DD145916A5 - Verfahren zur herstellung einer fl mmhemmenden oligomeren phosphatesterzusammensetzung - Google Patents
Verfahren zur herstellung einer fl mmhemmenden oligomeren phosphatesterzusammensetzung Download PDFInfo
- Publication number
- DD145916A5 DD145916A5 DD79211924A DD21192479A DD145916A5 DD 145916 A5 DD145916 A5 DD 145916A5 DD 79211924 A DD79211924 A DD 79211924A DD 21192479 A DD21192479 A DD 21192479A DD 145916 A5 DD145916 A5 DD 145916A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- reaction
- temperature
- mixture
- formula
- tris
- Prior art date
Links
- 229910019142 PO4 Inorganic materials 0.000 title claims abstract description 9
- 239000010452 phosphate Substances 0.000 title claims abstract description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title claims abstract description 6
- 239000000203 mixture Substances 0.000 title claims description 38
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 239000003063 flame retardant Substances 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 15
- 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 abstract description 13
- 239000007983 Tris buffer Substances 0.000 claims abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000011968 lewis acid catalyst Substances 0.000 claims abstract description 6
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims abstract description 3
- 150000002118 epoxides Chemical class 0.000 claims abstract 3
- 238000006243 chemical reaction Methods 0.000 claims description 45
- 239000003039 volatile agent Substances 0.000 claims description 10
- -1 phosphate ester Chemical class 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 239000000047 product Substances 0.000 abstract description 29
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract description 12
- 229920005830 Polyurethane Foam Polymers 0.000 abstract description 8
- 239000011496 polyurethane foam Substances 0.000 abstract description 8
- 150000003014 phosphoric acid esters Chemical class 0.000 abstract description 6
- 239000006260 foam Substances 0.000 abstract description 5
- 239000000654 additive Substances 0.000 abstract description 4
- 230000000704 physical effect Effects 0.000 abstract description 3
- 230000002411 adverse Effects 0.000 abstract description 2
- 239000012467 final product Substances 0.000 abstract 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 26
- 239000000460 chlorine Substances 0.000 description 26
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 22
- 238000010992 reflux Methods 0.000 description 11
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 11
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 150000002924 oxiranes Chemical class 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 229910052698 phosphorus Inorganic materials 0.000 description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 239000011574 phosphorus Substances 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- LUVCTYHBTXSAMX-UHFFFAOYSA-N tris(2-chloroethyl) phosphite Chemical compound ClCCOP(OCCCl)OCCCl LUVCTYHBTXSAMX-UHFFFAOYSA-N 0.000 description 6
- 229920000388 Polyphosphate Polymers 0.000 description 5
- 229910004856 P—O—P Inorganic materials 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000001205 polyphosphate Substances 0.000 description 5
- 235000011176 polyphosphates Nutrition 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 5
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 5
- 238000007664 blowing Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000007717 exclusion Effects 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- YAOMHRRYSRRRKP-UHFFFAOYSA-N 1,2-dichloropropyl 2,3-dichloropropyl 3,3-dichloropropyl phosphate Chemical compound ClC(Cl)CCOP(=O)(OC(Cl)C(Cl)C)OCC(Cl)CCl YAOMHRRYSRRRKP-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- 235000011089 carbon dioxide Nutrition 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 229920000137 polyphosphoric acid Polymers 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 239000006261 foam material Substances 0.000 description 2
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- ANHAEBWRQNIPEV-UHFFFAOYSA-N 2-chloroethyl dihydrogen phosphate Chemical compound OP(O)(=O)OCCCl ANHAEBWRQNIPEV-UHFFFAOYSA-N 0.000 description 1
- BXJCEULFBLJODE-UHFFFAOYSA-N 2-chloroethyl dihydrogen phosphite Chemical compound OP(O)OCCCl BXJCEULFBLJODE-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 101100228149 Drosophila melanogaster Trl gene Proteins 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 101100370408 Helicobacter pylori (strain ATCC 700392 / 26695) trl gene Proteins 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- KTULDXDYWXXWCR-UHFFFAOYSA-J [Cl-].[Cl-].[Cl-].[Cl-].Cl.Cl.Cl.[Ti+4] Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].Cl.Cl.Cl.[Ti+4] KTULDXDYWXXWCR-UHFFFAOYSA-J 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012757 flame retardant agent Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- XHTMGDWCCPGGET-UHFFFAOYSA-N tris(3,3-dichloropropyl) phosphate Chemical compound ClC(Cl)CCOP(=O)(OCCC(Cl)Cl)OCCC(Cl)Cl XHTMGDWCCPGGET-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0014—Use of organic additives
- C08J9/0038—Use of organic additives containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/093—Polyol derivatives esterified at least twice by phosphoric acid groups
-
- 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
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/02—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing phosphorus
- C08G79/04—Phosphorus linked to oxygen or to oxygen and carbon
-
- 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
- C08K5/52—Phosphorus bound to oxygen only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Fireproofing Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US89255078A | 1978-04-03 | 1978-04-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
DD145916A5 true DD145916A5 (de) | 1981-01-14 |
Family
ID=25400112
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DD79211924A DD145916A5 (de) | 1978-04-03 | 1979-03-30 | Verfahren zur herstellung einer fl mmhemmenden oligomeren phosphatesterzusammensetzung |
Country Status (8)
Country | Link |
---|---|
EP (1) | EP0004747B1 (da) |
JP (1) | JPS54133799A (da) |
CA (1) | CA1127176A (da) |
DD (1) | DD145916A5 (da) |
DE (1) | DE2962984D1 (da) |
DK (1) | DK136879A (da) |
IL (1) | IL56792A (da) |
ZA (1) | ZA791120B (da) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0421480A1 (en) | 1984-02-27 | 1991-04-10 | Akzo Nobel N.V. | Polyester polyurethane foam for medical support pads |
DE4342972A1 (de) * | 1993-12-16 | 1995-06-22 | Hoechst Ag | Hydroxyalkoxygruppen tragende oligomere Phosphorsäureester, ihre Herstellung und Verwendung |
US6107507A (en) * | 1999-09-10 | 2000-08-22 | Akzo Nobel Nv | Formation of oligomeric organophosphorus compositions with improved color |
US7833441B2 (en) * | 2003-05-09 | 2010-11-16 | Prometheus Developments Limited | Method of producing a polymeric material |
EP3388479A1 (de) * | 2017-04-10 | 2018-10-17 | LANXESS Deutschland GmbH | Poly(alkylenphosphate) mit verringerter hygroskopie |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB942616A (en) * | 1960-09-22 | 1963-11-27 | Pittsburgh Plate Glass Co | Flame retardant polyurethane |
DE1202501B (de) * | 1963-08-08 | 1965-10-07 | Goldschmidt Ag Th | Verfahren zur Herstellung von festen Poly-(chloraethyloxaethylphosphorsaeureestern) durch Erhitzen von Phosphorsaeure-tri-(beta-chloraethylestern) |
GB1158544A (en) * | 1965-08-16 | 1969-07-16 | Ici Ltd | Improvements in or relating to the Manufacture of Polyurethane Foams |
BE790849Q (fr) * | 1970-02-02 | 1973-04-30 | Olin Corp | Nouveaux polyesters phosphoriques halogenes retardateurs d'inflammationet mousse de polyurethanne contenant ces polyesters |
US3896187A (en) * | 1971-07-21 | 1975-07-22 | Stauffer Chemical Co | Poly(haloethyl-ethyleneoxy) phosphoric acid ester polymers |
US3867320A (en) * | 1972-11-29 | 1975-02-18 | Olin Corp | Flame retardant densified polyurethane foam |
US4097559A (en) * | 1975-12-29 | 1978-06-27 | Union Carbide Corporation | Chloroalkyl polyphosphates method for making same |
-
1979
- 1979-03-05 IL IL56792A patent/IL56792A/xx unknown
- 1979-03-07 CA CA322,892A patent/CA1127176A/en not_active Expired
- 1979-03-09 ZA ZA791120A patent/ZA791120B/xx unknown
- 1979-03-26 JP JP3541879A patent/JPS54133799A/ja active Pending
- 1979-03-29 DE DE7979300510T patent/DE2962984D1/de not_active Expired
- 1979-03-29 EP EP79300510A patent/EP0004747B1/en not_active Expired
- 1979-03-30 DD DD79211924A patent/DD145916A5/de unknown
- 1979-04-03 DK DK136879A patent/DK136879A/da not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
DE2962984D1 (en) | 1982-07-22 |
DK136879A (da) | 1979-10-04 |
CA1127176A (en) | 1982-07-06 |
JPS54133799A (en) | 1979-10-17 |
EP0004747A3 (en) | 1979-10-31 |
EP0004747B1 (en) | 1982-06-02 |
IL56792A0 (en) | 1979-05-31 |
ZA791120B (en) | 1980-03-26 |
EP0004747A2 (en) | 1979-10-17 |
IL56792A (en) | 1982-08-31 |
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