Novel polyamides for second-order nonlinear optics with side-chain azo-NLO-phores

This article describes the syntheses and second‐order nonlinear optical (NLO) properties of a novel type of polyamides with side‐chain azo‐NLO‐phores. Two kinds of polyamides were prepared by condensation polymerization using 3‐{N‐methyl‐4‐[(4‐methylsulfonylphenyl)azo]anilino}‐1‐propyl 3,5‐diaminobe...

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Published inMacromolecular chemistry and physics Vol. 200; no. 10; pp. 2309 - 2319
Main Authors Nemoto, Nobukatsu, Miyata, Fusae, Kamiyama, Tomoko, Nagase, Yu, Abe, Jiro, Shirai, Yasuo
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH 01.10.1999
WILEY‐VCH Verlag GmbH
Wiley
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Abstract This article describes the syntheses and second‐order nonlinear optical (NLO) properties of a novel type of polyamides with side‐chain azo‐NLO‐phores. Two kinds of polyamides were prepared by condensation polymerization using 3‐{N‐methyl‐4‐[(4‐methylsulfonylphenyl)azo]anilino}‐1‐propyl 3,5‐diaminobenzoate (DA1) and 5‐(3‐{4‐[4‐(N,N‐dimethylamino)phenylazo]phenyl}sulfonylpropyl)oxyisophthalic acid (IA1) or 5‐(3‐{N‐methyl‐4‐[(4‐methylsulfonylphenyl)azo]anilino}‐1‐propyl)oxyisophthalic acid (IA2). In the side chain of polyamide P3, which was obtained from DA1 and IA1, electron‐donating and electron‐withdrawing groups of the NLO‐phores were alternatingly attached. In the side chain of polyamide P4, which was obtained from DA1 and IA2, electron‐donating groups of all side‐chain NLO‐phores were attached to their backbone. The obtained polyamides exhibit relatively good solubility in common organic solvents and provide optical‐quality films upon spin‐coating. The second‐harmonic generation (SHG) measurements of the obtained polyamides were carried out by the Maker fringe method using a Q‐switched Nd : YAG laser as an exciting beam after corona‐poling at various temperatures, indicating that P3 and P4 exhibit an optimum second‐order NLO coefficient, d33, of 8.7 and 16.5 pm/V, respectively.
AbstractList This article describes the syntheses and second-order nonlinear optical (NLO) properties of a novel type of polyamides with side-chain azo-NLO-phores. Two kinds of polyamides were prepared by condensation polymerization using 3-{N-methyl-4-[(4-methylsulfonylphenyl)azo]anilino}-1-propyl 3,5-diaminobenzoate (DA1) and 5-(3-{4-[4-(N,N-dimethylamino)phenylazo]phenyl}sulfonylpropyl)oxyisophthalic acid (IA1) or 5-(3-{N-methyl-4-[((4-methylsulfonylphenyl)azo]anilino}-1-propyl)oxyisophthalic acid (IA2). In the side chain of polyamide P3, which was obtained from DA1 and IA1, electron-donating and electron-withdrawing groups of the NLO-phores were alternatingly attached. In the side chain of polyamide P4, which was obtained from DA1 and IA2, electron-donating groups of all side-chain NLO-phores were attached to their backbone. The obtained polyamides exhibit relatively good solubility in common organic solvents and provide optical-quality films upon spin-coating. The second-harmonic generation (SHG) measurements of the obtained polyamides were carried out by the Maker fringe method using a Q-switched Nd:YAG laser as an exciting beam after corona-poling at various temperatures, indicating that P3 and P4 exhibit an optimum second-order NLO coefficient, d(33), of 8.7 and 16.5 pm/V, respectively.
This article describes the syntheses and second‐order nonlinear optical (NLO) properties of a novel type of polyamides with side‐chain azo‐NLO‐phores. Two kinds of polyamides were prepared by condensation polymerization using 3‐{N‐methyl‐4‐[(4‐methylsulfonylphenyl)azo]anilino}‐1‐propyl 3,5‐diaminobenzoate (DA1) and 5‐(3‐{4‐[4‐(N,N‐dimethylamino)phenylazo]phenyl}sulfonylpropyl)oxyisophthalic acid (IA1) or 5‐(3‐{N‐methyl‐4‐[(4‐methylsulfonylphenyl)azo]anilino}‐1‐propyl)oxyisophthalic acid (IA2). In the side chain of polyamide P3, which was obtained from DA1 and IA1, electron‐donating and electron‐withdrawing groups of the NLO‐phores were alternatingly attached. In the side chain of polyamide P4, which was obtained from DA1 and IA2, electron‐donating groups of all side‐chain NLO‐phores were attached to their backbone. The obtained polyamides exhibit relatively good solubility in common organic solvents and provide optical‐quality films upon spin‐coating. The second‐harmonic generation (SHG) measurements of the obtained polyamides were carried out by the Maker fringe method using a Q‐switched Nd : YAG laser as an exciting beam after corona‐poling at various temperatures, indicating that P3 and P4 exhibit an optimum second‐order NLO coefficient, d33, of 8.7 and 16.5 pm/V, respectively.
Author Abe, Jiro
Shirai, Yasuo
Nemoto, Nobukatsu
Nagase, Yu
Kamiyama, Tomoko
Miyata, Fusae
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  organization: Department of Photo-optical Engineering, Faculty of Engineering, Tokyo Institute of Polytechnics, 1583 Iiyama, Atsugi, Kanagawa 243-0213, Japan
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Issue 10
Keywords POLYESTERS
ACTIVE CHROMOPHORES
MAIN-CHAIN
HIGH-DENSITY
POLYMER
Second harmonic generation
Nylon
Solution polycondensation
Sulfone
Non linear optics
Aromatic polymer
Experimental study
Functional polymer
Azo compound
Side chain
Optical properties
Preparation
Soluble compound
Optical material
Optical absorption
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PublicationYear 1999
Publisher WILEY-VCH Verlag GmbH
WILEY‐VCH Verlag GmbH
Wiley
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WEDER, C (WOS:A1995QQ03800035) 1995; 28
Nemoto, N (WOS:A1996UC28600006) 1996; 29
Miyata, F (WOS:000075520100002) 1998; 199
DALTON, LR (WOS:A1995RD64900006) 1995; 7
NEMOTO, N (WOS:A1995RJ13800013) 1995; 196
BERGERON, RJ (WOS:A1988P085200037) 1988; 53
NALWA HS (WOS:000083050000018.7) 1997
BURLAND, DM (WOS:A1994MX26600003) 1994; 94
YAMAZAKI, N (WOS:A1974S780500002) 1974; 12
Nemoto, N (WOS:A1996VA05700028) 1996; 8
YU, LP (WOS:A1992JT84600008) 1992; 25
JERPHAGNON, J (WOS:A1970G213500038) 1970; 41
LINDSAY GA (WOS:000083050000018.5) 1995; 601
Nemoto, N (WOS:A1997WC94100045) 1997; 9
Nemoto, N (WOS:A1996UM57700005) 1996; 6
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Snippet This article describes the syntheses and second‐order nonlinear optical (NLO) properties of a novel type of polyamides with side‐chain azo‐NLO‐phores. Two...
This article describes the syntheses and second-order nonlinear optical (NLO) properties of a novel type of polyamides with side-chain azo-NLO-phores. Two...
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SubjectTerms Applied sciences
Exact sciences and technology
Organic polymers
Physical Sciences
Physicochemistry of polymers
Polymer Science
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
Science & Technology
Title Novel polyamides for second-order nonlinear optics with side-chain azo-NLO-phores
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