene-tetracarboxdiimides: Organic white pigments. Eur J Org Chem. 2008;3912–15.10.1002/ejoc.200800428Search in Google Scholar

[12] (a) Daubner SC, Fitzpatrick PF. Pteridines. Encyclopedia Biol Chem. (Eds.: W. J. Lennarz, M. D. Lane) 2004;3:556–60; Chem Abstr. 2005;143:55015; (b) Oliphant LW, Hudon J. Pteridines as reflecting pigments and components of reflecting organelles in vertebrates. Pigm Cell Res. 1993;6:205–8; Chem Abstr. 1994;120:159184; (c) Ziegler I. Pterins: pigments, cofactors and signal connection in cellular interaction. Naturwissenschaften. 1987;74:563–72; (d) Pfleiderer W, Natural pteridines – a chemical hobby. Adv Experim Med Biol. 1993;338:1–16; ISSN 0065–2598; (e) Landymore AF, Antia NJ, White-light promoted degradation of leucopterin and related pteridines dissolved in seawater, with evidence for involvement of complexation from major divalent cations of seawater. Marine Chem. 1978;6:309–25; Chem Abstr. 1978;89:220590.10.1016/B0-12-443710-9/00559-7Search in Google Scholar

[13] Bugnon P, Karrer K, Hahn M, Sieber W. (Ciba Specialty Chemicals Holding Inc., Switzerland). PCT Int Appl. WO 2006003093 (30.6.2004); Chem Abstr. 2006;144:109847.Search in Google Scholar

[14] Langhals H, Eberspächer M. Water nanomicellar solutions naphthalenetetracarboxilic acid bisimides used as sunscreens. Ger Offen. DE 102013014353.5 27 Aug 2013, Ger Offen DE 102014012594 26 Mar 2015; Chem Abstr. 2015;162:454180.Search in Google Scholar

[15] Rohn W. Anomale Dispersion einiger organischer Farbstoffe. Ann Phys. 1912;38:987–1013. DOI: https://doi.org/10.1002/andp.19123431007.Search in Google Scholar

[16] Kuhn W. The physical significance of optical rotary power. Trans Faraday Soc. 1930;26:293–308. DOI: 10.1039/TF9302600293.Search in Google Scholar

[17] Kirkwood JG. On the theory of optical rotatory power. J Chem Phys. 1937;5:479–421.10.1063/1.1750060Search in Google Scholar

[18] Roduner E, Krüger T, Forbes P, Kress K. Optical spectroscopy. Fundamentals and advanced applications. London: World Scientific, Publishing Europe Ltd, 2019: ISBN 978-1-78634-610-0.Search in Google Scholar

[19] Langhals H The determination of overlap between UV/Vis absorption and fluorescence spectra’ Ber Bunsenges Phys Chem 1979;83:730–2.10.1002/bbpc.19790830717Search in Google Scholar

[20] Langhals H, Eberspächer M, Hofer A. Learning about structural and optical properties of organic compounds through preparation of functional nano micelles while avoiding hazardous chemicals or complicated apparatus. J Chem Educ. 2015;92:1725–9. DOI: http://dx.doi.org/10.1021/acs.jchemed.5b00145.Search in Google Scholar

[21] Wolfbeis OS. ed. Fluorescence Spectroscopy. New methods and applications. Berlin: Springer Verlag, 1993:ISBN 3-540-55281-2.Search in Google Scholar

[22] http://www.cup.lmu.de/oc/langhals/S-13/S-13data.html.Search in Google Scholar

[23] (a) Rothammel K. Antennenbuch. 5th edn. Stuttgart: Telekosmos Verlag, 1976. (b) Rüdenberg R. Der Empfang elektrischer Wellen in der drahtlosen Telegraphie. Ann d Phys. 1908;330:446–6. (c) Rüdenberg R. Der Empfang elektrischer Wellen in der drahtlosen Telegraphie. Ann d Phys Leipzig. 1908;25:466–500.Search in Google Scholar

[24] McCoy EF, Ross IG. Electronic states of aromatic hydrocarbons: The Franck-Condon principle and geometries in excited states. Aust J Chem. 1962;15:573–90.10.1071/CH9620573Search in Google Scholar

[25] Schmidt W. Optische Spektroskopie. 2nd ed. Weinheim: Wiley-VCH, 2000:ISBN 3-527-29828-2.10.1002/9783527663323Search in Google Scholar

[26] Hund F. Zur Deutung der Molekelspektren III. Zeitschrift für Physik. 1927;43:805–26.10.1007/BF01397249Search in Google Scholar

[27] Strickler SJ, Berg RA. Relationship between absorption intensity and fluorescence lifetime of molecules. J Chem Phys. 1962;37:814–22.10.1063/1.1733166Search in Google Scholar

[28] Förster T. Fluoreszenz organischer Verbindungen. Göttingen: Vandenhoeck & Ruprecht, 1951:158.Search in Google Scholar

[29] Schlücker T, Dhayalan V, Langhals H, Sämann C, Knochel P. Soluble adamantyl-substituted oligothiophenes with short fluorescence decay: An approach for ultra fast optical signal processing. Asian J Org Chem. 2015;4:763–9. DOI: 10.1002/ajoc.201500150.Search in Google Scholar

[30] Langhals H. A concept for molecular addressing by means of far-reaching electromagnetic interactions in the visible. J Electr Electron Syst. 2017;215. DOI: http://dx.doi.org/10.4172/2332-0796.1000215.Search in Google Scholar

[31] Hecht E. Optik. München: Oldenbourg, 2009. ISBN: 978-3-486-58861-3.Search in Google Scholar

[32] Periasamy A, Clegg RM. Flim microscopy in biology and medicine. Boca Raton, Fla.: CRC Press, 2010. ISBN 978-1-4200-7890-9.Search in Google Scholar

[33] Lewis GN, Calvin M. The color of organic substances. Chem Rev. 1939;25:273–328.10.1021/cr60081a004Search in Google Scholar

[34] Baeyer A. Ueber eine neue Klasse von Farbstoffen. Ber Dtsch Chem Ges. 1871;4:555–8.10.1002/cber.18710040209Search in Google Scholar

[35] König W. Ueber den Begriff der “Polymethinfarbstoff” und eine davon ableitbare allgemeine Farbstoff -Formel als Grundlage einer neuen Systematik der Farbenchemie’. J Prakt Chem. 1926;112:1–36.10.1002/prac.19261120101Search in Google Scholar

[36] Wiese WL. Atomic oscillator strengths for light elements - progress and problems. J Korean Phys Soc. 1998;33:207–13.Search in Google Scholar

[37] Liu Y. A new method for obtaining Russell-Saunders terms’. J Chem Educ. 2011;88:295–8.10.1021/ed100721qSearch in Google Scholar

[38] Ludvíková L, Friš P, Heger D, Šebej P, Wirza J, Klán P. Photochemistry of rose bengal in water and acetonitrile: A comprehensive kinetic analysis’. Phys Chem Chem Phys. 2016;18:16266–73.10.1039/C6CP01710JSearch in Google Scholar

[39] Berlman IB. Handbook of fluorescence spectra of aromatic molecules, New York: Academic Press, 1971. LCCC-Nr. 78–154388.Search in Google Scholar

[40] Sauer M, Hofkens J, Enderlein J. Handbook of fluorescence spectroscopy and imaging. Weinheim: Wiley VCH, 2011: ISBN 978-3-527-31669-4.10.1002/9783527633500Search in Google Scholar

[41] Krasowitzkii BM, Bolotin BM. Organic luminescent materials, Weinheim: Wiley-VCH, 1988: ISBN 3-527-26728-X.Search in Google Scholar

[42] https://www.aatbio.com/resources/quantum-yield/. 15 Jan 2020.Search in Google Scholar

[43] Christie RM. Fluorescent dyes. Rev Prog Coloration. 1993;23:1–18.10.1533/9780857093974.2.562Search in Google Scholar

[44] Langhals H, Jaschke H. Naphthalene amidine imide dyes by transamination of naphthalene bisimides. Chem Eur J. 2006;12:2815–24.10.1002/chem.200500899Search in Google Scholar PubMed

[45] Langhals H, Ritter U. γ-hydroxyalkyl naphthalene-tetracarboxdiimides: Organic white pigments. Eur J Org Chem. 2008;3912–15.10.1002/ejoc.200800428Search in Google Scholar

[46] Langhals H, Eberspächer M. Water nanomicellar solutions naphthalenetetracarboxilic acid bisimides used as sunscreens. Ger Offen. DE 102014012594.7 27 Aug 2014. Chem Abstr. 2015;162:454180.Search in Google Scholar

[47] Adachi M, Murata Y, Nakamura S. Spectral similarity and difference of Naphthalenetetracarboxylic dianhydride, perylenetetracarboxylic dianhydride, and their derivatives. J Phys Chem. 1995;99:14240–6.10.1021/j100039a009Search in Google Scholar

[48] Zollinger H. Color chemistry: Syntheses, properties, and applications of organic dyes and pigments. Zürich: Verlag Helvetica Chimica Acta, 2003:ISBN 10: 3906390233 ISBN 13: 9783906390239.Search in Google Scholar

[49] Hunger K, Schmidt MU, Heber T, Reisinger F, Wannemacher S. Industrial organic pigments: production, crystal structures, properties, applications. 4th ed. Weinheim: Wiley-VCH, 2018:ISBN 978-3-527-32608-2.10.1002/9783527648320Search in Google Scholar

[50] Langhals H. Primary methods of generating solar power by using the targeted modification of fluorescent systems. Habilitationsschrift, Albert-Ludwigs-Universität Freiburg 1981, translation 9 Aug 2019. DOI: https://doi.org/10.5282/ubm/epub.68484.Search in Google Scholar

[51] Graser F, Feichtmayr F. Perylenetetracarboxylic acid diimide dyes. Eur Pat Appl. 1982;97, 7 July 1982. EP 55363 A1 19820707. Chem Abstr.218033.Search in Google Scholar

[52] https://www.cup.lmu.de/oc/langhals/Perylenebiscarboximides/index.html. 15 Jan 2020.Search in Google Scholar

[53] Langhals H, Demmig S, Potrawa T. The relation between packing effects and solid state fluorescence of dyes. J Prakt Chem. 1991;333:733–48.10.1002/prac.19913330508Search in Google Scholar

[54] Langhals H, Karolin J, Johansson LB. Spectroscopic properties of new and convenient standards for measuring fluorescence quantum yields. J Chem Soc Faraday Trans. 1998;94:2919–22.10.1039/a804973dSearch in Google Scholar

[55] Langhals H, El-Shishtawy R, von Unold P, Rauscher M. Methoxyperylene bisimides and perylene lactame imides: novel, red fluorescent dyes. Chem Eur J. 2006;12:4642–5. supporting information.10.1002/chem.200501439Search in Google Scholar PubMed

[56] Langhals H, Walter A, Rosenbaum E, Johansson LB. A versatile standard for bathochromic fluorescence based on intramolecular FRET. Phys Chem Chem Phys. 2011;13:11055–9.10.1039/c1cp20467jSearch in Google Scholar

[57] Langhals H, Schönmann G, Feiler L. A two-step synthesis of quaterrylenetetracarboxylic bisimides - novel NIR fluorescent dyes. Tetrahedron Lett. 1995;36:6423–4.10.1016/0040-4039(95)01276-NSearch in Google Scholar

[58] Langhals H, Büttner J, Blanke P. A two-step synthesis for quarterrylene bisimides. Application of the “green route” method. Synthesis. 2005;364–6.10.1055/s-2004-837287Search in Google Scholar

[59] Langhals H, Zgela D, Lüling R. Sexterrylenetetracarboxylic bisimides: NIR dyes. J Org Chem. 2015;80:12146–50. DOI: 10.1021/acs.joc.5b02092.Search in Google Scholar

[60] Schweizer HR. Künstliche organische Farbstoffe und ihre Zwischenprodukte, Berlin: Springer-Verlag, 1964:LCCC Nr. 63–23133.10.1007/978-3-642-87245-7Search in Google Scholar

[61] Stauble M, Weber K. peri-Dicarboxylic acid imide dyes. CIBA Ltd., US patent US 2914531 19591124 Chem Abstr. 1960;54:47263.Search in Google Scholar

[62] Syebold G, Wagenblast G. New perylene and violanthrone dyestuffs for fluorescent collectors. Dyes Pigm. 1989;11:303–17.10.1016/0143-7208(89)85048-XSearch in Google Scholar

[63] Langhals H, Christian S, Hofer A. The substitution of aromatics by amines at room temperature with negative energy of activation: Amino peri-arylenes as metal-free components for dye-sensitized solar cells. J Org Chem. 2013;78:9883–91.10.1021/jo401597uSearch in Google Scholar

[64] Langhals H, Kirner S. Novel fluorescent dyes by the extension of the core of perylene-tetracarboxylic bisimides. Eur J Org Chem. 2000;365–80.10.1002/(SICI)1099-0690(200001)2000:2<365::AID-EJOC365>3.0.CO;2-RSearch in Google Scholar

[65] Langhals H, Jaschke H, Ring U, von Unold P. Imidazolo perylene imides: A highly fluorescent and stable replacement of terrylene. Angew Chem. 1999;111:143–5. Angew. Chem. Int. Ed. Engl. 1999;38:201–3.10.1002/(SICI)1521-3757(19990115)111:1/2<143::AID-ANGE143>3.0.CO;2-2Search in Google Scholar

[66] Langhals H. Primary methods of generating solar power by using the targeted modification of fluorescent systems, Habilitationsschrift, Albert-Ludwigs-Universität Freiburg. 1981. Open Access LMU UB München 15 Jan 2020. DOI: https://doi.org/10.5282/ubm/epub.68484.Search in Google Scholar

[67] Schäfer FP, Drexhage KH. Dye lasers. Berlin: Springer-Verlag, 1977: ISBN 978-3-540-51558-6.Search in Google Scholar

[68] Bogert MT, Renshaw RR. 4-Amino-o-phthalic acid and some of its derivatives. J Am Chem Soc. 1908;30:1135–44.10.1021/ja01949a012Search in Google Scholar

[69] Fritzsche K, Langhals H. Elektronenreiche Heterocyclen als Donorgruppen in Fluoreszenzfarbstoffen. Chem Ber. 1984;117:2275–86.10.1002/cber.19841170619Search in Google Scholar

[70] Zhmyreva IA, Zelinskii VV, Kolobkov VP, Krasnitskaya ND. Universal scale for the action of solvents on the electron spectra of organic compounds. Dokl Akad Nauk SSSR. 1959;129:1089–92. Chem Abstr. 1961; 55:141336.Search in Google Scholar

[71] Langhals H. Heterocyclic structures applied as efficient molecular probes for the investigation of chemically important interactions in the liquid phase. Chem Heterocycl Compd. 2017;53:2–10. DOI: 10.1007/s10593-017-2014-z.Search in Google Scholar

[72] Langhals H. ‘Polarität von organischen Gläsern. Angew Chem. 1982;94:452–3. Angew Chem Int Ed Engl. 1982;21:432–433.10.1002/ange.19820940615Search in Google Scholar

[73] Potrawa T, Langhals H. Fluoreszenzfarbstoffe mit großen Stokes-Shifts - lösliche Dihydropyrrolopyrroldione. Chem Ber. 1987;120:1075–8.10.1002/cber.19871200702Search in Google Scholar

[74] Langhals H, Greiner R, Schlücker T, Jakowetz A. Light-driven molecular dynamics in perylenes with medium-controlled emission. J Org Chem. 2019; 84: 5425–30. https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b00409.10.1021/acs.joc.9b00409Search in Google Scholar PubMed

[75] Haberhauer G, Gleiter R, Burkhart C. Planarized intramolecular charge transfer: A concept for fluorophores with both large stokes shifts and high fluorescence quantum yields. Chem Eur J. 2016;22:971–8.10.1002/chem.201503927Search in Google Scholar PubMed

[76] Lewis GN, Calvin M. The color of organic substances. Chem Rev. 1939;25:273–328.10.1021/cr60081a004Search in Google Scholar

[77] Langhals H, Unold PV. Tetracarboxylic Bisimide-lactame-ring-contractions: A novel type of rearrangement. Angew Chem. 1995;107:2436–9. Angew Chem Int Ed. 1995;34:2234–2236.10.1002/ange.19951072019Search in Google Scholar

[78] Rettig W. Charge separation in excited states of decoupled systems: Twisted intramolecular charge transfer (TICT) compounds and implications for the development of new laser dyes and for the primary process of vision and photosynthesis. Angew Chem. 1986;98:969–86. Angew Chem Int Ed. 1986;25:971–988.10.1002/ange.19860981104Search in Google Scholar

[79] Greiner R, Schlücker T, Zgela D, Langhals H. Fluorescent aryl naphthalene dicarboximides with large Stokes’ shifts and strong solvatochromism controlled by dynamics and molecular geometry. J Mater Chem C. 2016;4:11244–52. DOI: 10.1039/C6TC04453K.Search in Google Scholar

[80] Tietze E, Bayer O. Sulfonic acids of pyrene and their derivatives. Justus Liebigs Ann Chem. 1939;540:189–210.10.1002/jlac.19395400113Search in Google Scholar

[81] Förster T, Völker S. Laser-excited absorption spectroscopy of rapid proton transfer processes. II. Reactions with weak acids. Zeitschr Phys Chem (München, Germany). 1975;97:275–84. Chem Abstr 1976; 84:104801:.Search in Google Scholar

[82] Langhals H, Rauscher M. NIR absorption of perylene dyes and fluorescence with large Stokes shift by simple deprotonation. Z Naturforsch. 2013;68b:683–6.10.5560/znb.2013-3090Search in Google Scholar

[83] Vogt LH, Jr., Wirth JG. Crystal and molecular structure of 2,2’-bis(6-methyl-3-pyridinol). J Am Chem Soc. 1971;93:5402–5.10.1021/ja00750a015Search in Google Scholar

[84] Langhals H, Pust S. Fluoreszenzfarbstoffe mit großen Stokes-Shifts - eine einfache Synthese von (2,2’-Bipyridin)-3,3’-diol. Chem Ber. 1985;118:4674–81.10.1002/cber.19851181204Search in Google Scholar

[85] Bulska H. Intramolecular cooperative double proton transfer in [2,2’-bipyridyl]-3,3’-diol. Chem Phys Lett. 1983;98:398–402.10.1016/0009-2614(83)80231-0Search in Google Scholar

[86] Naumann C, Langhals H. A simple synthesis of Dihydroxybipyridyls. Synthesis. 1990;279–81.10.1055/s-1990-26852Search in Google Scholar

[87] Johansson LB, Persson L, Langhals H. Conspicuous absorption and fluorescence spectroscopic properties of 3,3’-dihydroxy-2,2’-bipyridines in solution. J Chem Soc Faraday Trans. 1996;92:4909–11.10.1039/FT9969204909Search in Google Scholar

[88] Stock K, Schriever C, Lochbrunner S, Riedle E. Reaction path dependent coherent wavepacket dynamics in excited state intramolecular double proton transfer. Chem Phys. 2008;349:197–203.10.1016/j.chemphys.2008.03.007Search in Google Scholar

[89] Plasser F, Barbatti M, Aquino AJ, Lischka H. Excited-state diproton transfer in [2,2’-bipyridyl]-3,3’-diol: The mechanism Is sequential, not concerted. J Phys Chem A. 2009;113:8490–9.10.1021/jp9032172Search in Google Scholar PubMed

[90] Zhao J, Liu X, Zheng Y. Controlling excited state single versus double proton transfer for 2,2’-bipyridyl-3,3’-diol: Solvent effect. J Phys Chem A. 2017;121:4002–8.10.1021/acs.jpca.7b01404Search in Google Scholar PubMed

[91] Reynal A, Etxebarria J, Nieto N, Serres S, Palomares E, Vidal-Ferran A. A bipyridine-based “naked-eye” fluorimetric Cu²⁺ chemosensor. Europ J Inorg Chem. 2010;1360–5.10.1002/ejic.200900887Search in Google Scholar

[92] Valeur B, Berberan-Santos M. Excitation energy transfer. Molecular fluorescence: Principles and applications. 2nd ed. Weinheim: Wiley-VCH, 2012. DOI: 10.1002/9783527650002.ch8. ISBN 9783527328376.Search in Google Scholar

[93] Golbeck JH. Structure and function of photosystem I. Annual Rev Plant Physiol Plant Mol Biol. 1992;43:293–324.10.1146/annurev.pp.43.060192.001453Search in Google Scholar

[94] Dexter DL. A theory of sensitized luminescence in solids. J Chem Phys. 1953;21:836–50.10.1063/1.1699044Search in Google Scholar

[95] Förster T. Zwischenmolekulare Energiewanderung und Fluoreszenz. Ann Phys. 1948;437:55–75. https://doi.org/10.1002/andp.19484370105.Search in Google Scholar

[96] Perrin F. The fluorescence of solutions: Molecular induction, polarization and duration of emission and photochemistry. Ann Phys. [10]. 1929;12:169–275. Chem Abstr 1930;24:0.25377.10.1051/anphys/192910120169Search in Google Scholar

[97] Perrin F. Activation by light and by collisions in thermal equilibrium. Chem Rev. 1930;7:231–7. Chem Abstr 1930; 24:34772.10.1021/cr60026a005Search in Google Scholar

[98] VanBeek DB, Zwier MC, Shorb JM, Krueger BP. Fretting about FRET: Correlation between κ and R. Biophy J. 2007;92:4168–78.10.1529/biophysj.106.092650Search in Google Scholar PubMed PubMed Central

[99] Muñoz-Losa A, Curutchet C, Krueger BP, Hartsell LR, Mennucci B. Fretting about FRET: Failure of the ideal dipole approximation. Biophys J. 2009;96:4779–88.10.1016/j.bpj.2009.03.052Search in Google Scholar PubMed PubMed Central

[100] Langhals H, Poxleitner S, Krotz O, Pust T, Walter A. FRET in orthogonally arranged chromophores. Eur J Org Chem. 2008;4559–62.10.1002/ejoc.200800451Search in Google Scholar

[101] Langhals H, Esterbauer AJ, Walter A, Riedle E, Pugliesi I. Förster resonant energy transfer in orthogonally arranged chromophores. J Am Chem Soc. 2010;132:16777–82.10.1021/ja101544xSearch in Google Scholar PubMed

[102] Nalbach P, Pugliesi I, Langhals H, Thorwart M. Noise-induced Förster resonant energy transfer between orthogonal dipoles in photoexcited molecules. Phys Rev Lett. 2012;108:218302–1–218302-5.10.1103/PhysRevLett.108.218302Search in Google Scholar PubMed

[103] Langhals H, Walter A. FRET in dyads with orthogonal ohromophores and minimal spectral overlap. 2019. submitted.10.1021/acs.jpca.9b11225Search in Google Scholar PubMed

[104] Renger T, Dankl M, Klinger A, Schlücker T, Langhals H, Müh F. Structure-based theory of fluctuation-induced energy transfer in a molecular dyad. J Phys Chem Lett. 2018;9:5940–7. DOI: 10.1021/acs.jpclett.8b02403.Search in Google Scholar

[105] Václav P, Sláma V, Lincoln CN, Langhals H, Riedle E, Mančal T, et al. Geometric dependencies of vibronically mediated excitation transfer in rylene dyads. arXiv.org, e-Print Archive, Physics. 2018:1–8. https://arxiv.org/pdf/1808.02467.pdf.Search in Google Scholar

[106] Langhals H, Jona W. Intense dyes through chromophore-chromophore Interactions: Bi- and trichromophoric perylene-3,4:9,10-bis(dicarboximide)s. Angew Chem. 1998;110:998–1001. Angew Chem Int Ed. 1998;37:952–955.10.1002/(SICI)1521-3773(19980420)37:7<952::AID-ANIE952>3.0.CO;2-4Search in Google Scholar

[107] Langhals H, Jona W. Identification of carbonyl compounds by fluorescence: A novel carbonyl derivating reagent. Chem Eur J. 1998;4:2110–16.10.1002/(SICI)1521-3765(19981102)4:11<2110::AID-CHEM2110>3.0.CO;2-JSearch in Google Scholar

[108] Langhals H, Demmig S, Huber H. Rotational barriers in perylene fluorescent dyes. Spectrochim Acta. 1988;44A:1189–93.10.1016/0584-8539(88)80091-6Search in Google Scholar

[109] Langhals H, Riedle E, de Vivie-riedle R. unpublished results. 2011.Search in Google Scholar

[110] Mohr GJ, Spichiger UE, Jona W, Langhals H. Using N-aminoperylene-3,4:9,10-tetracarboxyl-bisimide as a fluorogenic reactand in the optical sensing of aqueous propionaldehyde. Anal Chem. 2000;72:1084–7.10.1021/ac991171tSearch in Google Scholar

[111] Tasior M, Gryko DT, Shen J, Kadish KM, Becherer T, Langhals H, et al. Energy- and electron-transfer processes in corrole-perylenebisimide-diphenylacetylene array. J Phys Chem C. 2008;112:19699–709.10.1021/jp8065635Search in Google Scholar

[112] Flamigni L, Ciuciu AI, Langhals H, Böck B, Gryko DT. Improving the photoinduced charge separation parameters in corrole-perylene carboximide dyads by tuning the redox and spectroscopic properties of the components. Chem an Asian J. 2012;7:582–92.10.1002/asia.201100818Search in Google Scholar

[113] Flamigni L, Ventura B, Barbieri A, Langhals H, Wetzel F, Fuchs K, et al. On/Off switching of the perylene tetracarboxylic bisimide luminescence by means of substitution at the N position by electron rich mono-, di- and tri-methoxybenzenes. Chem Eur J. 2010;16:13406–16.10.1002/chem.201001489Search in Google Scholar

[114] Dessolin M. Reactivity of α-effect nucleophiles toward aryl acetates. Effect of substituent in leaving groups. Tetrahedron Lett. 1972;45:4585–8.10.1016/S0040-4039(01)94372-2Search in Google Scholar

[115] Liebman JF, Pollack RM. Aromatic transition states and the α effect. J Org Chem. 1973;38:3444–545.10.1021/jo00959a059Search in Google Scholar

[116] Langhals H, Obermeier A, Floredo Y, Zanelli A, Flamigni L. Light-driven charge separation in isoxazolidine-perylene bisimide dyads. Chem Eur J. 2009;15:12733–44.10.1002/chem.200901839Search in Google Scholar

[117] Woodward RB, Hoffmann R. The conservation of orbital symmetry. Angew Chem Int Ed. 1969;8:781–853.10.1016/B978-1-4832-3290-4.50006-4Search in Google Scholar

[118] Roda A. Chemiluminescence and Bioluminescence. Cambridge: Royal Society of Chemistry, 2011. ISBN 978-1-84755-812-1.Search in Google Scholar

[119] Brolin S, Wettermark G. Bioluminescence analysis, Weinheim: Wiley-VCH, 1992. ISBN 3-527-28194-0.Search in Google Scholar

[120] van Moer A, Ladyjensky J. Chemiluminescent solution based on substituted perylene. Eur Pat Appl. 1990;EP 403809 A2 19901227. Chem Abstr. 1991;114:256680.Search in Google Scholar

[121] Nowak B, Ladyjensky J. Multi-color chemiluminescent lighting device and method of making same. US Patent U.S. (1996), US 5508893 A 19960416. Chem Abstr. 1996;125:21964.Search in Google Scholar

[122] Scheibe G. Variability of the absorption spectra of some sensitizing dyes and its cause. Angew Chem. 1936;49:563.Search in Google Scholar

[123] Langhals H. Handling electromagnetic radiation beyond terahertz using chromophores to transition from visible light to petahertz technology. J Electric Electron Syst. 2014;3:125.Search in Google Scholar

[124] Förster T. Energiewanderung und Fluoreszenz. Naturwissenschaften. 1946;33:166–75.10.1007/BF00585226Search in Google Scholar

[125] Jelley EE. Spectral absorption and fluorescence of dyes in the molecular state. Nature. 1936;138:1009–10.10.1038/1381009a0Search in Google Scholar

[126] Langhals H, Jona W. Intense dyes through chromophore - chromophore Interactions: Bi- and trichromophoric Perylene-3,4:9,10-bis(dicarboximide)s. Angew Chem. 1998;110:998–1001. Angew Chem Int Ed Engl. 1998;37:952–955.10.1002/(SICI)1521-3773(19980420)37:7<952::AID-ANIE952>3.0.CO;2-4Search in Google Scholar

[127] Davydow AS. Theory of molecular excitations, Transl. H. Kasha und M. Oppenheimer, Jr., New York: McGraw-Hill, 1962.Search in Google Scholar

[128] Langhals H, Pust T. Lipophilic optical supramolecular nano devices in the aqueous phase. Green Sustainable Chem. 2011;1:1–6.10.4236/gsc.2011.11001Search in Google Scholar

[129] Langhals H, Ismael R. Cyclophanes as model compounds for permanent, dynamic aggregates - induced chirality with strong CD effects. Eur J Org Chem. 1998;1915–17.10.1002/(SICI)1099-0690(199809)1998:9<1915::AID-EJOC1915>3.0.CO;2-1Search in Google Scholar

[130] Langhals H, Rauscher M, Mayer P. A sustainable preparation of functional perylenophanes by domino metathesis. Green Sustainable Chem. 2019;9:38–77.10.4236/gsc.2019.92004Search in Google Scholar

[131] Chamberlin GJ, Chamberlin DG. Colour, Its measurement, computation and application, London: Heyden & Sons Ltd, 1980. ISBN 0-85501-222-6.Search in Google Scholar

[132] Richter M. Einführung in die Farbmetrik, 2nd ed. Berlin: de Gruyter, 1981:ISBN 3-11-008209-8.10.1515/9783110858266Search in Google Scholar

[133] Aubert C, Fünfschilling J, Zschokke-Gränacher I, Langhals H. Hochempfindliches Nachweisverfahren auf der Basis der Fluorescenz durch Laser-Anregung. Zeitschr Analyt Chem. 1985;320:361–4.10.1007/BF00488124Search in Google Scholar

[134] Renge I, Hubner CG, Renn A, Langhals H, Wild UP. Slow photochemical transformations of single dye molecules in polymer environment at room temperature. J Lumines. 2002;98:91–6.10.1016/S0022-2313(02)00256-9Search in Google Scholar

[135] Günes S, Neugebauer H, Sariciftci NS. Conjugated polymer-based organic solar cells. Chem Rev. 2007;107:1324−38.10.1021/cr050149zSearch in Google Scholar

[136] Langhals H, Saulich S. Bichromophoric perylene derivatives: Energy transfer from non fluorescent chromophores. Chem Eur J. 2002;8:5630–43.10.1002/1521-3765(20021216)8:24<5630::AID-CHEM5630>3.0.CO;2-ZSearch in Google Scholar