BE656687A - - Google Patents

Info

Publication number: BE656687A
Authority: BE; Belgium
Prior art keywords: sep; organic compounds; compounds; phosphorus; process according
Prior art date: 1963-12-06

Application number

BE656687A

Other languages

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.)

1963-12-06

Filing date

1964-12-04

Publication date

1965-06-04

1964-12-04 Application filed filed Critical

1965-06-04 Publication of BE656687A publication Critical patent/BE656687A/nl

Links

150000001875 compounds Chemical class 0.000 claims description 33
239000004033 plastic Substances 0.000 claims description 29
229920003023 plastic Polymers 0.000 claims description 29
238000000034 method Methods 0.000 claims description 15
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
150000002894 organic compounds Chemical class 0.000 claims description 11
239000011574 phosphorus Substances 0.000 claims description 11
229910052698 phosphorus Inorganic materials 0.000 claims description 11
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 10
230000008569 process Effects 0.000 claims description 10
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 9
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 9
229910052794 bromium Inorganic materials 0.000 claims description 9
238000006116 polymerization reaction Methods 0.000 claims description 8
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 7
NYKRTKYIPKOPLK-UHFFFAOYSA-N 1-bromo-2-dichlorophosphoryloxyethane Chemical compound ClP(Cl)(=O)OCCBr NYKRTKYIPKOPLK-UHFFFAOYSA-N 0.000 claims description 6
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 6
238000006243 chemical reaction Methods 0.000 claims description 5
229920001225 polyester resin Polymers 0.000 claims description 5
239000004645 polyester resin Substances 0.000 claims description 5
239000002253 acid Substances 0.000 claims description 4
239000001294 propane Substances 0.000 claims description 4
229920001169 thermoplastic Polymers 0.000 claims description 4
125000005999 2-bromoethyl group Chemical group 0.000 claims description 3
239000000654 additive Substances 0.000 claims description 3
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 2
229910019142 PO4 Inorganic materials 0.000 claims description 2
239000003054 catalyst Substances 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical class 0.000 claims description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
239000010452 phosphate Substances 0.000 claims description 2
239000011247 coating layer Substances 0.000 claims 1
239000000178 monomer Substances 0.000 description 15
239000000203 mixture Substances 0.000 description 14
-1 for example Chemical class 0.000 description 9
150000003014 phosphoric acid esters Chemical class 0.000 description 9
229920006305 unsaturated polyester Polymers 0.000 description 7
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
229920002521 macromolecule Polymers 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
150000001298 alcohols Chemical class 0.000 description 4
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
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
150000001735 carboxylic acids Chemical class 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
239000003063 flame retardant Substances 0.000 description 3
230000005012 migration Effects 0.000 description 3
238000013508 migration Methods 0.000 description 3
230000000704 physical effect Effects 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
239000002904 solvent Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
RYQZUUXLWFMPMN-UHFFFAOYSA-N 1-bromo-2-dibromophosphoryloxyethane Chemical compound P(=O)(OCCBr)(Br)Br RYQZUUXLWFMPMN-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
150000008064 anhydrides Chemical class 0.000 description 2
230000008901 benefit Effects 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000000470 constituent Substances 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
239000002994 raw material Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000011347 resin Substances 0.000 description 2
239000000243 solution Substances 0.000 description 2
ZLYYJUJDFKGVKB-OWOJBTEDSA-N (e)-but-2-enedioyl dichloride Chemical compound ClC(=O)\C=C\C(Cl)=O ZLYYJUJDFKGVKB-OWOJBTEDSA-N 0.000 description 1
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
KYPYTERUKNKOLP-UHFFFAOYSA-N Tetrachlorobisphenol A Chemical compound C=1C(Cl)=C(O)C(Cl)=CC=1C(C)(C)C1=CC(Cl)=C(O)C(Cl)=C1 KYPYTERUKNKOLP-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
230000002159 abnormal effect Effects 0.000 description 1
230000009471 action Effects 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
238000005452 bending Methods 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
239000000975 dye Substances 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000945 filler Substances 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
230000008520 organization Effects 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000515 polycarbonate Polymers 0.000 description 1
239000004417 polycarbonate Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000010791 quenching Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
238000012360 testing method Methods 0.000 description 1
MQAYPFVXSPHGJM-UHFFFAOYSA-M trimethyl(phenyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)C1=CC=CC=C1 MQAYPFVXSPHGJM-UHFFFAOYSA-M 0.000 description 1
MRZBKLJABMRXPR-UHFFFAOYSA-N tris(2,2-dichloroethyl) phosphate Chemical compound ClC(Cl)COP(=O)(OCC(Cl)Cl)OCC(Cl)Cl MRZBKLJABMRXPR-UHFFFAOYSA-N 0.000 description 1

Classifications

- 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
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
- 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
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Polymers & Plastics (AREA)
Medicinal Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Wood Science & Technology (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Polyesters Or Polycarbonates (AREA)
Compositions Of Macromolecular Compounds (AREA)

BE656687A 1963-12-06 1964-12-04 BE656687A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DEC0031600		1963-12-06

Publications (1)

Publication Number	Publication Date
BE656687A true BE656687A (fr)	1965-06-04

Family

ID=7019904

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
BE656687A BE656687A (fr)	1963-12-06	1964-12-04

Country Status (2)

Country	Link
BE (1)	BE656687A (fr)
NL (2)	NL6411549A (fr)

0
- NL NL125179D patent/NL125179C/xx active
1964
- 1964-10-02 NL NL6411549A patent/NL6411549A/xx unknown
- 1964-12-04 BE BE656687A patent/BE656687A/nl unknown

Also Published As

Publication number	Publication date
NL6411549A (fr)	1965-06-07
NL125179C (fr)

Publication	Publication Date	Title
US3256226A (en)	1966-06-14	Hydroxy polyether polyesters having terminal ethylenically unsaturated groups
US4127590A (en)	1978-11-28	Phosphorus-containing compounds
US4157436A (en)	1979-06-05	Phosphorus-containing polyesters
US4033936A (en)	1977-07-05	Process for the manufacture of flame retarding linear polyesters
US2808390A (en)	1957-10-01	Interpolyesters from aromatic dibasic acids and omega-hydroxyalkyl esters of carbonic acid
JPS59202240A (ja)	1984-11-16	難燃性熱可塑性樹脂組成物
JPS6349692B2 (fr)	1988-10-05
JPS6126658A (ja)	1986-02-05	一対の熱可塑性ポリエステルを基剤とする組成物
US3361846A (en)	1968-01-02	Phenolic phosphate and phosphite esters as stabilizers for saturated polyester resins
TW316918B (fr)	1997-10-01
US5322883A (en)	1994-06-21	Thermoplastic polyester with reduced flammability
JPS6096619A (ja)	1985-05-30	リン‐改質ポリエステルカーボネート樹脂
US4086208A (en)	1978-04-25	Flame resistant polyesters
JPH026768B2 (fr)	1990-02-13
DE102009037631A1 (de)	2011-02-17	Phosphorhaltiges Flammschutzmittel
DE2533578A1 (de)	1976-02-19	Lichtstabilisierte polyesterharzzusammensetzungen
KR970701756A (ko)	1997-04-12	방염성 재생 폴리에스테르 공중합체(flame-retardant recycled polyester copolymers)
JPS595141B2 (ja)	1984-02-02	樹脂組成物
BE656687A (fr)	1965-06-04
US2675367A (en)	1954-04-13	Bis(4-beta-hydroxyalkoxyphenyl) ketones and polyesters prepared therefrom
CN102264795B (zh)	2014-03-12	制备聚酯树脂的方法
US2332898A (en)	1943-10-26	Synthetic composition comprising hydrolyzed, acetalized, and/or ketalized copolymers of vinyl esters and unsaturated alkyd resins
JP3557792B2 (ja)	2004-08-25	樹脂組成物
US3150208A (en)	1964-09-22	Polyesters containing terminally located phosphonate groups and resinous compositions formed therefrom
US2902469A (en)	1959-09-01	Linear polyesters