IL96471A - Nonlinear optical materials of polymers - Google Patents

Nonlinear optical materials of polymers

Info

Publication number: IL96471A
Authority: IL; Israel
Prior art keywords: curing agent; nonlinear optical; group; compound; polymer
Prior art date: 1989-11-27

Application number

IL9647190A

Other languages

English (en)

Hebrew (he)

Other versions

IL96471A0 (en

Original Assignee

Dow Chemical Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1989-11-27

Filing date

1990-11-26

Publication date

1994-08-26

1990-11-26 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1991-08-16 Publication of IL96471A0 publication Critical patent/IL96471A0/xx

1994-08-26 Publication of IL96471A publication Critical patent/IL96471A/en

Links

230000003287 optical effect Effects 0.000 title claims description 102
239000000463 material Substances 0.000 title claims description 67
239000003795 chemical substances by application Substances 0.000 claims description 84
239000000203 mixture Substances 0.000 claims description 60
150000001875 compounds Chemical class 0.000 claims description 55
239000010408 film Substances 0.000 claims description 44
125000006575 electron-withdrawing group Chemical group 0.000 claims description 35
238000000034 method Methods 0.000 claims description 34
239000004593 Epoxy Substances 0.000 claims description 32
239000000758 substrate Substances 0.000 claims description 28
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 27
125000003118 aryl group Chemical group 0.000 claims description 24
230000005684 electric field Effects 0.000 claims description 23
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 22
230000008569 process Effects 0.000 claims description 20
239000004215 Carbon black (E152) Substances 0.000 claims description 16
229930195733 hydrocarbon Natural products 0.000 claims description 16
230000004044 response Effects 0.000 claims description 16
-1 glycidyl amines Chemical class 0.000 claims description 15
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 13
229910052757 nitrogen Inorganic materials 0.000 claims description 12
125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
150000001412 amines Chemical class 0.000 claims description 11
239000003054 catalyst Substances 0.000 claims description 11
150000002430 hydrocarbons Chemical class 0.000 claims description 11
125000001931 aliphatic group Chemical group 0.000 claims description 10
150000002118 epoxides Chemical group 0.000 claims description 10
229910052739 hydrogen Inorganic materials 0.000 claims description 10
239000001257 hydrogen Substances 0.000 claims description 10
229930185605 Bisphenol Natural products 0.000 claims description 8
125000004432 carbon atom Chemical group C* 0.000 claims description 8
239000007795 chemical reaction product Substances 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 8
150000004982 aromatic amines Chemical group 0.000 claims description 7
230000001747 exhibiting effect Effects 0.000 claims description 7
239000000047 product Substances 0.000 claims description 7
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 6
125000001183 hydrocarbyl group Chemical group 0.000 claims description 6
150000002460 imidazoles Chemical class 0.000 claims description 5
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 5
238000000137 annealing Methods 0.000 claims description 4
230000000379 polymerizing effect Effects 0.000 claims description 4
150000003512 tertiary amines Chemical class 0.000 claims description 4
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 3
150000001408 amides Chemical class 0.000 claims description 3
150000008064 anhydrides Chemical class 0.000 claims description 3
150000004714 phosphonium salts Chemical class 0.000 claims description 3
150000003568 thioethers Chemical class 0.000 claims description 3
150000003868 ammonium compounds Chemical class 0.000 claims description 2
239000000835 fiber Substances 0.000 claims description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
239000002245 particle Substances 0.000 claims 1
229920000642 polymer Polymers 0.000 description 95
229920000647 polyepoxide Polymers 0.000 description 27
239000003822 epoxy resin Substances 0.000 description 25
230000000694 effects Effects 0.000 description 16
230000010287 polarization Effects 0.000 description 14
238000006243 chemical reaction Methods 0.000 description 12
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 12
238000002156 mixing Methods 0.000 description 12
239000010453 quartz Substances 0.000 description 12
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
239000000126 substance Substances 0.000 description 12
229920005989 resin Polymers 0.000 description 9
239000011347 resin Substances 0.000 description 9
MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 8
230000006870 function Effects 0.000 description 8
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238000004132 cross linking Methods 0.000 description 7
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238000006116 polymerization reaction Methods 0.000 description 7
230000005855 radiation Effects 0.000 description 7
239000000376 reactant Substances 0.000 description 7
125000001424 substituent group Chemical group 0.000 description 7
ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 6
230000009477 glass transition Effects 0.000 description 6
LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 5
125000003700 epoxy group Chemical group 0.000 description 5
239000010409 thin film Substances 0.000 description 5
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 4
230000015556 catabolic process Effects 0.000 description 4
238000007872 degassing Methods 0.000 description 4
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239000002904 solvent Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
239000000987 azo dye Substances 0.000 description 3
229940106691 bisphenol a Drugs 0.000 description 3
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238000010168 coupling process Methods 0.000 description 3
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239000012467 final product Substances 0.000 description 3
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AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 3
239000000178 monomer Substances 0.000 description 3
229920003986 novolac Polymers 0.000 description 3
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229920006254 polymer film Polymers 0.000 description 3
239000000243 solution Substances 0.000 description 3
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
FOQABOMYTOFLPZ-ISLYRVAYSA-N Disperse Red 1 Chemical compound C1=CC(N(CCO)CC)=CC=C1\N=N\C1=CC=C([N+]([O-])=O)C=C1 FOQABOMYTOFLPZ-ISLYRVAYSA-N 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
238000009835 boiling Methods 0.000 description 2
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
238000000576 coating method Methods 0.000 description 2
238000004891 communication Methods 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
238000000280 densification Methods 0.000 description 2
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 2
238000004090 dissolution Methods 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
239000004843 novolac epoxy resin Substances 0.000 description 2
239000005011 phenolic resin Substances 0.000 description 2
235000013824 polyphenols Nutrition 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
238000012545 processing Methods 0.000 description 2
230000009467 reduction Effects 0.000 description 2
238000011160 research Methods 0.000 description 2
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
125000006850 spacer group Chemical group 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 0.000 description 2
VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 2
229920001187 thermosetting polymer Polymers 0.000 description 2
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
IYVYLVCVXXCYRI-UHFFFAOYSA-N 1-propylimidazole Chemical compound CCCN1C=CN=C1 IYVYLVCVXXCYRI-UHFFFAOYSA-N 0.000 description 1
VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
UDUIXTLELNXEBY-UHFFFAOYSA-N 2-[(4-nitrophenyl)diazenyl]aniline Chemical compound NC1=CC=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1 UDUIXTLELNXEBY-UHFFFAOYSA-N 0.000 description 1
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
XTTIQGSLJBWVIV-UHFFFAOYSA-N 2-methyl-4-nitroaniline Chemical compound CC1=CC([N+]([O-])=O)=CC=C1N XTTIQGSLJBWVIV-UHFFFAOYSA-N 0.000 description 1
VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
ZRYCRPNCXLQHPN-UHFFFAOYSA-N 3-hydroxy-2-methylbenzaldehyde Chemical compound CC1=C(O)C=CC=C1C=O ZRYCRPNCXLQHPN-UHFFFAOYSA-N 0.000 description 1
YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 1
TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 1
JBRZTFJDHDCESZ-UHFFFAOYSA-N AsGa Chemical compound [As]#[Ga] JBRZTFJDHDCESZ-UHFFFAOYSA-N 0.000 description 1
229940123208 Biguanide Drugs 0.000 description 1
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
229910001218 Gallium arsenide Inorganic materials 0.000 description 1
230000005374 Kerr effect Effects 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
239000004642 Polyimide Substances 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
CKUAXEQHGKSLHN-UHFFFAOYSA-N [C].[N] Chemical group [C].[N] CKUAXEQHGKSLHN-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000004913 activation Effects 0.000 description 1
239000011149 active material Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
125000003282 alkyl amino group Chemical group 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
238000013459 approach Methods 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
230000008901 benefit Effects 0.000 description 1
KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 description 1
150000004283 biguanides Chemical class 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
239000004841 bisphenol A epoxy resin Substances 0.000 description 1
238000004364 calculation method Methods 0.000 description 1
CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical group C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000007906 compression Methods 0.000 description 1
239000004020 conductor Substances 0.000 description 1
230000021615 conjugation Effects 0.000 description 1
238000012937 correction Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
238000003618 dip coating Methods 0.000 description 1
230000005672 electromagnetic field Effects 0.000 description 1
230000005670 electromagnetic radiation Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
JDVIRCVIXCMTPU-UHFFFAOYSA-N ethanamine;trifluoroborane Chemical compound CCN.FB(F)F JDVIRCVIXCMTPU-UHFFFAOYSA-N 0.000 description 1
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
230000005669 field effect Effects 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
229940091173 hydantoin Drugs 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
230000006872 improvement Effects 0.000 description 1
239000012535 impurity Substances 0.000 description 1
230000003993 interaction Effects 0.000 description 1
230000001678 irradiating effect Effects 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000007788 liquid Substances 0.000 description 1
GQYHUHYESMUTHG-UHFFFAOYSA-N lithium niobate Chemical compound [Li+].[O-][Nb](=O)=O GQYHUHYESMUTHG-UHFFFAOYSA-N 0.000 description 1
230000007774 longterm Effects 0.000 description 1
229920002521 macromolecule Polymers 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
230000015654 memory Effects 0.000 description 1
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VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
230000010355 oscillation Effects 0.000 description 1
AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
125000000466 oxiranyl group Chemical group 0.000 description 1
NRNFFDZCBYOZJY-UHFFFAOYSA-N p-quinodimethane Chemical class C=C1C=CC(=C)C=C1 NRNFFDZCBYOZJY-UHFFFAOYSA-N 0.000 description 1
235000020030 perry Nutrition 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
238000000053 physical method Methods 0.000 description 1
229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
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239000002952 polymeric resin Substances 0.000 description 1
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WYOHGPUPVHHUGO-UHFFFAOYSA-K potassium;oxygen(2-);titanium(4+);phosphate Chemical compound [O-2].[K+].[Ti+4].[O-]P([O-])([O-])=O WYOHGPUPVHHUGO-UHFFFAOYSA-K 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
238000011002 quantification Methods 0.000 description 1
150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
230000008521 reorganization Effects 0.000 description 1
239000004065 semiconductor Substances 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000004528 spin coating Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
238000000859 sublimation Methods 0.000 description 1
230000008022 sublimation Effects 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
230000001360 synchronised effect Effects 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
238000010998 test method Methods 0.000 description 1
GFZMLBWMGBLIDI-UHFFFAOYSA-M tetrabutylphosphanium;acetate Chemical compound CC([O-])=O.CCCC[P+](CCCC)(CCCC)CCCC GFZMLBWMGBLIDI-UHFFFAOYSA-M 0.000 description 1
BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
239000012815 thermoplastic material Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
230000001960 triggered effect Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/504—Amines containing an atom other than nitrogen belonging to the amine group, carbon and hydrogen
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5033—Amines aromatic
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/35—Non-linear optics
- G02F1/355—Non-linear optics characterised by the materials used
- G02F1/361—Organic materials
- G02F1/3615—Organic materials containing polymers

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Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Physics & Mathematics (AREA)
Nonlinear Science (AREA)
General Physics & Mathematics (AREA)
Optics & Photonics (AREA)
Epoxy Resins (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

IL9647190A 1989-11-27 1990-11-26 Nonlinear optical materials of polymers IL96471A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US44178389A	1989-11-27	1989-11-27

Publications (2)

Publication Number	Publication Date
IL96471A0 IL96471A0 (en)	1991-08-16
IL96471A true IL96471A (en)	1994-08-26

Family

ID=23754266

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL9647190A IL96471A (en)	1989-11-27	1990-11-26	Nonlinear optical materials of polymers

Country Status (8)

Country	Link
EP (1)	EP0436115A3 (fr)
JP (1)	JPH03179431A (fr)
KR (1)	KR910009776A (fr)
BR (1)	BR9006150A (fr)
CA (1)	CA2030878A1 (fr)
IL (1)	IL96471A (fr)
MX (1)	MX170857B (fr)
MY (1)	MY105844A (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6429023B1 (en)	1998-07-20	2002-08-06	Shayda Technologies, Inc.	Biosensors with polymeric optical waveguides
US6661942B1 (en)	1998-07-20	2003-12-09	Trans Photonics, Llc	Multi-functional optical switch (optical wavelength division multiplexer/demultiplexer, add-drop multiplexer and inter-connect device) and its methods of manufacture
EP1067406A1 (fr) *	1999-07-01	2001-01-10	Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V.	Matière synthéthique pour substrat d'articles optiques
WO2002033005A2 (fr)	2000-10-19	2002-04-25	Trans Photonics, L.L.C.	Nouveaux composants chromophoriques polyaryl-substitues
KR100973068B1 (ko) *	2009-10-19	2010-07-29	(주)신명세이프티	채널 사인
WO2019210229A1 (fr)	2018-04-27	2019-10-31	SK Hynix Inc.	Métrologie optique non linéaire polarisée par champ utilisant une source de décharge corona
WO2024015777A1 (fr)	2022-07-12	2024-01-18	Femtometrix, Inc.	Procédé et appareil pour des mesures shg et de dépôt par effet corona simultanées, non invasives, non intrusives et non mises à la terre

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB907844A (fr) *		1900-01-01
FR2636745B1 (fr) *	1988-09-16	1990-11-09	Rhone Poulenc Chimie	Polymeres et materiaux les contenant, actifs en optique non lineaire, procedes de fabrication de ces polymeres et materiaux et dispositif optoelectrique les contenant

1990
- 1990-11-23 MY MYPI90002074A patent/MY105844A/en unknown
- 1990-11-26 IL IL9647190A patent/IL96471A/en unknown
- 1990-11-26 JP JP2318204A patent/JPH03179431A/ja active Pending
- 1990-11-26 EP EP19900122549 patent/EP0436115A3/en not_active Withdrawn
- 1990-11-26 CA CA002030878A patent/CA2030878A1/fr not_active Abandoned
- 1990-11-26 KR KR1019900019209A patent/KR910009776A/ko not_active Withdrawn
- 1990-11-26 MX MX023480A patent/MX170857B/es unknown
- 1990-11-27 BR BR909006150A patent/BR9006150A/pt not_active Application Discontinuation

Also Published As

Publication number	Publication date
JPH03179431A (ja)	1991-08-05
EP0436115A3 (en)	1992-01-29
MX170857B (es)	1993-09-20
IL96471A0 (en)	1991-08-16
KR910009776A (ko)	1991-06-28
EP0436115A2 (fr)	1991-07-10
BR9006150A (pt)	1991-09-24
CA2030878A1 (fr)	1991-05-28
MY105844A (en)	1995-01-30

Legal Events

Date	Code	Title	Description
1997-01-10	KB	Patent renewed

Publication	Publication Date	Title
US5112934A (en)	1992-05-12	Epoxy polymeric nonolinear optical materials based on glycidyl amines
Eich et al.	1989	Novel second‐order nonlinear optical polymers via chemical cross‐linking‐induced vitrification under electric field
Chen et al.	1992	Thermosetting polyurethanes with stable and large second-order optical nonlinearity
Teraoka et al.	1991	Stability of nonlinear optical characteristics and dielectric relaxations of poled amorphous polymers with main‐chain chromophores
EP0265921A2 (fr)	1988-05-04	Dispositifs optiques non linéaires
US5676883A (en)	1997-10-14	Silicon-containing networked non-linear optical compositions
Yu et al.	1992	Thermally curable second‐order nonlinear‐optical polymer
Reck et al.	1990	Crosslinked epoxy polymers with large and stable nonlinear optical susceptibilities
US5279870A (en)	1994-01-18	Cured epoxy resins exhibiting nonlinear optical properties
IL96471A (en)	1994-08-26	Nonlinear optical materials of polymers
EP0477665B1 (fr)	1994-11-23	Résines époxy réticulées à propriétés optiques non linéaires
US5266365A (en)	1993-11-30	Epoxy polymeric nonlinear optical materials
US5080764A (en)	1992-01-14	Novel polymeric nonlinear optical materials from anisotropic dipolar monomers
US5173546A (en)	1992-12-22	Nonlinear optical materials
US5273793A (en)	1993-12-28	Nonlinear optical materials
US5273792A (en)	1993-12-28	Cured epoxy resins exhibiting second-order nonlinear optical response
US5532320A (en)	1996-07-02	Second order nonlinear optical interpenetrating polymer networks
Ahumada et al.	1997	Electro-optical properties of waveguides based on a main-chain nonlinear optical polyamide
EP0477666B1 (fr)	1995-06-28	Epoxy-résines réticulées à propriétés optiques non-linéaires
Aramaki et al.	1994	Cross-linked poled polymer: Poling and thermal stability
Lee et al.	1991	The effect of physical aging on the time-decay behavior of second harmonic generation activity in a poled polymer film
US5420172A (en)	1995-05-30	Cross-linked epoxy resins having non-linear optical properties
Ollier et al.	2017	Epoxy‐Based Azopolymers with Enhanced Photoresponsive Properties Obtained by Cationic Homopolymerization
Schrader et al.	1998	New chromophores and polymers for second-order nonlinear optics
Tomono et al.	1993	Phase-matched second harmonic generations in poled polymer films based on poly (methyl methacrylate) containing a p-aminophenyl-cyclobutenedione moiety as the side chains