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 in | Macromolecular chemistry and physics Vol. 200; no. 10; pp. 2309 - 2319 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Weinheim
WILEY-VCH Verlag GmbH
01.10.1999
WILEY‐VCH Verlag GmbH Wiley |
Subjects | |
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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. |
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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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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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References | STENGERSMITH, JD (WOS:A1993MC58800003) 1993; 31 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 |
References_xml | – volume: 7 start-page: 1060 year: 1995 ident: WOS:A1995RD64900006 article-title: SYNTHESIS AND PROCESSING OF IMPROVED ORGANIC 2ND-ORDER NONLINEAR-OPTICAL MATERIALS FOR APPLICATIONS IN PHOTONICS publication-title: CHEMISTRY OF MATERIALS contributor: fullname: DALTON, LR – volume: 199 start-page: 1465 year: 1998 ident: WOS:000075520100002 article-title: Polyamides alternately substituted with an aliphatic cyclic moiety and an NLO-phore for second-order nonlinear optics publication-title: MACROMOLECULAR CHEMISTRY AND PHYSICS contributor: fullname: Miyata, F – volume: 601 year: 1995 ident: WOS:000083050000018.5 publication-title: ACS S SER contributor: fullname: LINDSAY GA – volume: 12 start-page: 185 year: 1974 ident: WOS:A1974S780500002 article-title: STUDIES ON REACTIONS OF N-PHOSPHONIUM SALTS OF PYRIDINES .8. PREPARATION OF POLYAMIDES BY MEANS OF DIPHENYL PHOSPHITE IN PYRIDINE publication-title: JOURNAL OF POLYMER SCIENCE PART C-POLYMER LETTERS contributor: fullname: YAMAZAKI, N – volume: 196 start-page: 2237 year: 1995 ident: WOS:A1995RJ13800013 article-title: ORIENTATIONAL BEHAVIOR OF SIDE-CHAIN LIQUID-CRYSTALLINE POLYSILOXANES DEDUCED FROM MEASUREMENTS OF 2ND-HARMONIC GENERATION publication-title: MACROMOLECULAR CHEMISTRY AND PHYSICS contributor: fullname: NEMOTO, N – volume: 8 start-page: 1527 year: 1996 ident: WOS:A1996VA05700028 article-title: Polyamides for nonlinear optics containing second-order NLO-phores with high density publication-title: CHEMISTRY OF MATERIALS contributor: fullname: Nemoto, N – volume: 94 start-page: 31 year: 1994 ident: WOS:A1994MX26600003 article-title: 2ND-ORDER NONLINEARITY IN POLED-POLYMER SYSTEMS publication-title: CHEMICAL REVIEWS contributor: fullname: BURLAND, DM – volume: 41 start-page: 1667 year: 1970 ident: WOS:A1970G213500038 article-title: MAKER FRINGES - A DETAILED COMPARISON OF THEORY AND EXPERIMENT FOR ISOTROPIC AND UNIAXIAL CRYSTALS publication-title: JOURNAL OF APPLIED PHYSICS contributor: fullname: JERPHAGNON, J – volume: 9 start-page: 304 year: 1997 ident: WOS:A1997WC94100045 article-title: Polyamides for nonlinear optics: Side-chain all donor-attached NLO-phores versus side-chain alternating donor-attached and acceptor-attached NLO-phores publication-title: CHEMISTRY OF MATERIALS contributor: fullname: Nemoto, N – volume: 6 start-page: 711 year: 1996 ident: WOS:A1996UM57700005 article-title: Novel optically transparent polyesters containing a high density of second-order non-linear optically active chromophores publication-title: JOURNAL OF MATERIALS CHEMISTRY contributor: fullname: Nemoto, N – volume: 31 start-page: 2899 year: 1993 ident: WOS:A1993MC58800003 article-title: MAIN-CHAIN, SYNDIOREGIC, HIGH-GLASS TRANSITION-TEMPERATURE POLYMER FOR NONLINEAR OPTICS - SYNTHESIS AND CHARACTERIZATION publication-title: JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY contributor: fullname: STENGERSMITH, JD – year: 1997 ident: WOS:000083050000018.7 publication-title: NONLINEAR OPTICS ORG contributor: fullname: NALWA HS – volume: 25 start-page: 5609 year: 1992 ident: WOS:A1992JT84600008 article-title: SYNTHESIS AND CHARACTERIZATION OF A THERMALLY CURABLE 2ND-ORDER NONLINEAR OPTICAL POLYMER publication-title: MACROMOLECULES contributor: fullname: YU, LP – volume: 53 start-page: 3108 year: 1988 ident: WOS:A1988P085200037 article-title: REAGENTS FOR THE STEPWISE FUNCTIONALIZATION OF SPERMINE publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: BERGERON, RJ – volume: 29 start-page: 2365 year: 1996 ident: WOS:A1996UC28600006 article-title: Novel types of polyesters containing second-order nonlinear optically active chromophores with high density publication-title: MACROMOLECULES contributor: fullname: Nemoto, N – volume: 28 start-page: 2377 year: 1995 ident: WOS:A1995QQ03800035 article-title: ORIENTATIONAL RELAXATION IN ELECTRIC-FIELD-POLED FILMS FROM MAIN-CHAIN NONLINEAR-OPTICAL POLYAMIDES publication-title: MACROMOLECULES contributor: fullname: WEDER, C |
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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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StartPage | 2309 |
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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