DD298940A5 - Mehrstufig haertende kunststoffe - Google Patents

Mehrstufig haertende kunststoffe Download PDF

Info

Publication number: DD298940A5
Authority: DD; German Democratic Republic
Prior art keywords: weight; parts; content; polyaddition; nco
Prior art date: 1989-07-22

Application number

DD90342968A

Other languages

German (de)

English (en)

Inventor

Jens Winkel

Peter Schwabe

Hanns-Peter Mueller

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.)

1989-07-22

Filing date

1990-07-20

Publication date

1992-03-19

1990-07-20 Application filed by ��@��k�� filed Critical ��@��k��

1992-03-19 Publication of DD298940A5 publication Critical patent/DD298940A5/de

Links

229920003023 plastic Polymers 0.000 title claims abstract description 11
239000004033 plastic Substances 0.000 title claims abstract description 11
239000003054 catalyst Substances 0.000 claims description 12
125000001931 aliphatic group Chemical group 0.000 claims description 10
239000004721 Polyphenylene oxide Substances 0.000 claims description 9
229920000570 polyether Polymers 0.000 claims description 9
229920001296 polysiloxane Polymers 0.000 claims description 8
239000000178 monomer Substances 0.000 claims description 7
238000006116 polymerization reaction Methods 0.000 claims description 7
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
238000009833 condensation Methods 0.000 claims description 3
230000005494 condensation Effects 0.000 claims description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 4
239000004202 carbamide Substances 0.000 claims 1
239000000463 material Substances 0.000 abstract description 12
238000004519 manufacturing process Methods 0.000 abstract description 5
239000007788 liquid Substances 0.000 abstract description 3
239000000203 mixture Substances 0.000 description 19
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
239000000047 product Substances 0.000 description 11
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
125000005442 diisocyanate group Chemical group 0.000 description 8
229910052757 nitrogen Inorganic materials 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
125000005370 alkoxysilyl group Chemical group 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
239000005058 Isophorone diisocyanate Substances 0.000 description 5
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
239000002253 acid Substances 0.000 description 5
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 5
-1 methacryloyl Chemical group 0.000 description 5
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
229920002396 Polyurea Polymers 0.000 description 4
150000004985 diamines Chemical class 0.000 description 4
239000000945 filler Substances 0.000 description 4
239000011521 glass Substances 0.000 description 4
238000003756 stirring Methods 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 description 3
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
235000019400 benzoyl peroxide Nutrition 0.000 description 3
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 description 3
229930006711 bornane-2,3-dione Natural products 0.000 description 3
229910052796 boron Inorganic materials 0.000 description 3
239000003638 chemical reducing agent Substances 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
238000001816 cooling Methods 0.000 description 3
STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
239000011256 inorganic filler Substances 0.000 description 3
150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
238000004566 IR spectroscopy Methods 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000003431 cross linking reagent Substances 0.000 description 2
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
MMXKVMNBHPAILY-UHFFFAOYSA-N ethyl laurate Chemical compound CCCCCCCCCCCC(=O)OCC MMXKVMNBHPAILY-UHFFFAOYSA-N 0.000 description 2
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
229910003475 inorganic filler Inorganic materials 0.000 description 2
239000012948 isocyanate Substances 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
229920000193 polymethacrylate Polymers 0.000 description 2
239000004814 polyurethane Substances 0.000 description 2
229920002635 polyurethane Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
239000001294 propane Substances 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000243 solution Substances 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 2
WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
OHKVRIVNMUXAOQ-UHFFFAOYSA-N 1,1-bis(2-methylphenyl)-2,2-diphenylethane-1,2-diol Chemical compound CC1=CC=CC=C1C(O)(C(O)(C=1C=CC=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1C OHKVRIVNMUXAOQ-UHFFFAOYSA-N 0.000 description 1
XMAWUPHYEABFDR-UHFFFAOYSA-N 1,2-bis(4-chlorophenyl)ethane-1,2-dione Chemical compound C1=CC(Cl)=CC=C1C(=O)C(=O)C1=CC=C(Cl)C=C1 XMAWUPHYEABFDR-UHFFFAOYSA-N 0.000 description 1
YNANGXWUZWWFKX-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethane-1,2-dione Chemical compound C1=CC(OC)=CC=C1C(=O)C(=O)C1=CC=C(OC)C=C1 YNANGXWUZWWFKX-UHFFFAOYSA-N 0.000 description 1
HSOOIVBINKDISP-UHFFFAOYSA-N 1-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(CCC)OC(=O)C(C)=C HSOOIVBINKDISP-UHFFFAOYSA-N 0.000 description 1
FWTGTVWNYRCZAI-UHFFFAOYSA-N 1-(2-methylprop-2-enoyloxy)decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCC(OC(=O)C(C)=C)OC(=O)C(C)=C FWTGTVWNYRCZAI-UHFFFAOYSA-N 0.000 description 1
KQMPMWGWJLNKPC-UHFFFAOYSA-N 1-(2-methylprop-2-enoyloxy)dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCC(OC(=O)C(C)=C)OC(=O)C(C)=C KQMPMWGWJLNKPC-UHFFFAOYSA-N 0.000 description 1
OGBWMWKMTUSNKE-UHFFFAOYSA-N 1-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical compound CCCCCC(OC(=O)C(C)=C)OC(=O)C(C)=C OGBWMWKMTUSNKE-UHFFFAOYSA-N 0.000 description 1
XDIIOLIFZDMGHX-UHFFFAOYSA-N 1-(n,3,5-trimethylanilino)propan-2-yl n-methylcarbamate Chemical compound CNC(=O)OC(C)CN(C)C1=CC(C)=CC(C)=C1 XDIIOLIFZDMGHX-UHFFFAOYSA-N 0.000 description 1
LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
JUVSRZCUMWZBFK-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-4-methylanilino]ethanol Chemical compound CC1=CC=C(N(CCO)CCO)C=C1 JUVSRZCUMWZBFK-UHFFFAOYSA-N 0.000 description 1
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
IXXLKTZOCSRXEM-UHFFFAOYSA-N 3-(n-methylanilino)propanenitrile Chemical compound N#CCCN(C)C1=CC=CC=C1 IXXLKTZOCSRXEM-UHFFFAOYSA-N 0.000 description 1
GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
YYVYAPXYZVYDHN-UHFFFAOYSA-N 9,10-phenanthroquinone Chemical compound C1=CC=C2C(=O)C(=O)C3=CC=CC=C3C2=C1 YYVYAPXYZVYDHN-UHFFFAOYSA-N 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical group [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
AMFGWXWBFGVCKG-UHFFFAOYSA-N Panavia opaque Chemical compound C1=CC(OCC(O)COC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OCC(O)COC(=O)C(C)=C)C=C1 AMFGWXWBFGVCKG-UHFFFAOYSA-N 0.000 description 1
AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
235000015278 beef Nutrition 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000007596 consolidation process Methods 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
239000007822 coupling agent Substances 0.000 description 1
229910052906 cristobalite Inorganic materials 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
210000004513 dentition Anatomy 0.000 description 1
239000000975 dye Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
235000019256 formaldehyde Nutrition 0.000 description 1
229960004279 formaldehyde Drugs 0.000 description 1
239000002241 glass-ceramic Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000011874 heated mixture Substances 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000003999 initiator Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
229910052746 lanthanum Inorganic materials 0.000 description 1
FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
239000004611 light stabiliser Substances 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
125000005397 methacrylic acid ester group Chemical group 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
DYFFAVRFJWYYQO-UHFFFAOYSA-N n-methyl-n-phenylaniline Chemical compound C=1C=CC=CC=1N(C)C1=CC=CC=C1 DYFFAVRFJWYYQO-UHFFFAOYSA-N 0.000 description 1
238000007645 offset printing Methods 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000012766 organic filler Substances 0.000 description 1
229920000620 organic polymer Polymers 0.000 description 1
150000002924 oxiranes Chemical class 0.000 description 1
239000003504 photosensitizing agent Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
238000006068 polycondensation reaction Methods 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
230000005855 radiation Effects 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
238000007717 redox polymerization reaction Methods 0.000 description 1
239000011034 rock crystal Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
230000008961 swelling Effects 0.000 description 1
GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
BWSZXUOMATYHHI-UHFFFAOYSA-N tert-butyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(C)(C)C BWSZXUOMATYHHI-UHFFFAOYSA-N 0.000 description 1
150000003513 tertiary aromatic amines Chemical class 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000036346 tooth eruption Effects 0.000 description 1
229910052845 zircon Inorganic materials 0.000 description 1
GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
SXPUVBFQXJHYNS-UHFFFAOYSA-N α-furil Chemical compound C=1C=COC=1C(=O)C(=O)C1=CC=CO1 SXPUVBFQXJHYNS-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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/891—Compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds

Landscapes

Health & Medical Sciences (AREA)
Oral & Maxillofacial Surgery (AREA)
Animal Behavior & Ethology (AREA)
Chemical & Material Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Plastic & Reconstructive Surgery (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Polymers & Plastics (AREA)
Medicinal Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Dental Preparations (AREA)
Polyurethanes Or Polyureas (AREA)
Compositions Of Macromolecular Compounds (AREA)
Polyethers (AREA)
Polymerisation Methods In General (AREA)
Processes Of Treating Macromolecular Substances (AREA)
Shaping Of Tube Ends By Bending Or Straightening (AREA)
Laminated Bodies (AREA)

DD90342968A 1989-07-22 1990-07-20 Mehrstufig haertende kunststoffe DD298940A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE3924308A DE3924308A1 (de)	1989-07-22	1989-07-22	Mehrstufig haertende kunststoffe

Publications (1)

Publication Number	Publication Date
DD298940A5 true DD298940A5 (de)	1992-03-19

Family

ID=6385625

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90342968A DD298940A5 (de)	1989-07-22	1990-07-20	Mehrstufig haertende kunststoffe

Country Status (9)

Country	Link
US (1)	US5095045A (fr)
EP (1)	EP0410199B1 (fr)
JP (1)	JP2807063B2 (fr)
AT (1)	ATE122362T1 (fr)
DD (1)	DD298940A5 (fr)
DE (2)	DE3924308A1 (fr)
DK (1)	DK0410199T3 (fr)
ES (1)	ES2072336T3 (fr)
PT (1)	PT94772B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE10101537A1 (de) *	2001-01-15	2002-08-08	Dentsply Detrey Gmbh	Verfahren zur Herstellung einer polymerisierbaren Dentalzusammensetzung

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2719864B2 (ja) *	1992-03-10	1998-02-25	信越化学工業株式会社	室温硬化性組成物
DE4307024A1 (de) *	1993-03-05	1994-09-08	Muehlbauer Ernst Kg	Kunststoffe mit einem Gehalt an Silan-, Ether-, Urethan- und Harnstoffgruppen
JP3037579B2 (ja) *	1995-03-17	2000-04-24	サンスター技研株式会社	湿気硬化性ポリマー組成物およびその製造法
WO1998018843A1 (fr) *	1996-10-31	1998-05-07	Minnesota Mining And Manufacturing Company	Produits d'etancheite a base de poly(ether-urethane) fonctionnel aloxy-silane durcissables a l'humidite
US5866651A (en) *	1996-10-31	1999-02-02	Minnesota Mining And Manufacturing Company	Hydroxycarbamoylalkoxysilane-based poly(ether-urethane) sealants having improved paint adhesion and laminates prepared therefrom
US6187836B1 (en)	1998-06-05	2001-02-13	3M Innovative Properties Company	Compositions featuring cationically active and free radically active functional groups, and methods for polymerizing such compositions
US6306926B1 (en) *	1998-10-07	2001-10-23	3M Innovative Properties Company	Radiopaque cationically polymerizable compositions comprising a radiopacifying filler, and method for polymerizing same
US6162938A (en)	1998-11-19	2000-12-19	3M Innovative Properties Company	Secondary amine-functional silanes, silane-functional polymers therefrom, and resulting cured polymers
US7005460B2 (en) *	2001-01-25	2006-02-28	Kettenbach Gmbh & Co. Kg	Two-step curable mixer-suitable materials
DE10124029B4 (de) *	2001-05-16	2004-08-26	3M Espe Ag	Initiatorsystem für saure Dentalformulierungen
US20030199605A1 (en) *	2002-04-23	2003-10-23	Fischer Dan E.	Hydrophilic endodontic sealing compositions and methods for using such compositions
US8232362B2 (en) *	2005-09-15	2012-07-31	Momentive Performance Materials Inc.	Preparation of amino-silane terminated polymer by using organic bismuth catalyst and cured polymer therefrom by using non-tin catalyst
US7828550B2 (en) *	2005-09-21	2010-11-09	Ultradent Products, Inc.	Activating endodontic points and dental tools for initiating polymerization of dental compositions
CN101516319B (zh)	2006-09-13	2015-11-25	3M创新有限公司	包含有机凝胶因子的牙科用组合物、产品及方法

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Publication number	Priority date	Publication date	Assignee	Title
DE1745526B2 (de) *	1967-03-16	1980-04-10	Union Carbide Corp., New York, N.Y. (V.St.A.)	Verfahren zur Herstellung vulkanisierbarer, unter wasserfreien Bedingungen beständiger Polymerisate
DE2917754A1 (de) *	1979-05-02	1980-11-13	Wacker Chemie Gmbh	Hydrophile, vernetzte, modifizierte organopolysiloxane verfahren zu ihrer herstellung und ihre verwendung
DE3316851A1 (de) *	1983-05-07	1984-11-08	Bayer Ag, 5090 Leverkusen	Polymerisierbare dentalmassen und hieraus hergestellte dentalformkoerper
DE3636974A1 (de) *	1986-10-30	1988-05-05	Bayer Ag	Poly-(ether-urethan-harnstoff)polyadditionsprodukte, ihre herstellung, abmischung enthaltend diese sowie ihre verwendung als abformmassen
JPH024891A (ja) *	1988-06-21	1990-01-09	Mitsubishi Rayon Co Ltd	歯科用接着剤組成物

1989
- 1989-07-22 DE DE3924308A patent/DE3924308A1/de not_active Withdrawn
1990
- 1990-07-09 US US07/549,783 patent/US5095045A/en not_active Expired - Lifetime
- 1990-07-10 DK DK90113120.1T patent/DK0410199T3/da active
- 1990-07-10 ES ES90113120T patent/ES2072336T3/es not_active Expired - Lifetime
- 1990-07-10 EP EP90113120A patent/EP0410199B1/fr not_active Expired - Lifetime
- 1990-07-10 DE DE59009051T patent/DE59009051D1/de not_active Expired - Fee Related
- 1990-07-10 AT AT90113120T patent/ATE122362T1/de not_active IP Right Cessation
- 1990-07-18 JP JP2188145A patent/JP2807063B2/ja not_active Expired - Fee Related
- 1990-07-19 PT PT94772A patent/PT94772B/pt not_active IP Right Cessation
- 1990-07-20 DD DD90342968A patent/DD298940A5/de not_active IP Right Cessation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE10101537A1 (de) *	2001-01-15	2002-08-08	Dentsply Detrey Gmbh	Verfahren zur Herstellung einer polymerisierbaren Dentalzusammensetzung

Also Published As

Publication number	Publication date
PT94772A (pt)	1991-04-18
US5095045A (en)	1992-03-10
EP0410199A2 (fr)	1991-01-30
EP0410199B1 (fr)	1995-05-10
JPH0366749A (ja)	1991-03-22
EP0410199A3 (en)	1992-02-19
ATE122362T1 (de)	1995-05-15
PT94772B (pt)	1997-04-30
DK0410199T3 (da)	1995-10-02
DE59009051D1 (de)	1995-06-14
JP2807063B2 (ja)	1998-09-30
DE3924308A1 (de)	1991-01-31
ES2072336T3 (es)	1995-07-16

Legal Events

Date	Code	Title	Description
2000-01-20	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DE19961342B4 (de)	2004-02-19	Radikalisch härtbare Urethanpräpolymere und deren Verwendung
EP1237525B1 (fr)	2008-09-03	Materiaux dentaires ameliores
EP0269819B1 (fr)	1993-12-01	Utilisation de produits de polyaddition de polyéther-uréthane-urée comme masse d'empreinte dentaire
DD298940A5 (de)	1992-03-19	Mehrstufig haertende kunststoffe
EP0460478B1 (fr)	1995-11-08	Matériau d'empreinte durcissable par la lumière
EP1222220B1 (fr)	2003-08-13	Charge pour formulations de matiere plastique a base de polyurethane
DE2357324B2 (de)	1979-07-12	Härtbare Zementmischung für dentale Zwecke
EP0195224B1 (fr)	1990-09-26	Procédé de préparation de dents ou parties dentaires artificielles et matériau dentaire approprié stable au stockage
EP0664999A1 (fr)	1995-08-02	Utilisation de compositions thermodurcissables comme matériaux dentaires
DE69621500T2 (de)	2003-01-23	Polymerisierbare Zusammensetzung
DE102021113777A1 (de)	2022-12-01	Thiolurethan-Gruppen enthaltende polymerisierbare Zusammensetzung
DE10208395B4 (de)	2004-03-25	(Meth)acrylatsubstituierte Iminooxadiazindion-Derivate
EP0262488B1 (fr)	1990-06-06	Masse de remplissage organique réactive et son usage
EP0687280B1 (fr)	1997-06-04	Matieres plastiques contenant des groupes silane, ether, urethanne et uree et leur utilisation comme compositions dentaires
DE4439769B4 (de)	2005-02-10	Kunststoffe mit einem Gehalt an Silan-, Ether- und Urethangruppen und ihre Verwendung als Abformmassen
EP1340484B1 (fr)	2005-08-03	Matériaux dentaires à base de dérivés d' iminooxadiazindione
DE2462271A1 (de)	1976-09-09	Dentale formkoerper
DE4005231A1 (de)	1991-08-22	Dentalwerkstoffe

DD298940A5 - Mehrstufig haertende kunststoffe - Google Patents

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Applications Claiming Priority (1)

Publications (1)

Family

ID=6385625

Family Applications (1)

Country Status (9)

Cited By (1)

Families Citing this family (14)

Family Cites Families (5)

Cited By (1)

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