NO771067L - Halogenholdige umettede bisestere samt polymerisater og kopolymerisater p} basis av disse estere. - Google Patents

Halogenholdige umettede bisestere samt polymerisater og kopolymerisater p} basis av disse estere.

Info

Publication number: NO771067L
Authority: NO; Norway
Prior art keywords: formula; esters; bisacrylate; bromine; ether
Prior art date: 1976-03-26

Application number

NO771067A

Other languages

English (en)

Norwegian (no)

Inventor

Egon Norbert Petersen

Norbert Vollkommer

Georg Blumenfeld

Hermann Richtzenhain

Wilhelm Vogt

Original Assignee

Dynamit Nobel Ag

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.)

1976-03-26

Filing date

1977-03-25

Publication date

1977-09-27

1977-03-25 Application filed by Dynamit Nobel Ag filed Critical Dynamit Nobel Ag

1977-09-27 Publication of NO771067L publication Critical patent/NO771067L/no

Links

150000002148 esters Chemical class 0.000 title claims description 30
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 30
229920000642 polymer Polymers 0.000 claims description 22
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 21
229910052794 bromium Inorganic materials 0.000 claims description 21
238000006116 polymerization reaction Methods 0.000 claims description 20
239000003063 flame retardant Substances 0.000 claims description 16
238000000034 method Methods 0.000 claims description 16
125000001246 bromo group Chemical group Br* 0.000 claims description 15
239000004033 plastic Substances 0.000 claims description 14
229920003023 plastic Polymers 0.000 claims description 14
239000000460 chlorine Substances 0.000 claims description 13
229910052801 chlorine Inorganic materials 0.000 claims description 13
RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
229920001577 copolymer Polymers 0.000 claims description 12
239000000178 monomer Substances 0.000 claims description 11
150000001875 compounds Chemical class 0.000 claims description 10
230000015572 biosynthetic process Effects 0.000 claims description 9
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 8
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 8
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 8
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 8
125000001309 chloro group Chemical group Cl* 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 8
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
239000002253 acid Substances 0.000 claims description 7
239000003112 inhibitor Substances 0.000 claims description 7
230000008569 process Effects 0.000 claims description 6
150000001447 alkali salts Chemical class 0.000 claims description 5
239000002798 polar solvent Substances 0.000 claims description 5
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
238000007493 shaping process Methods 0.000 claims description 4
238000003786 synthesis reaction Methods 0.000 claims description 4
150000001298 alcohols Chemical group 0.000 claims description 3
-1 ether alcohols Chemical class 0.000 claims description 3
238000010526 radical polymerization reaction Methods 0.000 claims description 3
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
150000002170 ethers Chemical class 0.000 claims description 2
150000002334 glycols Chemical class 0.000 claims description 2
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical group CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
238000006243 chemical reaction Methods 0.000 description 25
239000000243 solution Substances 0.000 description 23
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
238000002844 melting Methods 0.000 description 18
230000008018 melting Effects 0.000 description 18
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 16
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 11
229920005989 resin Polymers 0.000 description 10
239000011347 resin Substances 0.000 description 10
239000003513 alkali Substances 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 8
238000002360 preparation method Methods 0.000 description 8
239000000126 substance Substances 0.000 description 8
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
238000007334 copolymerization reaction Methods 0.000 description 6
230000000694 effects Effects 0.000 description 6
239000000203 mixture Substances 0.000 description 6
239000000047 product Substances 0.000 description 6
238000001953 recrystallisation Methods 0.000 description 6
238000003756 stirring Methods 0.000 description 6
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 5
239000007864 aqueous solution Substances 0.000 description 5
150000002367 halogens Chemical class 0.000 description 5
239000002904 solvent Substances 0.000 description 5
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
229910001854 alkali hydroxide Inorganic materials 0.000 description 4
150000008044 alkali metal hydroxides Chemical class 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
239000001530 fumaric acid Substances 0.000 description 4
238000010992 reflux Methods 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
229920006337 unsaturated polyester resin Polymers 0.000 description 4
QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-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
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
241000428199 Mustelinae Species 0.000 description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
150000001252 acrylic acid derivatives Chemical class 0.000 description 3
235000019400 benzoyl peroxide Nutrition 0.000 description 3
238000012512 characterization method Methods 0.000 description 3
238000001816 cooling Methods 0.000 description 3
238000001914 filtration Methods 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
229920001519 homopolymer Polymers 0.000 description 3
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
239000011976 maleic acid Substances 0.000 description 3
150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
239000012452 mother liquor Substances 0.000 description 3
239000003505 polymerization initiator Substances 0.000 description 3
239000002244 precipitate Substances 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
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
UJTHMGMWSSOKMD-UHFFFAOYSA-N [4-(prop-2-enoyloxymethyl)phenyl]methyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=C(COC(=O)C=C)C=C1 UJTHMGMWSSOKMD-UHFFFAOYSA-N 0.000 description 2
SYKNUAWMBRIEKB-UHFFFAOYSA-N [Cl].[Br] Chemical group [Cl].[Br] SYKNUAWMBRIEKB-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
230000008901 benefit Effects 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
238000005266 casting Methods 0.000 description 2
230000008859 change Effects 0.000 description 2
238000005660 chlorination reaction Methods 0.000 description 2
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
238000001035 drying Methods 0.000 description 2
238000006253 efflorescence Methods 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000000945 filler Substances 0.000 description 2
239000000499 gel Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
238000002955 isolation Methods 0.000 description 2
125000005397 methacrylic acid ester group Chemical group 0.000 description 2
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
150000002825 nitriles Chemical class 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
239000000843 powder Substances 0.000 description 2
230000002028 premature Effects 0.000 description 2
206010037844 rash Diseases 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
238000000926 separation method Methods 0.000 description 2
230000007306 turnover Effects 0.000 description 2
230000004580 weight loss Effects 0.000 description 2
PFEFOYRSMXVNEL-UHFFFAOYSA-N 2,4,6-tritert-butylphenol Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 PFEFOYRSMXVNEL-UHFFFAOYSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
CAUZPKXGWLCQJX-UHFFFAOYSA-N C(C(=C)C)(=O)OC(C1=CC(=CC=C1)C(Cl)(Cl)OC(C(=C)C)=O)(Cl)Cl Chemical compound C(C(=C)C)(=O)OC(C1=CC(=CC=C1)C(Cl)(Cl)OC(C(=C)C)=O)(Cl)Cl CAUZPKXGWLCQJX-UHFFFAOYSA-N 0.000 description 1
GSJJGQZEFCJFPH-UHFFFAOYSA-N C(C=C)(=O)OC(C1=CC(=CC=C1)C(Cl)(Cl)OC(C=C)=O)(Cl)Cl Chemical compound C(C=C)(=O)OC(C1=CC(=CC=C1)C(Cl)(Cl)OC(C=C)=O)(Cl)Cl GSJJGQZEFCJFPH-UHFFFAOYSA-N 0.000 description 1
PMVSDNDAUGGCCE-TYYBGVCCSA-L Ferrous fumarate Chemical compound [Fe+2].[O-]C(=O)\C=C\C([O-])=O PMVSDNDAUGGCCE-TYYBGVCCSA-L 0.000 description 1
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
GEPKEOMRSGYOIR-UHFFFAOYSA-N [2,3,5,6-tetrachloro-4-(prop-2-enoyloxymethyl)phenyl]methyl prop-2-enoate Chemical compound ClC1=C(Cl)C(COC(=O)C=C)=C(Cl)C(Cl)=C1COC(=O)C=C GEPKEOMRSGYOIR-UHFFFAOYSA-N 0.000 description 1
125000005396 acrylic acid ester group Chemical group 0.000 description 1
239000000654 additive Substances 0.000 description 1
125000003158 alcohol group Chemical group 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
238000005452 bending Methods 0.000 description 1
GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical class C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
238000010276 construction Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
238000010616 electrical installation Methods 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
239000003999 initiator Substances 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
230000005012 migration Effects 0.000 description 1
238000013508 migration Methods 0.000 description 1
239000011259 mixed solution Substances 0.000 description 1
125000001297 nitrogen containing inorganic group Chemical group 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
229920000620 organic polymer Polymers 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
125000003703 phosphorus containing inorganic group Chemical group 0.000 description 1
239000003495 polar organic solvent Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
238000011417 postcuring Methods 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
235000019394 potassium persulphate Nutrition 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000003825 pressing Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
230000005855 radiation Effects 0.000 description 1
238000006479 redox reaction Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
238000004901 spalling Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
230000003685 thermal hair damage Effects 0.000 description 1
238000012719 thermal polymerization Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
125000006839 xylylene group Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K21/00—Fireproofing materials
- C09K21/14—Macromolecular materials
- 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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F20/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K21/00—Fireproofing materials
- C09K21/06—Organic materials
- C09K21/08—Organic materials containing halogen
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S260/00—Chemistry of carbon compounds
- Y10S260/24—Flameproof

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Compositions Of Macromolecular Compounds (AREA)
Fireproofing Substances (AREA)

NO771067A 1976-03-26 1977-03-25 Halogenholdige umettede bisestere samt polymerisater og kopolymerisater p} basis av disse estere. NO771067L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE2612843A DE2612843B2 (de)	1976-03-26	1976-03-26	Bis-acrylester und Bis-methacrylester, Verfahren zur Herstellung dieser Verbindungen und deren Verwendung

Publications (1)

Publication Number	Publication Date
NO771067L true NO771067L (no)	1977-09-27

Family

ID=5973465

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO771067A NO771067L (no)	1976-03-26	1977-03-25	Halogenholdige umettede bisestere samt polymerisater og kopolymerisater p} basis av disse estere.

Country Status (15)

Country	Link
US (2)	US4149008A (de)
JP (1)	JPS52116430A (de)
AT (1)	AT350536B (de)
BE (1)	BE852844A (de)
CA (1)	CA1107293A (de)
DE (1)	DE2612843B2 (de)
DK (1)	DK134177A (de)
ES (1)	ES457190A1 (de)
FR (1)	FR2345421A1 (de)
GB (1)	GB1566614A (de)
IT (1)	IT1115914B (de)
NL (1)	NL7703266A (de)
NO (1)	NO771067L (de)
SE (1)	SE7703390L (de)
SU (1)	SU619109A3 (de)

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ATE46178T1 (de) *	1984-04-04	1989-09-15	Hoechst Ag	Umsetzungsprodukt von olefinisch ungesaettigten verbindungen mit wasserstoffaktiven verbindungen, verfahren zu dessen herstellung und darauf basierende 2-komponentenlacke.
CA1248531A (en) *	1984-04-17	1989-01-10	Jeffrey C. Watkins	4-substituted piperazine-2-carboxylic acids
DE3632215A1 (de) *	1986-09-23	1988-03-24	Dentaire Ivoclar Ets	Reaktiver organischer fuellstoff sowie dessen verwendung
FR2608614B1 (fr) *	1986-12-19	1989-03-10	Poudres & Explosifs Ste Nale	Composition solide thermoplastique radioreticulable et produits durcissables obtenus avec cette composition
IL86604A (en) *	1988-06-02	1994-01-25	Bromine Compounds Ltd	Flame-retardant preparations containing pentbromobenzyl acrylate or the reaction products in place of the acrylate
US4906713A (en) *	1989-01-31	1990-03-06	E. I. Du Pont De Nemours And Company	"Acrylic" ladder polymers
US6353061B1 (en)	1993-05-26	2002-03-05	Dentsply Gmbh	α, ω-methacrylate terminated macromonomer compounds
US6369164B1 (en)	1993-05-26	2002-04-09	Dentsply G.M.B.H.	Polymerizable compounds and compositions
US5998499A (en)	1994-03-25	1999-12-07	Dentsply G.M.B.H.	Liquid crystalline (meth)acrylate compounds, composition and method
CA2146816A1 (en)	1994-04-22	1995-10-23	Joachim E. Klee	Process and composition for preparing a dental polymer product
GB9714632D0 (en) *	1997-07-12	1997-09-17	Ici Plc	Process for the production of methyl methacrylate
CN113372927B (zh) *	2020-03-09	2022-12-13	江苏和成显示科技有限公司	包含可聚合化合物的液晶组合物和液晶显示器件
CN113372924B (zh) *	2020-03-09	2023-05-23	江苏和成显示科技有限公司	可聚合化合物及其液晶组合物和液晶显示器件
CN113372925B (zh) *	2020-03-09	2022-12-09	江苏和成显示科技有限公司	液晶组合物及其液晶显示器件
CN113372926B (zh) *	2020-03-09	2022-12-16	江苏和成显示科技有限公司	包含可聚合化合物的液晶组合物和液晶显示器件
CN113372928B (zh) *	2020-03-09	2022-12-13	江苏和成显示科技有限公司	包含可聚合化合物的液晶组合物和液晶显示器件

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US3225002A (en)	1961-02-17	1965-12-21	Pittsburgh Plate Glass Co	Diesters of terminally unsaturated monocarboxylic acids and halophenoxymethyl, alkane diols
US3277053A (en)	1965-06-07	1966-10-04	Eastman Kodak Co	Flame and heat resistant polymeric materials containing 2-(bromophenoxy or chlorophenoxy)ethyl and/or propyl acrylates and/or methacrylates
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1976
- 1976-03-26 DE DE2612843A patent/DE2612843B2/de not_active Ceased
1977
- 1977-03-22 GB GB12118/77A patent/GB1566614A/en not_active Expired
- 1977-03-23 US US05/780,577 patent/US4149008A/en not_active Expired - Lifetime
- 1977-03-23 SU SU772462811A patent/SU619109A3/ru active
- 1977-03-24 JP JP3275777A patent/JPS52116430A/ja active Pending
- 1977-03-24 FR FR7708882A patent/FR2345421A1/fr not_active Withdrawn
- 1977-03-24 BE BE176088A patent/BE852844A/xx unknown
- 1977-03-24 IT IT48639/77A patent/IT1115914B/it active
- 1977-03-24 SE SE7703390A patent/SE7703390L/xx unknown
- 1977-03-25 NO NO771067A patent/NO771067L/no unknown
- 1977-03-25 CA CA274,816A patent/CA1107293A/en not_active Expired
- 1977-03-25 DK DK134177A patent/DK134177A/da unknown
- 1977-03-25 ES ES457190A patent/ES457190A1/es not_active Expired
- 1977-03-25 AT AT210877A patent/AT350536B/de not_active IP Right Cessation
- 1977-03-25 NL NL7703266A patent/NL7703266A/xx not_active Application Discontinuation
1979
- 1979-07-19 US US06/059,091 patent/US4284732A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
ATA210877A (de)	1978-11-15
US4284732A (en)	1981-08-18
US4149008A (en)	1979-04-10
ES457190A1 (es)	1978-08-16
DE2612843A1 (de)	1977-09-29
SU619109A3 (ru)	1978-08-05
DK134177A (da)	1977-09-27
BE852844A (fr)	1977-07-18
SE7703390L (sv)	1977-09-27
AT350536B (de)	1979-06-11
GB1566614A (en)	1980-05-08
IT1115914B (it)	1986-02-10
FR2345421A1 (fr)	1977-10-21
NL7703266A (nl)	1977-09-28
JPS52116430A (de)	1977-09-29
DE2612843B2 (de)	1979-10-31
CA1107293A (en)	1981-08-18

Publication	Publication Date	Title
NO771067L (no)	1977-09-27	Halogenholdige umettede bisestere samt polymerisater og kopolymerisater p} basis av disse estere.
US4128709A (en)	1978-12-05	Acrylate-based polymers and their use as flameproofing agents
JPH04308559A (ja)	1992-10-30	不飽和フェノン誘導体及び触圧接着剤としてのそれらの使用
JPH055843B2 (de)	1993-01-25
US4211730A (en)	1980-07-08	Acrylate-based polymers and copolymers and their use as flameproofing agents
JPS58217501A (ja)	1983-12-17	新規共重合体
US3362935A (en)	1968-01-09	Vinylphenyl-perfluoroalkyl-propane-diones and polymers derived therefrom
DE2527802B2 (de)	1978-06-01	Polymerisate und Copolymerisate auf der Basis von Pentabrombenzylacrylat oder Tetrabromxylylendiacrylat
JPH02182707A (ja)	1990-07-17	難燃性トリアリル・イソシアヌレートプレポリマーの製造方法
US3679649A (en)	1972-07-25	Polyvinyl alcohol esterification in n-methyl-2-pyrrolidone
JPS6155120A (ja)	1986-03-19	新規シアノアリ−ルエ−テル重合体およびその製造法
US4218370A (en)	1980-08-19	Azo monomer useful in polymerization systems
JPS6227082B2 (de)	1987-06-12
SU633468A3 (ru)	1978-11-15	Спомоб получени тетрабромксилиленбис (мет) акрилата
US3057829A (en)	1962-10-09	Copolymers of diallyl barbituric acids and vinyl monomers
SU747850A1 (ru)	1980-07-15	2,2-Ди/4-( -окси- метакрилокси) пропокси-3,5-дибромфенил/ -пропан в качестве полимеризационноспособного антипирена
AT362936B (de)	1981-06-25	Verfahren zur herstellung von neuen polymerisaten und copolymerisaten
JP3649477B2 (ja)	2005-05-18	透明耐熱性樹脂
US3609130A (en)	1971-09-28	Polymer and process of making same
DE2543746C2 (de)	1987-04-23	Verfahren zur Herstellung von Polymerisaten und Copolymerisaten auf der Basis von Tetrabromxylylendiacrylat sowie substituierter Acrylate
US4039735A (en)	1977-08-02	Homopolymers and copolymers of tetrachloroethoxyethyl esters and method for their preparation
JPH03185009A (ja)	1991-08-13	不飽和極性化合物及びオレフィンから交互共重合体を製造する方法
US4087600A (en)	1978-05-02	Polymers of tetrachloroethyl esters of unsaturated organic acids, and the method for their preparation
JPH0665311A (ja)	1994-03-08	ポリビニルアセタール樹脂の製造方法
JPS59230020A (ja)	1984-12-24	硬化可能な樹脂の製法