DD143076A5 - Herstellung von flammhemmend machenden poly(oxyorganophosphaten/phosphonaten) - Google Patents

Herstellung von flammhemmend machenden poly(oxyorganophosphaten/phosphonaten) Download PDF

Info

Publication number: DD143076A5
Authority: DD; German Democratic Republic
Prior art keywords: reaction; item; alcohol; phosphonate; alcohols
Prior art date: 1978-04-20

Application number

DD79212299A

Other languages

German (de)

English (en)

Inventor

Ralph B Fearing

Original Assignee

Stauffer Chemical Co

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.)

1978-04-20

Filing date

1979-04-18

Publication date

1980-07-30

1979-04-18 Application filed by Stauffer Chemical Co filed Critical Stauffer Chemical Co

1980-07-30 Publication of DD143076A5 publication Critical patent/DD143076A5/de

Links

238000002360 preparation method Methods 0.000 title description 8
238000006243 chemical reaction Methods 0.000 claims abstract description 66
238000000034 method Methods 0.000 claims abstract description 36
239000003063 flame retardant Substances 0.000 claims abstract description 31
229910052698 phosphorus Inorganic materials 0.000 claims abstract description 30
239000011574 phosphorus Substances 0.000 claims abstract description 24
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 23
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims abstract description 21
239000000203 mixture Substances 0.000 claims abstract description 19
239000007795 chemical reaction product Substances 0.000 claims abstract description 15
239000003153 chemical reaction reagent Substances 0.000 claims abstract description 9
239000003795 chemical substances by application Substances 0.000 claims abstract description 8
229910001392 phosphorus oxide Inorganic materials 0.000 claims abstract description 8
VSAISIQCTGDGPU-UHFFFAOYSA-N tetraphosphorus hexaoxide Chemical compound O1P(O2)OP3OP1OP2O3 VSAISIQCTGDGPU-UHFFFAOYSA-N 0.000 claims abstract description 8
125000005341 metaphosphate group Chemical group 0.000 claims abstract description 7
229930195734 saturated hydrocarbon Natural products 0.000 claims abstract description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
125000003118 aryl group Chemical group 0.000 claims abstract description 3
-1 halogenated hydrocarbon radical Chemical class 0.000 claims description 42
101000588924 Anthopleura elegantissima Delta-actitoxin-Ael1a Proteins 0.000 claims description 31
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 25
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 25
150000002924 oxiranes Chemical class 0.000 claims description 24
DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical group O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 claims description 23
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 22
150000001298 alcohols Chemical class 0.000 claims description 17
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 15
229910052760 oxygen Inorganic materials 0.000 claims description 7
239000001301 oxygen Substances 0.000 claims description 7
150000003254 radicals Chemical class 0.000 claims description 7
125000004432 carbon atom Chemical group C* 0.000 claims description 6
229910019142 PO4 Inorganic materials 0.000 claims description 5
239000010452 phosphate Substances 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 4
150000005840 aryl radicals Chemical class 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 4
150000002989 phenols Chemical class 0.000 claims description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 4
125000004429 atom Chemical group 0.000 claims description 3
229910052717 sulfur Inorganic materials 0.000 claims description 3
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 2
239000002841 Lewis acid Substances 0.000 claims description 2
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 claims description 2
125000001188 haloalkyl group Chemical group 0.000 claims description 2
BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims description 2
150000007517 lewis acids Chemical class 0.000 claims description 2
125000000962 organic group Chemical group 0.000 claims description 2
150000003138 primary alcohols Chemical class 0.000 claims description 2
150000003333 secondary alcohols Chemical class 0.000 claims description 2
150000005846 sugar alcohols Polymers 0.000 claims description 2
239000011593 sulfur Substances 0.000 claims description 2
150000003509 tertiary alcohols Chemical class 0.000 claims description 2
RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 claims 1
239000002879 Lewis base Substances 0.000 claims 1
230000001476 alcoholic effect Effects 0.000 claims 1
GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
150000007527 lewis bases Chemical class 0.000 claims 1
238000007039 two-step reaction Methods 0.000 claims 1
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract description 28
229920002635 polyurethane Polymers 0.000 abstract description 9
239000004814 polyurethane Substances 0.000 abstract description 9
239000004753 textile Substances 0.000 abstract description 7
239000000376 reactant Substances 0.000 abstract description 6
150000008282 halocarbons Chemical group 0.000 abstract description 2
238000010348 incorporation Methods 0.000 abstract description 2
125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
125000002877 alkyl aryl group Chemical group 0.000 abstract 1
125000003710 aryl alkyl group Chemical group 0.000 abstract 1
150000002118 epoxides Chemical class 0.000 abstract 1
239000000047 product Substances 0.000 description 58
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 21
239000004744 fabric Substances 0.000 description 20
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
239000002253 acid Substances 0.000 description 18
238000012360 testing method Methods 0.000 description 14
239000000243 solution Substances 0.000 description 13
239000000463 material Substances 0.000 description 12
229920000742 Cotton Polymers 0.000 description 11
239000003054 catalyst Substances 0.000 description 9
VONWDASPFIQPDY-UHFFFAOYSA-N dimethyl methylphosphonate Chemical compound COP(C)(=O)OC VONWDASPFIQPDY-UHFFFAOYSA-N 0.000 description 9
125000004437 phosphorous atom Chemical group 0.000 description 9
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
229920000877 Melamine resin Polymers 0.000 description 8
239000004640 Melamine resin Substances 0.000 description 8
239000012948 isocyanate Substances 0.000 description 7
150000002513 isocyanates Chemical class 0.000 description 7
229920000728 polyester Polymers 0.000 description 7
229920005862 polyol Polymers 0.000 description 7
150000003077 polyols Chemical class 0.000 description 7
239000005871 repellent Substances 0.000 description 7
MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 6
238000009833 condensation Methods 0.000 description 6
230000005494 condensation Effects 0.000 description 6
JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 6
YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 6
230000002940 repellent Effects 0.000 description 6
229910052794 bromium Inorganic materials 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
239000003599 detergent Substances 0.000 description 5
239000012467 final product Substances 0.000 description 5
229920000642 polymer Polymers 0.000 description 5
LDMIKSKELVYBIZ-UHFFFAOYSA-N 2-methoxy-1,3,2$l^{5}-dioxaphospholane 2-oxide Chemical compound COP1(=O)OCCO1 LDMIKSKELVYBIZ-UHFFFAOYSA-N 0.000 description 4
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
238000004458 analytical method Methods 0.000 description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
238000000576 coating method Methods 0.000 description 4
238000001035 drying Methods 0.000 description 4
239000006260 foam Substances 0.000 description 4
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
235000021317 phosphate Nutrition 0.000 description 4
239000004094 surface-active agent Substances 0.000 description 4
CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 4
NYYLZXREFNYPKB-UHFFFAOYSA-N 1-[ethoxy(methyl)phosphoryl]oxyethane Chemical compound CCOP(C)(=O)OCC NYYLZXREFNYPKB-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Substances FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 3
239000011248 coating agent Substances 0.000 description 3
239000007859 condensation product Substances 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 3
235000011187 glycerol Nutrition 0.000 description 3
GBHRVZIGDIUCJB-UHFFFAOYSA-N hydrogenphosphite Chemical class OP([O-])[O-] GBHRVZIGDIUCJB-UHFFFAOYSA-N 0.000 description 3
238000002386 leaching Methods 0.000 description 3
238000006386 neutralization reaction Methods 0.000 description 3
239000003961 penetration enhancing agent Substances 0.000 description 3
238000006116 polymerization reaction Methods 0.000 description 3
239000012429 reaction media Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
230000000717 retained effect Effects 0.000 description 3
GRJISTUCPUHFOJ-UHFFFAOYSA-N 1,3-dibromo-2,2-dimethylpropane-1,3-diol Chemical compound BrC(O)C(C)(C(O)Br)C GRJISTUCPUHFOJ-UHFFFAOYSA-N 0.000 description 2
QWVCIORZLNBIIC-UHFFFAOYSA-N 2,3-dibromopropan-1-ol Chemical compound OCC(Br)CBr QWVCIORZLNBIIC-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical class C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
239000004925 Acrylic resin Substances 0.000 description 2
229920000178 Acrylic resin Polymers 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
229910015900 BF3 Inorganic materials 0.000 description 2
238000005481 NMR spectroscopy Methods 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
229920003180 amino resin Polymers 0.000 description 2
150000008064 anhydrides Chemical class 0.000 description 2
239000002585 base Substances 0.000 description 2
230000008901 benefit Effects 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
125000005442 diisocyanate group Chemical group 0.000 description 2
XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical class OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 2
125000004185 ester group Chemical group 0.000 description 2
150000002191 fatty alcohols Chemical class 0.000 description 2
235000011194 food seasoning agent Nutrition 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
238000013508 migration Methods 0.000 description 2
238000002156 mixing Methods 0.000 description 2
238000012544 monitoring process Methods 0.000 description 2
LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
239000000049 pigment Substances 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
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238000003756 stirring Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 2
238000005406 washing Methods 0.000 description 2
239000011701 zinc Substances 0.000 description 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
AATNZNJRDOVKDD-UHFFFAOYSA-N 1-[ethoxy(ethyl)phosphoryl]oxyethane Chemical compound CCOP(=O)(CC)OCC AATNZNJRDOVKDD-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
NWPRXAIYBULIEI-UHFFFAOYSA-N 2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid Chemical compound COC(=O)NC(C(O)=O)C(C)(C)C NWPRXAIYBULIEI-UHFFFAOYSA-N 0.000 description 1
TZGPACAKMCUCKX-UHFFFAOYSA-N 2-hydroxyacetamide Chemical compound NC(=O)CO TZGPACAKMCUCKX-UHFFFAOYSA-N 0.000 description 1
LBYRGXZDMIKWQE-UHFFFAOYSA-N 4-chlorobut-1-enylphosphonic acid Chemical compound C(CCl)C=CP(=O)(O)O LBYRGXZDMIKWQE-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
206010061218 Inflammation Diseases 0.000 description 1
BQMQLJQPTQPEOV-UHFFFAOYSA-N OP(=O)OC=C Chemical class OP(=O)OC=C BQMQLJQPTQPEOV-UHFFFAOYSA-N 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
229920000388 Polyphosphate Polymers 0.000 description 1
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229910004856 P—O—P Inorganic materials 0.000 description 1
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ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
QVBJIDQGNMPVNE-UHFFFAOYSA-J [Na][Ti](Cl)(Cl)(Cl)Cl Chemical compound [Na][Ti](Cl)(Cl)(Cl)Cl QVBJIDQGNMPVNE-UHFFFAOYSA-J 0.000 description 1
CJNANFSDRLWWOE-UHFFFAOYSA-I [Sb+3].[Cl-].[Mg+2].[Cl-].[Cl-].[Cl-].[Cl-] Chemical compound [Sb+3].[Cl-].[Mg+2].[Cl-].[Cl-].[Cl-].[Cl-] CJNANFSDRLWWOE-UHFFFAOYSA-I 0.000 description 1
238000005903 acid hydrolysis reaction Methods 0.000 description 1
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229910001854 alkali hydroxide Inorganic materials 0.000 description 1
150000001336 alkenes Chemical group 0.000 description 1
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminum chloride Substances Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
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238000003556 assay Methods 0.000 description 1
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244000309464 bull Species 0.000 description 1
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 1
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239000011111 cardboard Substances 0.000 description 1
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239000011093 chipboard Substances 0.000 description 1
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238000003776 cleavage reaction Methods 0.000 description 1
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230000001143 conditioned effect Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
150000001923 cyclic compounds Chemical class 0.000 description 1
VZEGPPPCKHRYGO-UHFFFAOYSA-N diethoxyphosphorylbenzene Chemical compound CCOP(=O)(OCC)C1=CC=CC=C1 VZEGPPPCKHRYGO-UHFFFAOYSA-N 0.000 description 1
OIERWUPLBOKSRB-UHFFFAOYSA-N dimethoxyphosphorylmethanol Chemical compound COP(=O)(CO)OC OIERWUPLBOKSRB-UHFFFAOYSA-N 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
235000011180 diphosphates Nutrition 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
238000009826 distribution Methods 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
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150000002148 esters Chemical class 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000002979 fabric softener Substances 0.000 description 1
239000011152 fibreglass Substances 0.000 description 1
238000007706 flame test Methods 0.000 description 1
239000012530 fluid Substances 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
238000009472 formulation Methods 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
229940015043 glyoxal Drugs 0.000 description 1
125000004438 haloalkoxy group Chemical group 0.000 description 1
230000002140 halogenating effect Effects 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
230000004054 inflammatory process Effects 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
239000011229 interlayer Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
230000002045 lasting effect Effects 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
239000000155 melt Substances 0.000 description 1
CAAULPUQFIIOTL-UHFFFAOYSA-N methyl dihydrogen phosphate Chemical class COP(O)(O)=O CAAULPUQFIIOTL-UHFFFAOYSA-N 0.000 description 1
MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000004745 nonwoven fabric Substances 0.000 description 1
OGFLCDAOVUBIBG-UHFFFAOYSA-N octadecanamide;1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N)=N1.CCCCCCCCCCCCCCCCCC(N)=O OGFLCDAOVUBIBG-UHFFFAOYSA-N 0.000 description 1
125000005474 octanoate group Chemical group 0.000 description 1
239000003921 oil Substances 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
239000003973 paint Substances 0.000 description 1
239000000123 paper Substances 0.000 description 1
230000035515 penetration Effects 0.000 description 1
WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
150000008301 phosphite esters Chemical class 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
150000003017 phosphorus Chemical class 0.000 description 1
125000002743 phosphorus functional group Chemical group 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
239000011120 plywood Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000001205 polyphosphate Substances 0.000 description 1
235000011176 polyphosphates Nutrition 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
239000011496 polyurethane foam Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
ZTEKSGWPGRYKHH-UHFFFAOYSA-N propan-2-ylboron Chemical compound [B]C(C)C ZTEKSGWPGRYKHH-UHFFFAOYSA-N 0.000 description 1
238000000746 purification Methods 0.000 description 1
229940048084 pyrophosphate Drugs 0.000 description 1
239000002964 rayon Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000005070 sampling Methods 0.000 description 1
230000007017 scission Effects 0.000 description 1
238000004513 sizing Methods 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
239000012279 sodium borohydride Substances 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000001256 steam distillation Methods 0.000 description 1
229940037312 stearamide Drugs 0.000 description 1
238000010998 test method Methods 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
239000013638 trimer Substances 0.000 description 1
238000009966 trimming Methods 0.000 description 1
238000001771 vacuum deposition 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
239000002023 wood Substances 0.000 description 1
210000002268 wool Anatomy 0.000 description 1
125000006839 xylylene group Chemical group 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1

Classifications

- 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
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4075—Esters with hydroxyalkyl compounds
- 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
General Health & Medical Sciences (AREA)
Biochemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Molecular Biology (AREA)
Fireproofing Substances (AREA)
Compositions Of Macromolecular Compounds (AREA)
Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Polyurethanes Or Polyureas (AREA)
Polyethers (AREA)

DD79212299A 1978-04-20 1979-04-18 Herstellung von flammhemmend machenden poly(oxyorganophosphaten/phosphonaten) DD143076A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US05/898,241 US4199534A (en)	1978-04-20	1978-04-20	Poly (oxyorganophosphate/phosphonate) and process for preparing

Publications (1)

Publication Number	Publication Date
DD143076A5 true DD143076A5 (de)	1980-07-30

Family

ID=25409149

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD79212299A DD143076A5 (de)	1978-04-20	1979-04-18	Herstellung von flammhemmend machenden poly(oxyorganophosphaten/phosphonaten)

Country Status (10)

Country	Link
US (1)	US4199534A (da)
EP (1)	EP0005329B1 (da)
JP (2)	JPS5853657B2 (da)
CA (1)	CA1140567A (da)
DD (1)	DD143076A5 (da)
DE (1)	DE2963057D1 (da)
DK (1)	DK162979A (da)
IL (1)	IL56877A (da)
SU (1)	SU952110A3 (da)
ZA (1)	ZA791374B (da)

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* Cited by examiner, † Cited by third party
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US4297138A (en) *	1973-11-12	1981-10-27	Stauffer Chemical Company	Copolycondensation products of β-haloalkyl phosphates and dialkyl phosphonates
DE3007714A1 (de) *	1980-02-29	1981-10-08	Hoechst Ag, 6000 Frankfurt	Oligomere phophonsaeureester und deren verwendung als flammhemmitelle
JPS59187467U (ja) *	1983-05-31	1984-12-12	株式会社精工舎	インクリボンカセツト
CA1250987A (en) *	1983-10-17	1989-03-07	Gerald Fesman	Flame retardant mixture for polyurethane materials
JPS6341564A (ja) *	1986-08-01	1988-02-22	ストウフア−　ケミカル　カンパニ−	ポリウレタン組成物のための難燃剤
CA2037809A1 (en) *	1990-03-23	1991-09-24	Fred Jaffe	Removal of latent acidity from organophosphorus condensation products
US5958993A (en) *	1994-08-30	1999-09-28	Akzo Novel Nv	Fog reduction in polyurethane foam using phosphate esters
EP0742261B1 (en) *	1995-04-10	2000-08-02	Shin-Etsu Chemical Co., Ltd.	Semiconductor encapsulating epoxy resin compositions suitable for semiconductor encapsulation, their manufacture and use, semiconductor devices encapsulated therewith
GB9609606D0 (en)	1996-05-08	1996-07-10	T & N Technology Ltd	Fire-resistant monofilament
JP3645078B2 (ja) *	1997-12-19	2005-05-11	大八化学工業株式会社	ポリウレタン系樹脂用難燃剤およびそれを含有する樹脂組成物
US6262135B1 (en) *	1999-04-12	2001-07-17	Akzo Nobel Nv	Polyurethane foam containing a blend of monomeric and oligomeric flame retardants
US7288577B1 (en) *	1999-09-09	2007-10-30	Supresta U.S. Llc	Polyurethane foam containing flame retardant blend of non-oligomeric and oligomeric flame retardants
US6107507A (en) *	1999-09-10	2000-08-22	Akzo Nobel Nv	Formation of oligomeric organophosphorus compositions with improved color
US6309565B1 (en) *	1999-09-27	2001-10-30	Akzo Nobel Nv	Formaldehyde-free flame retardant treatment for cellulose-containing materials
AU2003215331A1 (en) *	2002-02-22	2003-09-09	University Of Georgia Research Foundation	Catalyst system andmethod for preparing flame resistant materials
CN1329436C (zh) *	2002-06-20	2007-08-01	乔治亚大学研究基金会公司	用于纤维素材料的耐久性阻燃整理剂
RU2370503C2 (ru) *	2003-05-09	2009-10-20	Прометеус Девелопментс Лимитед	Способ получения полимерного материала
BRPI0922176A2 (pt)	2008-12-08	2018-05-22	3M Innovative Properties Co	retardador de chamas isento de halogenio para sistemas de resina epóxi.
US8201810B2 (en)	2009-03-17	2012-06-19	J.R. Clancy, Inc.	Kinematic mount
CN102400396B (zh) *	2010-09-07	2013-05-08	上海雅运纺织助剂有限公司	一种环保型织物阻燃剂及其制备方法和应用
CN103146023A (zh) *	2013-02-06	2013-06-12	北京东方美龙化工科技有限公司	一种高效阻燃剂脂肪族低聚磷/膦酸酯及其制备方法
CN107903440A (zh) *	2017-11-29	2018-04-13	云南云天化以化磷业研究技术有限公司	一种无卤烷基磷酸酯低聚物有机阻燃剂及其制备方法
CN111393477B (zh) *	2020-04-22	2024-02-20	昆明理工大学	一种多羟基膦酸酯阻燃剂及其合成方法
CN111909312B (zh) *	2020-06-23	2022-01-04	浙江新安化工集团股份有限公司	一种阻燃剂及其合成方法和阻燃树脂
CN113073465A (zh) *	2021-03-30	2021-07-06	界首市永顺服饰有限公司	一种透气防静电面料的加工工艺
CN113773507A (zh) *	2021-09-06	2021-12-10	潍坊润谱化学有限公司	一种合成聚甲基膦酸乙二醇酯的方法

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US2596679A (en) *	1950-08-24	1952-05-13	Eastman Kodak Co	Process for making tetrapolyphosphoric phosphonates
US3099676A (en) *	1961-11-03	1963-07-30	Union Carbide Corp	Hydroxyalkyl polyphosphates
US3639545A (en) *	1968-03-26	1972-02-01	Dow Chemical Co	Process for making cyclic alkylene phosphate alkylene esters
BE789815A (fr) *	1970-03-27	1973-04-06	Stauffer Chemical Co	Vinylphosphonates copolycondenses et leur utilisation comme agents retardant l'inflammation
US3850859A (en) *	1970-07-23	1974-11-26	Hoechst Ag	Difficultly inflammable polyurethanes and process for making them
GB1323381A (en) *	1970-07-23	1973-07-11	Knapsack Ag	Polyols containing halogen and phosphorus and process for making them
AR206903A1 (es) *	1973-11-12	1976-08-31	Stauffer Chemical Co	Producto de copolicondensacion de un tris-beta-haloalquilfosfato y un dialquil fosfonato util como agente retardador del fuego
US3954917A (en) *	1974-05-28	1976-05-04	Stauffer Chemical Company	Method of preparing stable condensation products using an alcohol-alkylene oxide treatment and products therefrom
US3959415A (en) *	1974-05-28	1976-05-25	Stauffer Chemical Company	Methods of preparing stable condensation products and products therefrom using an alkylene oxide treatment
DE2726478A1 (de) *	1977-06-11	1978-12-14	Hoechst Ag	Phosphor enthaltende polyaddukte und verfahren zu deren herstellung

1978
- 1978-04-20 US US05/898,241 patent/US4199534A/en not_active Expired - Lifetime
1979
- 1979-03-14 IL IL56877A patent/IL56877A/xx unknown
- 1979-03-16 CA CA000323575A patent/CA1140567A/en not_active Expired
- 1979-03-22 ZA ZA@@@@00791374A patent/ZA791374B/xx unknown
- 1979-04-10 JP JP54043380A patent/JPS5853657B2/ja not_active Expired
- 1979-04-18 EP EP79300640A patent/EP0005329B1/en not_active Expired
- 1979-04-18 DE DE7979300640T patent/DE2963057D1/de not_active Expired
- 1979-04-18 DD DD79212299A patent/DD143076A5/de unknown
- 1979-04-19 SU SU792754154A patent/SU952110A3/ru active
- 1979-04-20 DK DK162979A patent/DK162979A/da not_active IP Right Cessation
1982
- 1982-11-25 JP JP57205599A patent/JPS58117272A/ja active Pending

Also Published As

Publication number	Publication date
JPS5853657B2 (ja)	1983-11-30
SU952110A3 (ru)	1982-08-15
IL56877A (en)	1982-09-30
JPS58117272A (ja)	1983-07-12
DE2963057D1 (en)	1982-07-29
US4199534A (en)	1980-04-22
ZA791374B (en)	1980-04-30
EP0005329A1 (en)	1979-11-14
DK162979A (da)	1979-10-21
EP0005329B1 (en)	1982-06-09
IL56877A0 (en)	1979-05-31
CA1140567A (en)	1983-02-01
JPS54140000A (en)	1979-10-30

Publication	Publication Date	Title
EP0005329B1 (en)	1982-06-09	Process for preparing a poly(oxyorganophosphate/phosphonate) product, products thereof, use of some of these products as flame retardants and materials treated therewith
DE2255971C2 (de)	1983-04-14	Neue cyclische Phosphonatester, Verfahren zu deren Herstellung und deren Verwendung als Flammverzögerungsmittel
EP2687535B1 (de)	2016-09-14	Halogenfreie Poly(alkylenphosphate)
DE19927548C2 (de)	2002-12-12	Verfahren zur Herstellung von flammwidrigen Polyurethanweichschäumen
DE2457493A1 (de)	1975-07-03	Flammhemmende oligomere phosphorverbindungen
DE1923936C3 (de)	1981-10-22	Verfahren zur Herstellung von flammwidrigen Polyurethanschaumstoffen
DE1520503A1 (de)	1969-04-10	Verfahren zur Herstellung von organischen Phosphorverbindungen
DE69326109T2 (de)	2000-03-30	Halogen-freie, cyclische, Phosphor enthaltende flammenhemmende Verbindungen
DE1225856B (de)	1966-09-29	Verfahren zur Herstellung von flammwidrigen Polyurethanschaumstoffen
US3816143A (en)	1974-06-11	Novel phosphorus-containing compounds and flame retarded polymeric compositions therewith
EP0658561B1 (de)	1999-08-04	Hydroxyalkoxygruppen tragende oligomere Phosphorsäureester, ihre Herstellung und Verwendung
DE2338935A1 (de)	1974-03-07	Als flammhemmende mittel verwendbare polyalkylenglykolalkyl oder -halogenalkylpolyphosphonate
US4268633A (en)	1981-05-19	Polyurethanes containing a poly (oxyorganophosphate/phosphonate) flame retardant
DE2828603A1 (de)	1979-01-11	Neue phosphorverbindungen und ihre verwendung in flammhemmenden zusammensetzungen
EP0646118B1 (de)	1998-11-25	Herstellung von gemischten borsäure-phosphosäure-estern von polyolen und deren verwendung
US4335178A (en)	1982-06-15	Textiles containing a poly(oxyorganophosphate/phosphonate) flame retardant
DE2262336A1 (de)	1973-06-28	Halogenneopenthylglykol-phosphatester organischer hydroxyverbindungen
DE69621865T2 (de)	2003-02-20	Ein Verfahren zur Herstellung von Tribromoneopentylchloroalkylphosphaten
US3391226A (en)	1968-07-02	Alpha-hydroxyalkylphosphonates
EP3050891B1 (de)	2020-04-22	Hydroxylgruppen-haltige poly(alkylenphosphate)
DE60005539T2 (de)	2004-06-03	Herstellung oligomerischer organophosphorzusammensetzungen mit verbesserten farben
DE2452357A1 (de)	1975-05-15	Copolykondensate von beta-halogenalkylphosphaten und dialkylphosphonaten
WO2016079175A1 (de)	2016-05-26	Verfahren zur herstellung von flammgeschützten polyurethanschaumstoffen unter verwendung von halogenfreien flammschutzmitteln
Vail et al.	1982	Chemistry of Hydroxymethyl Phosphorus Compounds: Part I: Introduction
DE1618408A1 (de)	1970-12-17	Verfahren zur Herstellung von Additionsprodukten aus Estern und oder Amiden von Saeuren des Phosphors und organischen Isocyanaten