IL89104A - A method for producing compounds that contain an affinity bond and flame retardants that contain them - Google Patents

A method for producing compounds that contain an affinity bond and flame retardants that contain them

Info

Publication number: IL89104A
Authority: IL; Israel
Prior art keywords: general formula; imide bond; flame retardants; compound; resins
Prior art date: 1988-02-03

Application number

IL8910489A

Other languages

English (en)

Hebrew (he)

Other versions

IL89104A0 (en

Original Assignee

Dai Ichi Kogyo Seiyaku Co Ltd

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.)

1988-02-03

Filing date

1989-01-27

Publication date

1995-03-30

1989-01-27 Application filed by Dai Ichi Kogyo Seiyaku Co Ltd filed Critical Dai Ichi Kogyo Seiyaku Co Ltd

1989-08-15 Publication of IL89104A0 publication Critical patent/IL89104A0/xx

1995-03-30 Publication of IL89104A publication Critical patent/IL89104A/en

Links

150000001875 compounds Chemical class 0.000 title claims description 32
239000003063 flame retardant Substances 0.000 title claims description 27
238000000034 method Methods 0.000 title claims description 12
-1 isocyanate compound Chemical class 0.000 claims description 9
150000008065 acid anhydrides Chemical class 0.000 claims description 8
239000012948 isocyanate Substances 0.000 claims description 8
150000003512 tertiary amines Chemical class 0.000 claims description 7
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 6
239000003054 catalyst Substances 0.000 claims description 6
239000012442 inert solvent Substances 0.000 claims description 6
125000002723 alicyclic group Chemical group 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
238000006243 chemical reaction Methods 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
238000004455 differential thermal analysis Methods 0.000 description 10
238000000921 elemental analysis Methods 0.000 description 10
239000000203 mixture Substances 0.000 description 10
230000004580 weight loss Effects 0.000 description 10
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
239000004033 plastic Substances 0.000 description 9
229920003023 plastic Polymers 0.000 description 9
239000002904 solvent Substances 0.000 description 8
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
239000008096 xylene Substances 0.000 description 6
238000004458 analytical method Methods 0.000 description 5
230000000052 comparative effect Effects 0.000 description 5
238000004090 dissolution Methods 0.000 description 5
238000001914 filtration Methods 0.000 description 5
239000000463 material Substances 0.000 description 5
QHWKHLYUUZGSCW-UHFFFAOYSA-N Tetrabromophthalic anhydride Chemical compound BrC1=C(Br)C(Br)=C2C(=O)OC(=O)C2=C1Br QHWKHLYUUZGSCW-UHFFFAOYSA-N 0.000 description 4
ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
FLBJFXNAEMSXGL-UHFFFAOYSA-N het anhydride Chemical compound O=C1OC(=O)C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl FLBJFXNAEMSXGL-UHFFFAOYSA-N 0.000 description 4
238000000465 moulding Methods 0.000 description 4
229920005989 resin Polymers 0.000 description 4
239000011347 resin Substances 0.000 description 4
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
239000000047 product Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 2
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
239000006096 absorbing agent Substances 0.000 description 2
HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 2
238000002485 combustion reaction Methods 0.000 description 2
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
229920005669 high impact polystyrene Polymers 0.000 description 2
239000004797 high-impact polystyrene Substances 0.000 description 2
150000003949 imides Chemical class 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000011574 phosphorus Substances 0.000 description 2
229910052698 phosphorus Inorganic materials 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
239000005056 polyisocyanate Substances 0.000 description 2
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 1
HXHUXDFESWYWCW-UHFFFAOYSA-N 3a,7a-dibromo-4,5-dihydro-2-benzofuran-1,3-dione Chemical compound C1CC=CC2(Br)C(=O)OC(=O)C21Br HXHUXDFESWYWCW-UHFFFAOYSA-N 0.000 description 1
SXUYMVGIWILPGM-UHFFFAOYSA-N 3a,7a-dichloro-4,5-dihydro-2-benzofuran-1,3-dione Chemical compound C1CC=CC2(Cl)C(=O)OC(=O)C21Cl SXUYMVGIWILPGM-UHFFFAOYSA-N 0.000 description 1
NICWCCHKIXETCO-UHFFFAOYSA-N 4,5-dibromo-2-benzofuran-1,3-dione Chemical compound BrC1=CC=C2C(=O)OC(=O)C2=C1Br NICWCCHKIXETCO-UHFFFAOYSA-N 0.000 description 1
GAIPRQZXSYSCRD-UHFFFAOYSA-N 4,5-dichloro-2-benzofuran-1,3-dione Chemical compound ClC1=CC=C2C(=O)OC(=O)C2=C1Cl GAIPRQZXSYSCRD-UHFFFAOYSA-N 0.000 description 1
229920000178 Acrylic resin Polymers 0.000 description 1
239000004925 Acrylic resin Substances 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
239000004709 Chlorinated polyethylene Substances 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
229920000877 Melamine resin Polymers 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
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 compound 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
239000004721 Polyphenylene oxide Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
239000002216 antistatic agent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000004566 building material Substances 0.000 description 1
QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
229920006351 engineering plastic Polymers 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
239000000835 fiber Substances 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
239000011256 inorganic filler Substances 0.000 description 1
229910003475 inorganic filler Inorganic materials 0.000 description 1
YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
XTAZYLNFDRKIHJ-UHFFFAOYSA-N n,n-dioctyloctan-1-amine Chemical compound CCCCCCCCN(CCCCCCCC)CCCCCCCC XTAZYLNFDRKIHJ-UHFFFAOYSA-N 0.000 description 1
239000002667 nucleating agent Substances 0.000 description 1
239000000123 paper Substances 0.000 description 1
239000005011 phenolic resin Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920006122 polyamide resin Polymers 0.000 description 1
229920005668 polycarbonate resin Polymers 0.000 description 1
239000004431 polycarbonate resin Substances 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920013716 polyethylene resin Polymers 0.000 description 1
229920001228 polyisocyanate Polymers 0.000 description 1
229920006380 polyphenylene oxide Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920005990 polystyrene resin Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
230000000979 retarding effect Effects 0.000 description 1
239000005060 rubber Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000010959 steel Substances 0.000 description 1
125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 1
SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
229920006337 unsaturated polyester resin Polymers 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/46—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
- C07D207/48—Sulfur atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/58—[b]- or [c]-condensed
- C07D209/72—4,7-Endo-alkylene-iso-indoles
- C07D209/78—4,7-Endo-alkylene-iso-indoles with oxygen and nitrogen atoms in positions 1 and 3
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3415—Five-membered rings
- C08K5/3417—Five-membered rings condensed with carbocyclic rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Indole Compounds (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Polyurethanes Or Polyureas (AREA)
Fireproofing Substances (AREA)

IL8910489A 1988-02-03 1989-01-27 A method for producing compounds that contain an affinity bond and flame retardants that contain them IL89104A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP63024811A JPH01199944A (ja)	1988-02-03	1988-02-03	含ハロゲン化合物の製造方法、及びその化合物からなる難燃剤

Publications (2)

Publication Number	Publication Date
IL89104A0 IL89104A0 (en)	1989-08-15
IL89104A true IL89104A (en)	1995-03-30

Family

ID=12148577

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL8910489A IL89104A (en)	1988-02-03	1989-01-27	A method for producing compounds that contain an affinity bond and flame retardants that contain them

Country Status (5)

Country	Link
US (1)	US5072000A (de)
EP (1)	EP0326962A3 (de)
JP (1)	JPH01199944A (de)
KR (1)	KR890013076A (de)
IL (1)	IL89104A (de)

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL128400C (de) *	1961-06-30
FR1375461A (fr) *	1963-11-22	1964-10-16	Bayer Ag	Procédé de préparation de polyisocyanates contenant des groupes imide
DE1445749C3 (de) *	1964-02-06	1980-07-03	Bayer Ag, 5090 Leverkusen	Verfahren zur Herstellung von Trimellithsäureimiden
US4374220A (en) *	1968-09-18	1983-02-15	Raychem Corporation	Imide flame retardants and compositions containing them
DE1815404A1 (de) *	1968-12-18	1970-06-25	Dynamit Nobel Ag	Verfahren zur Herstellung von Diimiden
US3701756A (en) *	1969-01-17	1972-10-31	Upjohn Co	Catalytic preparation of polyimides from polyisocyanates
US3624024A (en) *	1970-02-24	1971-11-30	Eastman Kodak Co	Flame retardant poly(tetramethylene terephthalate) molding compositions
BE787826A (fr) *	1971-08-23	1973-02-22	Union Carbide Corp	Procede de production catalytique d'imido-isocyanates aromatiques
DE2265415C2 (de) *	1971-09-24	1985-05-02	Ethyl Corp., Richmond, Va.	Bis-5,6-dibromonorbornan-2,3-dicarboximide und deren Verwendung
US3868389A (en) *	1973-06-22	1975-02-25	Gen Electric	Method for making n-substituted nitrophthalimides
US3948941A (en) *	1973-10-26	1976-04-06	Exxon Research And Engineering Company	Preparation of imides using CN- catalysts
US4137221A (en) *	1974-07-11	1979-01-30	Teijin Limited	Heat-curable and solvent-soluble ester group-containing polymer compositions and process for their preparation
US4125535A (en) *	1976-06-04	1978-11-14	Cities Service Company	Process for preparing bisimides and bisimides prepared thereby
US4632949A (en) *	1984-12-31	1986-12-30	Mobay Chemical Corporation	Flame retarding agents for polycarbonates
JPH0820726B2 (ja) *	1986-05-29	1996-03-04	日本合成ゴム株式会社	感放射線性樹脂組成物

1988
- 1988-02-03 JP JP63024811A patent/JPH01199944A/ja active Pending
1989
- 1989-01-23 US US07/300,630 patent/US5072000A/en not_active Expired - Fee Related
- 1989-01-27 EP EP19890101459 patent/EP0326962A3/de not_active Withdrawn
- 1989-01-27 IL IL8910489A patent/IL89104A/en unknown
- 1989-02-03 KR KR1019890001248A patent/KR890013076A/ko not_active Ceased

Also Published As

Publication number	Publication date
EP0326962A3 (de)	1991-07-10
EP0326962A2 (de)	1989-08-09
KR890013076A (ko)	1989-09-21
IL89104A0 (en)	1989-08-15
US5072000A (en)	1991-12-10
JPH01199944A (ja)	1989-08-11

Legal Events

Date	Code	Title
1999-06-20	KB	Patent renewed
2003-03-12	KB	Patent renewed
2007-05-21	KB	Patent renewed

Publication	Publication Date	Title
US4003862A (en)	1977-01-18	N-substituted tetrahalophthalimides as flame retardants
US5233049A (en)	1993-08-03	Highly fluorinated bis-imides
US4883843A (en)	1989-11-28	Imide bond-containing resins and flame retardants comprising said resins
US4143029A (en)	1979-03-06	Flame retarded polyurethane compositions
US5597855A (en)	1997-01-28	Poly(pentaerythrityl diphosphonate) and its use in self-extinguishing thermoplastic compositions
IL89104A (en)	1995-03-30	A method for producing compounds that contain an affinity bond and flame retardants that contain them
US5344855A (en)	1994-09-06	Flame-retardant and its composition
US4274998A (en)	1981-06-23	Diester of 3,5,3',5'-tetrabromo-bisphenol A with halogenated aromatic carboxylic acid
US4064104A (en)	1977-12-20	Phosphine oxide flame retardants
US5047477A (en)	1991-09-10	Method of producing imide bond-containing resins and flame retardants comprising said resins
US3950307A (en)	1976-04-13	Halobenzoyl tetrahalophthalimides
US4798857A (en)	1989-01-17	Complexes of bismuth or antimony halides with amines, suitable as flame retardants for polymers, and polymer compositions containing same
US4904795A (en)	1990-02-27	Halogen substituted phthalimide flame retardants
EP0401589B1 (de)	1994-10-26	Verfahren zur Herstellung von Imidbindungen enthaltenden Harzen
US4546139A (en)	1985-10-08	Polybromo dinaphthyl ethers
US4602111A (en)	1986-07-22	Polybromo tertiary amine
EP0073539B1 (de)	1985-05-15	Halogenverbindungen und feuerhemmende Polymerkompositionen in denen diese Verbindungen eingeschlossen sind
US4940802A (en)	1990-07-10	4,4'-bis(phthalimido)diphenyl sulfone compounds, processes for their production and flame retardant polymer compositions containing them
EP0446003B1 (de)	1994-08-10	Flammenhemmende Verbindungen und sie enthaltende Zusammensetzungen
US3800010A (en)	1974-03-26	Phosphonopropionic acid amide derivatives
JPH08120117A (ja)	1996-05-14	難燃性熱可塑性樹脂組成物
NL8500249A (nl)	1985-09-16	Bis(polybroomfenyl)diamiden en preparaten die ze bevatten.
JPH02290848A (ja)	1990-11-30	含ハロゲンイミド化合物の製造方法
JP2857793B2 (ja)	1999-02-17	含燐イミド化合物及びその製造方法
US4299758A (en)	1981-11-10	Halogenated cyclopentadiene diadducts of diacetylenic compounds