Non-Linear Optical (NLO) Materials

Sigma-Aldrich® offers a wide range of organic NLO materials, including chromophors, intermediates, NLO monomers and NLO polymers. Organic NLO materials are often superior to inorganics in terms of their response speed, optical clarity, and the magnitude of their third-order susceptibility.1-3 For a material to exhibit NLO activity it should be noncentrosymmetric. In polymer-based NLO materials, the NLO chromophore can be incorporated into a polymer matrix either as a guest (in a host-guest-system), or as an integral component covalently grafted to polymer chain, or even co-polymerized into the polymer backbone itself. Covalent incorporation can markedly improve stability of the NLO chromophors in applications.4,5

References
1. Tripathy, S. et al. Chemtech, 19, 620 (1989)
2. Tripathy, S. et al. Chemtech, 19, 747 (1989)
3. Chang, T.Y. Optical Engineering, 20, 220 (1981)
4. Prasad, P.; Williams, D. Introduction to Nonlinear Optical Effects in Molecules & Polymers, Jon Wiley & Sons (1991)
5. Nonlinear Optics of Organic Molecules and Polymers, Nalwa, H.S.; Miyata, S., Eds. American Scientific Publishers (1996) (Aldrich Prod. No. Z552224)

NLO Chromophores and Intermediates

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Description

Molecular Formula

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A55500 2-Aminofluorene 98% C13H11N
113514 2-Amino-3-nitropyridine 99% C5H5N3O2
484881 4-[Bis[2-(acetyloxy)ethyl]amino]benzaldehyde 98% C15H19NO5
479748 9H-Carbazole-9-ethanol 95% C14H13NO
101656 2-Chloro-4-nitroaniline 99% C6H5ClN2O2
572136 N-[3-Cyano-3-[4-(dicyanomethyl)phenyl]-2-propenylidene]-N-ethyl-ethaniminium inner salt C17H16N4
548367 4-(Dibenzylamino)benzaldehyde-N,N-diphenylhydrazone 97% C33H29N3
632279 4-(2,2-Dicyanovinyl)-N-bis(hydroxyethyl)aniline 95% C14H15N3O2
336408 trans-4-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide Dye content 98 % C16H19IN2
394211 4-[4-(Dimethylamino)styryl]pyridine 95% C15H16N2
364797 Disperse Orange 3 Dye content 90 % C12H10N4O2
364819 Disperse Orange 25 Dye content 95 % C17H17N5O2
344206 Disperse Red 1 Dye content 95 % C16H18N4O3
364827 Disperse Red 13 Dye content 95 % C16H17ClN4O3
215767 Disperse Red 19 Dye content 97 % C16H18N4O4
E24905 Ethyl 4-(dimethylamino)benzoate ≥99% C11H15NO2
518565 2-[Ethyl[4-[2-(4-nitrophenyl)ethenyl]phenyl]amino]ethanol 98% C18H20N2O3
146439 2-Methyl-4-nitroaniline 97% C7H8N2O2
269638 N-Methyl-4-nitroaniline 97% C7H8N2O2
370061 3-Methyl-4-nitropyridine N-oxide 98% C6H6N2O3
N9780 2-Nitroaniline 98% C6H6N2O2
N9829 3-Nitroaniline 98% C6H6N2O2
185310 4-Nitroaniline ≥99% C6H6N2O2
N17602 5-Nitroindole 98% C8H6N2O2
372048 (S)-(−)-1-(4-Nitrophenyl)-2-pyrrolidinemethanol 98% C11H14N2O3
852767 5-Nitrouracil 98% C4H3N3O4
157635 7,7,8,8-Tetracyanoquinodimethane 98% C12H4N4
376779 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane 97% C12F4N4

NLO Monomers

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Description

Molecular Formula

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570362 2-(9H-Carbazol-9-yl)ethyl acrylate 97% C17H15NO2
595969 Disperse Orange 3 acrylamide C15H12N4O3
595845 Disperse Orange 3 methacrylamide technical grade C16H14N4O3
570400 Disperse Red 1 acrylate 95% C19H20N4O4
570443 Disperse Red 13 acrylate 98% C19H19ClN4O4
570419 Disperse Red 1 methacrylate 95% C20H22N4O4
570451 Disperse Red 13 methacrylate 98% C20H21ClN4O4
579033 Disperse Yellow 7 methacrylate 95% C23H20N4O2
E18905 Ethyl(2E)-2-cyano-3-(1H-indolyl-3-yl)acrylate 99% C14H12N2O2
649295 N-Ethyl-2-vinylcarbazole 95% C16H15N
558850 [(S)-(−)-1-(4-Nitrophenyl)-2-pyrrolidinemethyl]acrylate 97% C14H16N2O4
277592 9-Vinylcarbazole 98% C14H11N
530581 1-Vinylnaphthalene 95% C12H10
V2909 2-Vinylnaphthalene 95% Green Alternative C12H10

NLO Polymers

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Description

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596760 Poly(9H-carbazole-9-ethyl acrylate)
596876 Poly(9H-carbazole-9-ethyl methacrylate)
632252 Poly[4-(2,2-dicyanovinyl)-N-bis(hydroxyethyl)aniline-alt-(isophoronediisocyanate)]urethane
632260 Poly[4-(2,2-dicyanovinyl)-N-bis(hydroxyethyl)aniline-alt-(4,4′-methylenebis(phenylisocyanate))]urethane
595748 Poly(Disperse Orange 3 acrylamide)
595632 Poly(Disperse Orange 3 methacrylamide)
579998 Poly(Disperse Red 1 acrylate)
578185 Poly(Disperse Red 13 acrylate)
579009 Poly(Disperse Red 1 methacrylate)
579084 Poly(Disperse Yellow 7 acrylate)
579092 Poly(Disperse Yellow 7 methacrylate)
578193 Poly[(methyl methacrylate)-co-(9-anthracenylmethyl methacrylate)]
570389 Poly[(methyl methacrylate)-co-(9-H-carbazole-9-ethyl acrylate)]
570397 Poly[(methyl methacrylate)-co-(9-H-carbazole-9-ethyl methacrylate)]
595527 Poly[(methyl methacrylate)-co-(Disperse Orange 3 acrylamide)]
595411 Poly[(methyl methacrylate)-co-(Disperse Orange 3 methacrylamide)]
570427 Poly[(methyl methacrylate)-co-(Disperse Red 1 acrylate)]
570478 Poly[(methyl methacrylate)-co-(Disperse Red 13 acrylate)]
570435 Poly[(methyl methacrylate)-co-(Disperse Red 1 methacrylate)]
570486 Poly[(methyl methacrylate)-co-(Disperse Red 13 methacrylate)]
579149 Poly[(methyl methacrylate)-co-(Disperse Yellow 7 methacrylate)]
578150 Poly[(methyl methacrylate)-co-(2-naphthyl methacrylate)]
558885 Poly[((S)-(−)-1-(4-nitrophenyl)-2-pyrrolidinemethyl)methacrylate-co-methyl methacrylate] chromophore monomer 20-25 mol %
541451 Poly(1-vinylnaphthalene) average Mw ~30,000, powder
191965 Poly(1-vinylnaphthalene) average Mn ~100,000, powder
579904 Poly(2-vinylnaphthalene) average Mn ~50,000
579351 Poly(2-vinylnaphthalene) average Mn ~20,000