DE1061066B - Waermehaertbare Formmasse auf Grundlage ungesaettigter Polyesterharzmassen - Google Patents
Waermehaertbare Formmasse auf Grundlage ungesaettigter PolyesterharzmassenInfo
- Publication number
- DE1061066B DE1061066B DEA27076A DEA0027076A DE1061066B DE 1061066 B DE1061066 B DE 1061066B DE A27076 A DEA27076 A DE A27076A DE A0027076 A DEA0027076 A DE A0027076A DE 1061066 B DE1061066 B DE 1061066B
- Authority
- DE
- Germany
- Prior art keywords
- phosphonate
- chloromethyl
- parts
- molding compound
- unsaturated
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 title claims description 22
- 238000000465 moulding Methods 0.000 title claims description 21
- 229920001187 thermosetting polymer Polymers 0.000 title claims description 11
- 229920006337 unsaturated polyester resin Polymers 0.000 title description 9
- -1 hydrocarbon radicals Chemical class 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 15
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- 238000005266 casting Methods 0.000 claims description 8
- 150000003008 phosphonic acid esters Chemical class 0.000 claims description 7
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 229920000728 polyester Polymers 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 5
- 229920000180 alkyd Polymers 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 2
- AXCMXINIMYODDY-UHFFFAOYSA-N OP(OC(Cl)Cl)=O Chemical compound OP(OC(Cl)Cl)=O AXCMXINIMYODDY-UHFFFAOYSA-N 0.000 claims 1
- BHVCLFYZJLCTGA-UHFFFAOYSA-N P(OCC)(OCCl)=O Chemical compound P(OCC)(OCCl)=O BHVCLFYZJLCTGA-UHFFFAOYSA-N 0.000 claims 1
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- 239000011152 fibreglass Substances 0.000 claims 1
- 239000001530 fumaric acid Substances 0.000 claims 1
- 239000005340 laminated glass Substances 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 239000002685 polymerization catalyst Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 description 17
- 239000011347 resin Substances 0.000 description 17
- 239000000047 product Substances 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid Substances 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 229920001225 polyester resin Polymers 0.000 description 5
- 239000004645 polyester resin Substances 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000006188 syrup Substances 0.000 description 4
- 235000020357 syrup Nutrition 0.000 description 4
- YKMUHKQSUBZERU-UHFFFAOYSA-N 1-[chloromethyl(propoxy)phosphoryl]oxypropane Chemical compound CCCOP(=O)(CCl)OCCC YKMUHKQSUBZERU-UHFFFAOYSA-N 0.000 description 3
- 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 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000003063 flame retardant Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 238000004383 yellowing Methods 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 2
- 125000004344 phenylpropyl group Chemical group 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000011342 resin composition Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- 229920006305 unsaturated polyester Polymers 0.000 description 2
- DOXOAUCOLUGCQX-UHFFFAOYSA-N 1-[bromomethyl(ethoxy)phosphoryl]oxyethane Chemical compound CCOP(=O)(CBr)OCC DOXOAUCOLUGCQX-UHFFFAOYSA-N 0.000 description 1
- DSAYAFZWRDYBQY-UHFFFAOYSA-N 2,5-dimethylhexa-1,5-diene Chemical group CC(=C)CCC(C)=C DSAYAFZWRDYBQY-UHFFFAOYSA-N 0.000 description 1
- QEOHJVNDENHRCH-VOTSOKGWSA-N 2,6-Dimethyl-3,7-octadiene-2,6-diol Chemical compound CC(C)(O)\C=C\CC(C)(O)C=C QEOHJVNDENHRCH-VOTSOKGWSA-N 0.000 description 1
- LGMLUCHPIGNIFN-UHFFFAOYSA-N C(CCC)ClCCCC Chemical compound C(CCC)ClCCCC LGMLUCHPIGNIFN-UHFFFAOYSA-N 0.000 description 1
- LEIQHSRZEJELKG-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)ClCCCCCCCCCCCCCCCCCC Chemical compound C(CCCCCCCCCCCCCCCCC)ClCCCCCCCCCCCCCCCCCC LEIQHSRZEJELKG-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- JZUFWDPUKDDQBZ-UHFFFAOYSA-N OP(OC(Br)Br)=O Chemical compound OP(OC(Br)Br)=O JZUFWDPUKDDQBZ-UHFFFAOYSA-N 0.000 description 1
- MYDHIXONLNSOQT-UHFFFAOYSA-N OP(OCF)=O Chemical compound OP(OCF)=O MYDHIXONLNSOQT-UHFFFAOYSA-N 0.000 description 1
- VYHCCEKWJYJGHE-UHFFFAOYSA-N P(O)(OCCl)=O Chemical compound P(O)(OCCl)=O VYHCCEKWJYJGHE-UHFFFAOYSA-N 0.000 description 1
- JUMHLCACCACEOZ-UHFFFAOYSA-N P(O)(OCI)=O Chemical compound P(O)(OCI)=O JUMHLCACCACEOZ-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 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
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 description 1
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- KOMSQTMQKWSQDW-UHFFFAOYSA-N ethyl 5-methyl-1,2-oxazole-4-carboxylate Chemical compound CCOC(=O)C=1C=NOC=1C KOMSQTMQKWSQDW-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ABTNKPAZMOYEAS-UHFFFAOYSA-N oxo-bis(prop-2-enoxy)phosphanium Chemical compound C=CCO[P+](=O)OCC=C ABTNKPAZMOYEAS-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- MHZDONKZSXBOGL-UHFFFAOYSA-N propyl dihydrogen phosphate Chemical compound CCCOP(O)(O)=O MHZDONKZSXBOGL-UHFFFAOYSA-N 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- 229940124543 ultraviolet light absorber Drugs 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 125000005023 xylyl group Chemical group 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
- C08K5/5333—Esters of phosphonic acids
- C08K5/5337—Esters of phosphonic acids containing also halogens
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US588620A US2877204A (en) | 1956-06-01 | 1956-06-01 | Flame resistant polyester composition containing a halogenated phosphonate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1061066B true DE1061066B (de) | 1959-07-09 |
Family
ID=24354607
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEA27076A Pending DE1061066B (de) | 1956-06-01 | 1957-05-02 | Waermehaertbare Formmasse auf Grundlage ungesaettigter Polyesterharzmassen |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2877204A (enExample) |
| BE (1) | BE557811A (enExample) |
| DE (1) | DE1061066B (enExample) |
| FR (1) | FR1209887A (enExample) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1115015B (de) * | 1959-07-24 | 1961-10-12 | Bayer Ag | Verfahren zur Herstellung von phosphor- und halogenhaltigen, flammfesten, lichtbestaendigen Polymeri-sationsprodukten |
| DE1122252B (de) * | 1959-07-17 | 1962-01-18 | Bayer Ag | Verfahren zur Herstellung von phosphor- und halogenhaltigen geformten Kunstoffen mit hoher Flammfestigkeit auf der Grundlage von ungesaettigten Polyestern |
| DE1133123B (de) * | 1960-09-23 | 1962-07-12 | Bayer Ag | Verfahren zum Herstellen von phosphor- und halogenhaltigen Formteilen |
| DE1186211B (de) * | 1961-07-22 | 1965-01-28 | Kalk Chemische Fabrik Gmbh | Verfahren zum Herstellen flammfester Formteile durch Aushaerten von Polyester-Formmassen |
| DE1194851B (de) * | 1961-05-17 | 1965-06-16 | Ciba Geigy | Verfahren zur Herstellung von neuen halogen-haltigen organischen Phosphorverbindungen |
| DE1203464B (de) * | 1961-06-22 | 1965-10-21 | Kalk Chemische Fabrik Gmbh | Verfahren zum Herstellen von Formteilen aus Polyester-Formmassen |
| FR2378066A1 (fr) * | 1977-01-25 | 1978-08-18 | Vistron Corp | Polyesters bromes stabilises |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3097184A (en) * | 1958-05-31 | 1963-07-09 | Hoechst Ag | Modified, phosphorus-containing polyester resins and process for preparing same |
| BE582680A (enExample) * | 1958-09-30 | |||
| DE1128146B (de) * | 1959-03-21 | 1962-04-19 | Basf Ag | Verfahren zur Herstellung von phosphorhaltigen Polymerisaten und Mischpolymerisaten |
| US3003996A (en) * | 1959-05-20 | 1961-10-10 | Eastman Kodak Co | Poly-alpha-olefin compositions containing synergistic stabilizer combination |
| US3037951A (en) * | 1959-07-21 | 1962-06-05 | Moore Benjamin & Co | Intumescing, water resistant fire retardant compositions comprising at least one water-insoluble metal metaphosphate, a polypentaerythritol, and a water insoluble aminoplast resin |
| NL280017A (enExample) * | 1961-06-24 | |||
| US3150208A (en) * | 1961-07-25 | 1964-09-22 | Rohm & Haas | Polyesters containing terminally located phosphonate groups and resinous compositions formed therefrom |
| US3406153A (en) * | 1962-05-16 | 1968-10-15 | Du Pont | Process of producing polyethylene terephthalate |
| DE1188813B (de) * | 1963-04-02 | 1965-03-11 | Huels Chemische Werke Ag | Verfahren zur katalytischen Polymerisation von ungesaettigten, polymerisierbaren Verbindungen |
| US3432472A (en) * | 1963-10-30 | 1969-03-11 | Eastman Kodak Co | Dyeable polymers |
| US3547878A (en) * | 1968-07-01 | 1970-12-15 | American Cyanamid Co | Synergistic flame-retardant compositions containing diels-alder adducts and phosphorous compounds |
| US3676393A (en) * | 1968-10-14 | 1972-07-11 | Goodyear Tire & Rubber | Polyesters stabilized by phosphorus compounds |
| DE2013547C3 (de) * | 1969-05-19 | 1974-02-14 | Toyama Chemical Co., Ltd., Tokio | Verwendung von organischen Phosphorsiliciumverbindungen als flammhemmende Mittel |
| US3692867A (en) * | 1971-03-10 | 1972-09-19 | Allied Chem | Filament comprising a polymer blend of polyester and polyanide containing an organic phosphorus compound |
| US4024206A (en) * | 1975-11-19 | 1977-05-17 | Vistron Corporation | Stabilized brominated polyesters |
| DE2708447A1 (de) * | 1976-03-06 | 1977-09-08 | Ciba Geigy Ag | Flammhemmende polymerzusammensetzungen |
| DE3311832A1 (de) * | 1983-03-31 | 1984-10-04 | Röhm GmbH, 6100 Darmstadt | Flammhemmend ausgeruestete polymethylmethacrylat-formmasse |
| US6784234B2 (en) * | 1998-10-07 | 2004-08-31 | General Electric Company | High performance plastic pallets |
| CN115093707A (zh) * | 2022-06-29 | 2022-09-23 | 苏州沃尔兴电子科技有限公司 | 一种防凝露防火密封材料及其制备方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2586884A (en) * | 1947-10-11 | 1952-02-26 | Victor Chemical Works | Copolymers of di beta, gamma unsaturated alkenyl alpha, beta unsaturated alkenylphosphonates with unsaturated alkyd resins |
| US2586885A (en) * | 1947-10-11 | 1952-02-26 | Victor Chemical Works | Copolymers of beta, gamma unsaturated alkenyl esters of aryl phosphonic acid with unsaturated alkyd resins |
| FR1112432A (fr) * | 1953-09-22 | 1956-03-14 | Victor Chemical Works | Perfectionnements aux phosphonates de dialkényl bêta- carboxyalkyl alkane et à leurs polymères et copolymères |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2714100A (en) * | 1952-08-05 | 1955-07-26 | Victor Chemical Works | Diallyl monochloromethanephosphonate and polymers |
| US2682522A (en) * | 1952-09-10 | 1954-06-29 | Eastman Kodak Co | Process for preparing polymeric organo-phosphonates |
-
1956
- 1956-06-01 US US588620A patent/US2877204A/en not_active Expired - Lifetime
-
1957
- 1957-05-02 DE DEA27076A patent/DE1061066B/de active Pending
- 1957-05-10 FR FR1209887D patent/FR1209887A/fr not_active Expired
- 1957-05-25 BE BE557811A patent/BE557811A/xx unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2586884A (en) * | 1947-10-11 | 1952-02-26 | Victor Chemical Works | Copolymers of di beta, gamma unsaturated alkenyl alpha, beta unsaturated alkenylphosphonates with unsaturated alkyd resins |
| US2586885A (en) * | 1947-10-11 | 1952-02-26 | Victor Chemical Works | Copolymers of beta, gamma unsaturated alkenyl esters of aryl phosphonic acid with unsaturated alkyd resins |
| FR1112432A (fr) * | 1953-09-22 | 1956-03-14 | Victor Chemical Works | Perfectionnements aux phosphonates de dialkényl bêta- carboxyalkyl alkane et à leurs polymères et copolymères |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1122252B (de) * | 1959-07-17 | 1962-01-18 | Bayer Ag | Verfahren zur Herstellung von phosphor- und halogenhaltigen geformten Kunstoffen mit hoher Flammfestigkeit auf der Grundlage von ungesaettigten Polyestern |
| DE1115015B (de) * | 1959-07-24 | 1961-10-12 | Bayer Ag | Verfahren zur Herstellung von phosphor- und halogenhaltigen, flammfesten, lichtbestaendigen Polymeri-sationsprodukten |
| DE1133123B (de) * | 1960-09-23 | 1962-07-12 | Bayer Ag | Verfahren zum Herstellen von phosphor- und halogenhaltigen Formteilen |
| DE1194851B (de) * | 1961-05-17 | 1965-06-16 | Ciba Geigy | Verfahren zur Herstellung von neuen halogen-haltigen organischen Phosphorverbindungen |
| DE1203464B (de) * | 1961-06-22 | 1965-10-21 | Kalk Chemische Fabrik Gmbh | Verfahren zum Herstellen von Formteilen aus Polyester-Formmassen |
| DE1186211B (de) * | 1961-07-22 | 1965-01-28 | Kalk Chemische Fabrik Gmbh | Verfahren zum Herstellen flammfester Formteile durch Aushaerten von Polyester-Formmassen |
| FR2378066A1 (fr) * | 1977-01-25 | 1978-08-18 | Vistron Corp | Polyesters bromes stabilises |
Also Published As
| Publication number | Publication date |
|---|---|
| US2877204A (en) | 1959-03-10 |
| FR1209887A (fr) | 1960-03-04 |
| BE557811A (enExample) | 1957-11-25 |
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