DD269239A5 - Verfahren von orientierten polymermaterialien und verfahren zu ihrer herstellung - Google Patents

Verfahren von orientierten polymermaterialien und verfahren zu ihrer herstellung Download PDF

Info

Publication number: DD269239A5
Authority: DD; German Democratic Republic
Prior art keywords: polymer materials; polymer; polymerization; monomer units; oriented polymer
Prior art date: 1986-07-23

Application number

DD87305249A

Other languages

German (de)

English (en)

Inventor

Dieter Dorsch

Rudolf Eidlenschink

Claus P Herz

Original Assignee

��@��@��k��

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.)

1986-07-23

Filing date

1987-07-22

Publication date

1989-06-21

1987-07-22 Application filed by ��@��@��k�� filed Critical ��@��@��k��

1989-06-21 Publication of DD269239A5 publication Critical patent/DD269239A5/de

Links

238000000034 method Methods 0.000 title claims abstract description 22
239000002861 polymer material Substances 0.000 title claims abstract description 17
230000008569 process Effects 0.000 title claims description 8
238000004519 manufacturing process Methods 0.000 title description 5
239000000178 monomer Substances 0.000 claims abstract description 32
230000003287 optical effect Effects 0.000 claims abstract description 17
125000004122 cyclic group Chemical group 0.000 claims abstract description 12
238000007151 ring opening polymerisation reaction Methods 0.000 claims abstract description 7
238000002360 preparation method Methods 0.000 claims abstract description 6
229920000642 polymer Polymers 0.000 claims description 17
239000000758 substrate Substances 0.000 claims description 8
-1 cyclic ketene acetals Chemical class 0.000 description 12
238000006116 polymerization reaction Methods 0.000 description 12
239000000463 material Substances 0.000 description 7
VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
230000005855 radiation Effects 0.000 description 6
150000003254 radicals Chemical group 0.000 description 5
239000000243 solution Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
230000009471 action Effects 0.000 description 3
239000000654 additive Substances 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
239000012965 benzophenone Substances 0.000 description 3
239000012634 fragment Substances 0.000 description 3
239000003999 initiator Substances 0.000 description 3
150000002894 organic compounds Chemical class 0.000 description 3
238000007142 ring opening reaction Methods 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
229920000106 Liquid crystal polymer Polymers 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
244000028419 Styrax benzoin Species 0.000 description 2
235000000126 Styrax benzoin Nutrition 0.000 description 2
235000008411 Sumatra benzointree Nutrition 0.000 description 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
FZEYVTFCMJSGMP-UHFFFAOYSA-N acridone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3NC2=C1 FZEYVTFCMJSGMP-UHFFFAOYSA-N 0.000 description 2
125000003158 alcohol group Chemical group 0.000 description 2
150000004056 anthraquinones Chemical class 0.000 description 2
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
150000008366 benzophenones Chemical class 0.000 description 2
VYHBFRJRBHMIQZ-UHFFFAOYSA-N bis[4-(diethylamino)phenyl]methanone Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1 VYHBFRJRBHMIQZ-UHFFFAOYSA-N 0.000 description 2
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
235000019382 gum benzoic Nutrition 0.000 description 2
125000005842 heteroatom Chemical group 0.000 description 2
150000002560 ketene acetals Chemical class 0.000 description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 2
150000003003 phosphines Chemical class 0.000 description 2
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 2
239000002904 solvent Substances 0.000 description 2
150000003573 thiols Chemical class 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 1
UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
GVNHOISKXMSMPX-UHFFFAOYSA-N 2-[butyl(2-hydroxyethyl)amino]ethanol Chemical compound CCCCN(CCO)CCO GVNHOISKXMSMPX-UHFFFAOYSA-N 0.000 description 1
OJPDDQSCZGTACX-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)anilino]ethanol Chemical compound OCCN(CCO)C1=CC=CC=C1 OJPDDQSCZGTACX-UHFFFAOYSA-N 0.000 description 1
CRZJPEIBPQWDGJ-UHFFFAOYSA-N 2-chloro-1,1-dimethoxyethane Chemical compound COC(CCl)OC CRZJPEIBPQWDGJ-UHFFFAOYSA-N 0.000 description 1
FPKCTSIVDAWGFA-UHFFFAOYSA-N 2-chloroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3C(=O)C2=C1 FPKCTSIVDAWGFA-UHFFFAOYSA-N 0.000 description 1
ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
BZISNWGGPWSXTK-UHFFFAOYSA-N 3-hydroxypropyl benzoate Chemical compound OCCCOC(=O)C1=CC=CC=C1 BZISNWGGPWSXTK-UHFFFAOYSA-N 0.000 description 1
UGVRJVHOJNYEHR-UHFFFAOYSA-N 4-chlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 UGVRJVHOJNYEHR-UHFFFAOYSA-N 0.000 description 1
BMVWCPGVLSILMU-UHFFFAOYSA-N 5,6-dihydrodibenzo[2,1-b:2',1'-f][7]annulen-11-one Chemical compound C1CC2=CC=CC=C2C(=O)C2=CC=CC=C21 BMVWCPGVLSILMU-UHFFFAOYSA-N 0.000 description 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
230000005697 Pockels effect Effects 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
238000003848 UV Light-Curing Methods 0.000 description 1
BEUGBYXJXMVRFO-UHFFFAOYSA-N [4-(dimethylamino)phenyl]-phenylmethanone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=CC=C1 BEUGBYXJXMVRFO-UHFFFAOYSA-N 0.000 description 1
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
230000001464 adherent effect Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
150000005215 alkyl ethers Chemical class 0.000 description 1
125000000217 alkyl 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
PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
229960002130 benzoin Drugs 0.000 description 1
125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 description 1
CFPRXVGQNOAZPR-UHFFFAOYSA-N benzoyl benzoate;prop-2-enoic acid Chemical compound OC(=O)C=C.C=1C=CC=CC=1C(=O)OC(=O)C1=CC=CC=C1 CFPRXVGQNOAZPR-UHFFFAOYSA-N 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
150000003519 bicyclobutyls Chemical class 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
230000003098 cholesteric effect Effects 0.000 description 1
239000012230 colorless oil Substances 0.000 description 1
238000010276 construction Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
239000012955 diaryliodonium Substances 0.000 description 1
125000005520 diaryliodonium group Chemical group 0.000 description 1
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000005684 electric field Effects 0.000 description 1
230000005672 electromagnetic field Effects 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
150000008376 fluorenones Chemical class 0.000 description 1
UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 1
239000011521 glass Substances 0.000 description 1
230000009477 glass transition Effects 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
238000001093 holography Methods 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
230000010365 information processing Effects 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
230000003993 interaction Effects 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
239000004611 light stabiliser Substances 0.000 description 1
GQYHUHYESMUTHG-UHFFFAOYSA-N lithium niobate Chemical compound [Li+].[O-][Nb](=O)=O GQYHUHYESMUTHG-UHFFFAOYSA-N 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
229920002521 macromolecule Polymers 0.000 description 1
239000006224 matting agent Substances 0.000 description 1
239000012528 membrane Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000000203 mixture Substances 0.000 description 1
229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
235000019796 monopotassium phosphate Nutrition 0.000 description 1
YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
UQKAOOAFEFCDGT-UHFFFAOYSA-N n,n-dimethyloctan-1-amine Chemical compound CCCCCCCCN(C)C UQKAOOAFEFCDGT-UHFFFAOYSA-N 0.000 description 1
UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
URXNVXOMQQCBHS-UHFFFAOYSA-N naphthalene;sodium Chemical compound [Na].C1=CC=CC2=CC=CC=C21 URXNVXOMQQCBHS-UHFFFAOYSA-N 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical compound NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
230000005693 optoelectronics Effects 0.000 description 1
239000006259 organic additive Substances 0.000 description 1
238000010422 painting Methods 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
SCOAVUHOIJMIBW-UHFFFAOYSA-N phenanthrene-1,2-dione Chemical class C1=CC=C2C(C=CC(C3=O)=O)=C3C=CC2=C1 SCOAVUHOIJMIBW-UHFFFAOYSA-N 0.000 description 1
229960000969 phenyl salicylate Drugs 0.000 description 1
NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 description 1
PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
229910000073 phosphorus hydride Inorganic materials 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920006254 polymer film Polymers 0.000 description 1
239000003211 polymerization photoinitiator Substances 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
239000001103 potassium chloride Substances 0.000 description 1
235000011164 potassium chloride Nutrition 0.000 description 1
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
238000007639 printing Methods 0.000 description 1
230000000750 progressive effect Effects 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
150000003333 secondary alcohols Chemical class 0.000 description 1
ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
238000007711 solidification Methods 0.000 description 1
230000008023 solidification Effects 0.000 description 1
238000004528 spin coating Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
235000021286 stilbenes Nutrition 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
238000012719 thermal polymerization Methods 0.000 description 1
150000003609 titanium compounds Chemical class 0.000 description 1
125000005409 triarylsulfonium group Chemical group 0.000 description 1
RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
229910052721 tungsten Inorganic materials 0.000 description 1
239000010937 tungsten Substances 0.000 description 1
238000002604 ultrasonography Methods 0.000 description 1
238000011144 upstream manufacturing Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
150000007964 xanthones Chemical class 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- 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
- 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
- C08G85/00—General processes for preparing compounds provided for in this subclass
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]

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Physics & Mathematics (AREA)
Chemical & Material Sciences (AREA)
Nonlinear Science (AREA)
Polymers & Plastics (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Organic Chemistry (AREA)
Optics & Photonics (AREA)
General Physics & Mathematics (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
Polyethers (AREA)
Treatments Of Macromolecular Shaped Articles (AREA)
Manufacturing Optical Record Carriers (AREA)
Manufacture Of Macromolecular Shaped Articles (AREA)
Eyeglasses (AREA)

DD87305249A 1986-07-23 1987-07-22 Verfahren von orientierten polymermaterialien und verfahren zu ihrer herstellung DD269239A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19863624898 DE3624898A1 (de)	1986-07-23	1986-07-23	Orientierte polymermaterialien

Publications (1)

Publication Number	Publication Date
DD269239A5 true DD269239A5 (de)	1989-06-21

Family

ID=6305800

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD87305249A DD269239A5 (de)	1986-07-23	1987-07-22	Verfahren von orientierten polymermaterialien und verfahren zu ihrer herstellung

Country Status (6)

Country	Link
US (1)	US4822682A (fr)
EP (1)	EP0254178A3 (fr)
JP (1)	JPS6354422A (fr)
KR (1)	KR880001704A (fr)
DD (1)	DD269239A5 (fr)
DE (1)	DE3624898A1 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0129372A3 (fr) *	1983-06-20	1987-04-15	Imperial Chemical Industries Plc	Câble en fibres optiques
US4952640A (en) *	1989-04-21	1990-08-28	Minnesota Mining And Manufacturing Co.	Nonlinear optically active polymers
US5100589A (en) *	1989-12-04	1992-03-31	Lockheed Missiles & Space Company, Inc.	Optical method for altering molecular alignment in selected regions of a non-linear optical polymeric structure
DE59209499D1 (de) *	1991-07-26	1998-10-22	Rolic Ag	Orientierte Photopolymere und Verfahren zu ihrer Herstellung
US5313320A (en) *	1993-03-18	1994-05-17	California Institute Of Technology	Method for aligning side-group liquid-crystalline polymers
CA2217053C (fr) *	1995-04-07	2010-11-30	Mogens Havsteen Jacobsen	Procede d'immobilisation photochimique de ligands a l'aide de quinones
US6531591B1 (en)	1999-07-07	2003-03-11	Exiqon A/S	Synthesis of stable quinone and photoreactive ketone phosphoramidite reagents for solid phase synthesis of photoreactive-oligomer conjugates
FR2880893B1 (fr) *	2005-01-19	2007-10-26	Michelin Soc Tech	Bande de roulement pour pneumatique
JP2008127406A (ja) *	2006-11-16	2008-06-05	Institute Of National Colleges Of Technology Japan	生分解性重合体の合成方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4431263A (en) *	1979-06-25	1984-02-14	University Patents, Inc.	Novel nonlinear optical materials and processes employing diacetylenes
US4536450A (en) *	1980-03-12	1985-08-20	University Patents, Inc.	Nonlinear optical materials and processes employing diacetylenes
US4412059A (en) *	1980-08-20	1983-10-25	Duke University	High modulus cholesteric mesophase polymers

1986
- 1986-07-23 DE DE19863624898 patent/DE3624898A1/de not_active Withdrawn
1987
- 1987-07-14 EP EP87110120A patent/EP0254178A3/fr not_active Withdrawn
- 1987-07-21 KR KR1019870007883A patent/KR880001704A/ko not_active Withdrawn
- 1987-07-22 DD DD87305249A patent/DD269239A5/de not_active IP Right Cessation
- 1987-07-23 US US07/076,818 patent/US4822682A/en not_active Expired - Fee Related
- 1987-07-23 JP JP62182459A patent/JPS6354422A/ja active Pending

Also Published As

Publication number	Publication date
KR880001704A (ko)	1988-04-26
US4822682A (en)	1989-04-18
EP0254178A3 (fr)	1990-04-11
JPS6354422A (ja)	1988-03-08
DE3624898A1 (de)	1988-01-28
EP0254178A2 (fr)	1988-01-27

Legal Events

Date	Code	Title	Description
2001-01-04	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DE60101834T2 (de)	2004-07-01	Polymerisierbare Verbindung, dieselbe enthaltende polymerisierbare Flüssigkristallzusammensetzung und optisch anisotropisches Medium hergestellt aus der Zusammensetzung
DE3752264T2 (de)	1999-12-09	Flüssigkristallines Polymer
DE69808066T2 (de)	2003-02-06	Photopolymerisierbare halofluorinierte acrylate
DE69310442T2 (de)	1997-11-06	Flüssigkristallverbundschicht vom Dispersions-typ, deren Herstellungsverfahren sowie in ihr zu verwendendes Flüssigkristallmaterial
DE2518749C2 (de)	1982-10-21	Fotopolymerisierbare Zusammensetzungen, Verfahren zum Fotopolymerisieren dieser Zusammensetzungen und deren Verwendung
DE19637923A1 (de)	1997-05-22	Lichtempfindliches Material zum Orientieren einer Flüssigkristallvorrichtung und unter Verwendung davon hergestellte Flüssigkristallvorrichtung
WO1997000600A2 (fr)	1997-01-09	Composes de cristaux liquides polymerisables
EP0731084B1 (fr)	2002-09-25	Dérivés naphtyl photoréticulables
DD269239A5 (de)	1989-06-21	Verfahren von orientierten polymermaterialien und verfahren zu ihrer herstellung
DE102009039801A1 (de)	2010-11-25	Polymerisierbare chirale Verbindungen
DE68906968T2 (de)	1994-01-27	Ferroelektrisches Flüssigkristallpolymer und Epoxyd zur Herstellung des Polymers.
DE3340954C2 (de)	1986-07-17	Polymerfilm mit fixierter optischer Reaktion
DE69608882T2 (de)	2000-12-28	Durch energie polymerisierbare mischungen enthaltend cyanatestermanomere oder -oligomere und polyol
DE102009047737A1 (de)	2010-07-01	Epoxyverbindung für ein Flüssigkristallphotoausrichtungsmittel, Flüssigkristallphotoausrichtungsmittel und Flüssigkristallphotoausrichtungsfilm
DE69808883T2 (de)	2003-08-07	Flüssigkristallzusammensetzung und polymerer flüssigkristall erhältlich durch deren polymerisation
DE69217215T2 (de)	1997-06-12	Vernetzte polare Polymere für nichtlineare optische Anwendungen und Verfahren zur Herstellung derselben
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DE69306656T2 (de)	1997-07-10	Polymere mit nichtlinear-optischen Eigenschaften zweiter Ordnung und Verfahren zur Herstellung
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DE69613001T2 (de)	2001-11-08	Temperatur-angepasste verzögerungsschicht
DD283412A5 (de)	1990-10-10	Verwendung von orientierten polymermaterialien und verfahren zu ihrer herstellung
EP0951520B2 (fr)	2006-08-02	Element plat ayant une structure a cristaux cholesteriques
EP0604839A1 (fr)	1994-07-06	Procédé de préparation de couches polymères réticulées à propriété optiques non linéaires et leur utilisation
DE68905563T2 (de)	1993-11-04	Fluessigkristallverbindungen und fluessigkristallpolymere.
EP0290591B1 (fr)	1991-03-13	Matieres a noyaux hexagonaux azotes