Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives

Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of...
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Autor*in:	Kumari, Rekha [verfasserIn] Varghese, Anitha [verfasserIn] Akshaya, K. B. [verfasserIn] George, Louis [verfasserIn] Lobo, Prajwal Lourdes [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2018

Schlagwörter:	Stokes shift Solvatochromic shift method Dipole moment Solute–solvent interactions B3LYP

Übergeordnetes Werk:	Enthalten in: Journal of solution chemistry - New York, NY [u.a.] : Springer Science + Business Media B.V., 1972, 47(2018), 7 vom: Juli, Seite 1269-1290
Übergeordnetes Werk:	volume:47 ; year:2018 ; number:7 ; month:07 ; pages:1269-1290

Links:	Volltext

DOI / URN:	10.1007/s10953-018-0790-4

Katalog-ID:	SPR015020495

Internformat


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520			\|a Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD.
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700	1		\|a Varghese, Anitha \|e verfasserin \|4 aut
700	1		\|a Akshaya, K. B. \|e verfasserin \|4 aut
700	1		\|a George, Louis \|e verfasserin \|4 aut
700	1		\|a Lobo, Prajwal Lourdes \|e verfasserin \|4 aut
773	0	8	\|i Enthalten in \|t Journal of solution chemistry \|d New York, NY [u.a.] : Springer Science + Business Media B.V., 1972 \|g 47(2018), 7 vom: Juli, Seite 1269-1290 \|w (DE-627)317881876 \|w (DE-600)2017287-4 \|x 1572-8927 \|7 nnns
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912			\|a GBV_ILN_32
912			\|a GBV_ILN_39
912			\|a GBV_ILN_40
912			\|a GBV_ILN_60
912			\|a GBV_ILN_62
912			\|a GBV_ILN_63
912			\|a GBV_ILN_69
912			\|a GBV_ILN_70
912			\|a GBV_ILN_73
912			\|a GBV_ILN_74
912			\|a GBV_ILN_90
912			\|a GBV_ILN_95
912			\|a GBV_ILN_100
912			\|a GBV_ILN_101
912			\|a GBV_ILN_105
912			\|a GBV_ILN_110
912			\|a GBV_ILN_120
912			\|a GBV_ILN_138
912			\|a GBV_ILN_150
912			\|a GBV_ILN_151
912			\|a GBV_ILN_152
912			\|a GBV_ILN_161
912			\|a GBV_ILN_170
912			\|a GBV_ILN_171
912			\|a GBV_ILN_187
912			\|a GBV_ILN_213
912			\|a GBV_ILN_224
912			\|a GBV_ILN_230
912			\|a GBV_ILN_250
912			\|a GBV_ILN_281
912			\|a GBV_ILN_285
912			\|a GBV_ILN_293
912			\|a GBV_ILN_370
912			\|a GBV_ILN_602
912			\|a GBV_ILN_636
912			\|a GBV_ILN_702
912			\|a GBV_ILN_2001
912			\|a GBV_ILN_2003
912			\|a GBV_ILN_2004
912			\|a GBV_ILN_2005
912			\|a GBV_ILN_2006
912			\|a GBV_ILN_2007
912			\|a GBV_ILN_2008
912			\|a GBV_ILN_2009
912			\|a GBV_ILN_2010
912			\|a GBV_ILN_2011
912			\|a GBV_ILN_2014
912			\|a GBV_ILN_2015
912			\|a GBV_ILN_2020
912			\|a GBV_ILN_2021
912			\|a GBV_ILN_2025
912			\|a GBV_ILN_2026
912			\|a GBV_ILN_2027
912			\|a GBV_ILN_2031
912			\|a GBV_ILN_2034
912			\|a GBV_ILN_2037
912			\|a GBV_ILN_2038
912			\|a GBV_ILN_2039
912			\|a GBV_ILN_2044
912			\|a GBV_ILN_2048
912			\|a GBV_ILN_2049
912			\|a GBV_ILN_2050
912			\|a GBV_ILN_2055
912			\|a GBV_ILN_2057
912			\|a GBV_ILN_2059
912			\|a GBV_ILN_2061
912			\|a GBV_ILN_2064
912			\|a GBV_ILN_2065
912			\|a GBV_ILN_2068
912			\|a GBV_ILN_2070
912			\|a GBV_ILN_2086
912			\|a GBV_ILN_2088
912			\|a GBV_ILN_2093
912			\|a GBV_ILN_2106
912			\|a GBV_ILN_2107
912			\|a GBV_ILN_2108
912			\|a GBV_ILN_2110
912			\|a GBV_ILN_2111
912			\|a GBV_ILN_2112
912			\|a GBV_ILN_2113
912			\|a GBV_ILN_2116
912			\|a GBV_ILN_2118
912			\|a GBV_ILN_2119
912			\|a GBV_ILN_2122
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912			\|a GBV_ILN_2143
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912			\|a GBV_ILN_2336
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912			\|a GBV_ILN_2470
912			\|a GBV_ILN_2472
912			\|a GBV_ILN_2507
912			\|a GBV_ILN_2522
912			\|a GBV_ILN_2548
912			\|a GBV_ILN_4012
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912			\|a GBV_ILN_4046
912			\|a GBV_ILN_4112
912			\|a GBV_ILN_4125
912			\|a GBV_ILN_4126
912			\|a GBV_ILN_4242
912			\|a GBV_ILN_4246
912			\|a GBV_ILN_4249
912			\|a GBV_ILN_4251
912			\|a GBV_ILN_4305
912			\|a GBV_ILN_4306
912			\|a GBV_ILN_4307
912			\|a GBV_ILN_4313
912			\|a GBV_ILN_4322
912			\|a GBV_ILN_4323
912			\|a GBV_ILN_4324
912			\|a GBV_ILN_4325
912			\|a GBV_ILN_4326
912			\|a GBV_ILN_4333
912			\|a GBV_ILN_4334
912			\|a GBV_ILN_4335
912			\|a GBV_ILN_4336
912			\|a GBV_ILN_4338
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912			\|a GBV_ILN_4700
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951			\|a AR
952			\|d 47 \|j 2018 \|e 7 \|c 07 \|h 1269-1290

Indexfelder

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matchkey_str	article:15728927:2018----::nlecosletniomnotehtpyiapoeteomlaia
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publishDate	2018
allfields	10.1007/s10953-018-0790-4 doi (DE-627)SPR015020495 (SPR)s10953-018-0790-4-e DE-627 ger DE-627 rakwb eng 540 ASE 35.00 bkl Kumari, Rekha verfasserin aut Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD. Stokes shift (dpeaa)DE-He213 Solvatochromic shift method (dpeaa)DE-He213 Dipole moment (dpeaa)DE-He213 Solute–solvent interactions (dpeaa)DE-He213 B3LYP (dpeaa)DE-He213 Varghese, Anitha verfasserin aut Akshaya, K. B. verfasserin aut George, Louis verfasserin aut Lobo, Prajwal Lourdes verfasserin aut Enthalten in Journal of solution chemistry New York, NY [u.a.] : Springer Science + Business Media B.V., 1972 47(2018), 7 vom: Juli, Seite 1269-1290 (DE-627)317881876 (DE-600)2017287-4 1572-8927 nnns volume:47 year:2018 number:7 month:07 pages:1269-1290 https://dx.doi.org/10.1007/s10953-018-0790-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 ASE AR 47 2018 7 07 1269-1290
spelling	10.1007/s10953-018-0790-4 doi (DE-627)SPR015020495 (SPR)s10953-018-0790-4-e DE-627 ger DE-627 rakwb eng 540 ASE 35.00 bkl Kumari, Rekha verfasserin aut Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD. Stokes shift (dpeaa)DE-He213 Solvatochromic shift method (dpeaa)DE-He213 Dipole moment (dpeaa)DE-He213 Solute–solvent interactions (dpeaa)DE-He213 B3LYP (dpeaa)DE-He213 Varghese, Anitha verfasserin aut Akshaya, K. B. verfasserin aut George, Louis verfasserin aut Lobo, Prajwal Lourdes verfasserin aut Enthalten in Journal of solution chemistry New York, NY [u.a.] : Springer Science + Business Media B.V., 1972 47(2018), 7 vom: Juli, Seite 1269-1290 (DE-627)317881876 (DE-600)2017287-4 1572-8927 nnns volume:47 year:2018 number:7 month:07 pages:1269-1290 https://dx.doi.org/10.1007/s10953-018-0790-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 ASE AR 47 2018 7 07 1269-1290
allfields_unstemmed	10.1007/s10953-018-0790-4 doi (DE-627)SPR015020495 (SPR)s10953-018-0790-4-e DE-627 ger DE-627 rakwb eng 540 ASE 35.00 bkl Kumari, Rekha verfasserin aut Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD. Stokes shift (dpeaa)DE-He213 Solvatochromic shift method (dpeaa)DE-He213 Dipole moment (dpeaa)DE-He213 Solute–solvent interactions (dpeaa)DE-He213 B3LYP (dpeaa)DE-He213 Varghese, Anitha verfasserin aut Akshaya, K. B. verfasserin aut George, Louis verfasserin aut Lobo, Prajwal Lourdes verfasserin aut Enthalten in Journal of solution chemistry New York, NY [u.a.] : Springer Science + Business Media B.V., 1972 47(2018), 7 vom: Juli, Seite 1269-1290 (DE-627)317881876 (DE-600)2017287-4 1572-8927 nnns volume:47 year:2018 number:7 month:07 pages:1269-1290 https://dx.doi.org/10.1007/s10953-018-0790-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 ASE AR 47 2018 7 07 1269-1290
allfieldsGer	10.1007/s10953-018-0790-4 doi (DE-627)SPR015020495 (SPR)s10953-018-0790-4-e DE-627 ger DE-627 rakwb eng 540 ASE 35.00 bkl Kumari, Rekha verfasserin aut Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD. Stokes shift (dpeaa)DE-He213 Solvatochromic shift method (dpeaa)DE-He213 Dipole moment (dpeaa)DE-He213 Solute–solvent interactions (dpeaa)DE-He213 B3LYP (dpeaa)DE-He213 Varghese, Anitha verfasserin aut Akshaya, K. B. verfasserin aut George, Louis verfasserin aut Lobo, Prajwal Lourdes verfasserin aut Enthalten in Journal of solution chemistry New York, NY [u.a.] : Springer Science + Business Media B.V., 1972 47(2018), 7 vom: Juli, Seite 1269-1290 (DE-627)317881876 (DE-600)2017287-4 1572-8927 nnns volume:47 year:2018 number:7 month:07 pages:1269-1290 https://dx.doi.org/10.1007/s10953-018-0790-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 ASE AR 47 2018 7 07 1269-1290
allfieldsSound	10.1007/s10953-018-0790-4 doi (DE-627)SPR015020495 (SPR)s10953-018-0790-4-e DE-627 ger DE-627 rakwb eng 540 ASE 35.00 bkl Kumari, Rekha verfasserin aut Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD. Stokes shift (dpeaa)DE-He213 Solvatochromic shift method (dpeaa)DE-He213 Dipole moment (dpeaa)DE-He213 Solute–solvent interactions (dpeaa)DE-He213 B3LYP (dpeaa)DE-He213 Varghese, Anitha verfasserin aut Akshaya, K. B. verfasserin aut George, Louis verfasserin aut Lobo, Prajwal Lourdes verfasserin aut Enthalten in Journal of solution chemistry New York, NY [u.a.] : Springer Science + Business Media B.V., 1972 47(2018), 7 vom: Juli, Seite 1269-1290 (DE-627)317881876 (DE-600)2017287-4 1572-8927 nnns volume:47 year:2018 number:7 month:07 pages:1269-1290 https://dx.doi.org/10.1007/s10953-018-0790-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 ASE AR 47 2018 7 07 1269-1290
language	English
source	Enthalten in Journal of solution chemistry 47(2018), 7 vom: Juli, Seite 1269-1290 volume:47 year:2018 number:7 month:07 pages:1269-1290
sourceStr	Enthalten in Journal of solution chemistry 47(2018), 7 vom: Juli, Seite 1269-1290 volume:47 year:2018 number:7 month:07 pages:1269-1290
format_phy_str_mv	Article
institution	findex.gbv.de
topic_facet	Stokes shift Solvatochromic shift method Dipole moment Solute–solvent interactions B3LYP
dewey-raw	540
isfreeaccess_bool	false
container_title	Journal of solution chemistry
authorswithroles_txt_mv	Kumari, Rekha @@aut@@ Varghese, Anitha @@aut@@ Akshaya, K. B. @@aut@@ George, Louis @@aut@@ Lobo, Prajwal Lourdes @@aut@@
publishDateDaySort_date	2018-07-01T00:00:00Z
hierarchy_top_id	317881876
dewey-sort	3540
id	SPR015020495
language_de	englisch
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author	Kumari, Rekha
spellingShingle	Kumari, Rekha ddc 540 bkl 35.00 misc Stokes shift misc Solvatochromic shift method misc Dipole moment misc Solute–solvent interactions misc B3LYP Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives
authorStr	Kumari, Rekha
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topic_title	540 ASE 35.00 bkl Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives Stokes shift (dpeaa)DE-He213 Solvatochromic shift method (dpeaa)DE-He213 Dipole moment (dpeaa)DE-He213 Solute–solvent interactions (dpeaa)DE-He213 B3LYP (dpeaa)DE-He213
topic	ddc 540 bkl 35.00 misc Stokes shift misc Solvatochromic shift method misc Dipole moment misc Solute–solvent interactions misc B3LYP
topic_unstemmed	ddc 540 bkl 35.00 misc Stokes shift misc Solvatochromic shift method misc Dipole moment misc Solute–solvent interactions misc B3LYP
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title	Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives
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title_full	Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives
author_sort	Kumari, Rekha
journal	Journal of solution chemistry
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author_browse	Kumari, Rekha Varghese, Anitha Akshaya, K. B. George, Louis Lobo, Prajwal Lourdes
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title_sort	influence of solvent environment on the photophysical properties of maleamic acid and maleimide derivatives
title_auth	Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives
abstract	Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD.
abstractGer	Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD.
abstract_unstemmed	Abstract Absorption and fluorescence spectra of novel maleamic acid (E)-4-oxo-4-(4-((2-oxooxazolidin-4-yl)methyl)phenylamino)but-2-enoic acid (OMPBA) and its maleimide derivative 1-(4-((2-oxooxazolidin-4-yl)methyl)phenyl)-1H-pyrrole-2,5-dione (OMPPD) were recorded in a series of eighteen solvents of increasing polarity at room temperature (25 °C). A large Stokes shift indicates a bathochromic fluorescence band shift for both molecules. The photoluminescence properties and intramolecular charge transfer (ICT) behavior of OMPBA and OMPPD were analyzed. In the case of OMPPD, ICT contributes to a larger extent towards positive solvatochromism compared to OMPBA. Ground-state and singlet excited-state dipole moments of OMPBA and OMPPD were calculated using solvatochromic methods proposed by Bilot and Kawski, Lippert and Mataga, Bakhshiev, Kawskii and Chamma and Viallet, and also Reichardt. The ground state dipole moment was found to be larger than for the singlet excited state for both molecules. Optimized geometry and HOMO–LUMO energies of OMPBA and OMPPD have been determined by DFT and TDDFT/B3LYP/6-311G (d, p). The HOMO–LUMO energy gap was calculated from cyclic voltammetry and compared with theoretical values with good agreement. GCRD parameters such as ionization potential (IP), electron affinity (EA), electronegativity χ, chemical potential (μ), chemical hardness (η), chemical softness (s) and electrophilicity (ω) were calculated for OMPBA and OMPPD.
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container_issue	7
title_short	Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives
url	https://dx.doi.org/10.1007/s10953-018-0790-4
remote_bool	true
author2	Varghese, Anitha Akshaya, K. B. George, Louis Lobo, Prajwal Lourdes
author2Str	Varghese, Anitha Akshaya, K. B. George, Louis Lobo, Prajwal Lourdes
ppnlink	317881876
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doi_str	10.1007/s10953-018-0790-4
up_date	2024-07-03T13:27:05.604Z
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Influence of Solvent Environment on the Photophysical Properties of Maleamic Acid and Maleimide Derivatives

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