KR102027609B1 - 난연성 폴리우레탄 발포체 - Google Patents
난연성 폴리우레탄 발포체 Download PDFInfo
- Publication number
- KR102027609B1 KR102027609B1 KR1020147021743A KR20147021743A KR102027609B1 KR 102027609 B1 KR102027609 B1 KR 102027609B1 KR 1020147021743 A KR1020147021743 A KR 1020147021743A KR 20147021743 A KR20147021743 A KR 20147021743A KR 102027609 B1 KR102027609 B1 KR 102027609B1
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- KR
- South Korea
- Prior art keywords
- flame retardant
- weight
- organic
- polyurethane foams
- organic phosphorus
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000003063 flame retardant Substances 0.000 title claims abstract description 88
- 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 title claims abstract description 70
- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 64
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 63
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 39
- 239000011574 phosphorus Substances 0.000 claims abstract description 39
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 35
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000012948 isocyanate Substances 0.000 claims abstract description 22
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 22
- 239000010439 graphite Substances 0.000 claims abstract description 21
- 229910002804 graphite Inorganic materials 0.000 claims abstract description 21
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 19
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 14
- 239000004604 Blowing Agent Substances 0.000 claims abstract description 13
- 239000004970 Chain extender Substances 0.000 claims abstract description 13
- 229920000642 polymer Polymers 0.000 claims abstract description 12
- 239000011541 reaction mixture Substances 0.000 claims abstract description 11
- 239000004971 Cross linker Substances 0.000 claims abstract description 10
- 239000000654 additive Substances 0.000 claims abstract description 9
- 238000009413 insulation Methods 0.000 claims abstract description 4
- -1 polymethylene Polymers 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- 125000005461 organic phosphorous group Chemical group 0.000 claims 1
- 125000005429 oxyalkyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 15
- 239000004814 polyurethane Substances 0.000 abstract description 14
- 229920002635 polyurethane Polymers 0.000 abstract description 14
- 239000006260 foam Substances 0.000 abstract description 13
- 238000002156 mixing Methods 0.000 abstract description 5
- 150000003077 polyols Chemical class 0.000 description 23
- 229920005862 polyol Polymers 0.000 description 22
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 11
- 229910019142 PO4 Inorganic materials 0.000 description 11
- 235000021317 phosphate Nutrition 0.000 description 11
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- 229920003023 plastic Polymers 0.000 description 9
- 239000004033 plastic Substances 0.000 description 9
- 239000003381 stabilizer Substances 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- 229920000570 polyether Polymers 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 6
- 239000004721 Polyphenylene oxide Substances 0.000 description 5
- 150000002148 esters Chemical group 0.000 description 5
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 5
- 150000005846 sugar alcohols Polymers 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 150000004072 triols Chemical class 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 239000002666 chemical blowing agent Substances 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000011256 inorganic filler Substances 0.000 description 3
- 229910003475 inorganic filler Inorganic materials 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 235000019645 odor Nutrition 0.000 description 3
- 239000012766 organic filler Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 150000003014 phosphoric acid esters Chemical class 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- WBHHMMIMDMUBKC-QJWNTBNXSA-N ricinoleic acid Chemical class CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-QJWNTBNXSA-N 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 230000035882 stress Effects 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- 239000003981 vehicle Substances 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- AATNZNJRDOVKDD-UHFFFAOYSA-N 1-[ethoxy(ethyl)phosphoryl]oxyethane Chemical compound CCOP(=O)(CC)OCC AATNZNJRDOVKDD-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000004114 Ammonium polyphosphate Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 2
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
- 244000171022 Peltophorum pterocarpum Species 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 229920000388 Polyphosphate Polymers 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 235000019826 ammonium polyphosphate Nutrition 0.000 description 2
- 229920001276 ammonium polyphosphate Polymers 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229960002887 deanol Drugs 0.000 description 2
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 2
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- 239000012972 dimethylethanolamine Substances 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical group OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 2
- 150000003008 phosphonic acid esters Chemical class 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 239000001205 polyphosphate Substances 0.000 description 2
- 235000011176 polyphosphates Nutrition 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 2
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical class NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- FCQPNTOQFPJCMF-UHFFFAOYSA-N 1,3-bis[3-(dimethylamino)propyl]urea Chemical compound CN(C)CCCNC(=O)NCCCN(C)C FCQPNTOQFPJCMF-UHFFFAOYSA-N 0.000 description 1
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 1
- DFKZNFOZJHOROX-UHFFFAOYSA-N 1-imidazol-1-ylpropan-2-amine Chemical compound CC(N)CN1C=CN=C1 DFKZNFOZJHOROX-UHFFFAOYSA-N 0.000 description 1
- WCDFMPVITAWTGR-UHFFFAOYSA-N 1-imidazol-1-ylpropan-2-ol Chemical compound CC(O)CN1C=CN=C1 WCDFMPVITAWTGR-UHFFFAOYSA-N 0.000 description 1
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical class NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
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- RLYCRLGLCUXUPO-UHFFFAOYSA-N 2,6-diaminotoluene Chemical compound CC1=C(N)C=CC=C1N RLYCRLGLCUXUPO-UHFFFAOYSA-N 0.000 description 1
- LCGPTOBTMSCBKI-UHFFFAOYSA-N 2-(2-chloroethoxy)-4-hydroxy-1,3,5,2lambda5,4lambda5-trioxadiphosphepane 2,4-dioxide Chemical compound OP1(=O)OCCOP(=O)(OCCCl)O1 LCGPTOBTMSCBKI-UHFFFAOYSA-N 0.000 description 1
- RZEWIYUUNKCGKA-UHFFFAOYSA-N 2-(2-hydroxyethylamino)ethanol;octadecanoic acid Chemical compound OCCNCCO.CCCCCCCCCCCCCCCCCC(O)=O RZEWIYUUNKCGKA-UHFFFAOYSA-N 0.000 description 1
- MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 description 1
- OHKOAJUTRVTYSW-UHFFFAOYSA-N 2-[(2-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC=C1CC1=CC=CC=C1N OHKOAJUTRVTYSW-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
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- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
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- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical class [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 description 1
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- 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
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- GTRSAMFYSUBAGN-UHFFFAOYSA-N tris(2-chloropropyl) phosphate Chemical compound CC(Cl)COP(=O)(OCC(C)Cl)OCC(C)Cl GTRSAMFYSUBAGN-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
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Landscapes
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| Application Number | Priority Date | Filing Date | Title |
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| EP20120150081 EP2612876A1 (de) | 2012-01-03 | 2012-01-03 | Flammgeschützte Polyurethanschaumstoffe |
| EP12150081.3 | 2012-01-03 | ||
| PCT/EP2012/075138 WO2013102535A1 (de) | 2012-01-03 | 2012-12-12 | Flammgeschützte polyurethanschaumstoffe |
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| KR20140109474A KR20140109474A (ko) | 2014-09-15 |
| KR102027609B1 true KR102027609B1 (ko) | 2019-10-01 |
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| WO (1) | WO2013102535A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2022047007A1 (en) * | 2020-08-27 | 2022-03-03 | Certainteed Llc | Materials, methods, devices and systems for insulating cavities of buildings with foam insulation |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| EP2612876A1 (de) * | 2012-01-03 | 2013-07-10 | Basf Se | Flammgeschützte Polyurethanschaumstoffe |
| US9562131B2 (en) | 2012-08-21 | 2017-02-07 | Basf Se | Thermoformable rigid polyurethane-polyamide foam |
| CN103408714A (zh) * | 2013-08-05 | 2013-11-27 | 四川航天系统工程研究所 | 无卤阻燃的特种聚氨酯泡沫及其制备方法 |
| EP3152242A1 (en) * | 2014-06-06 | 2017-04-12 | Dow Global Technologies Llc | Heat and flame resistant polyurethane foam |
| JP6529072B2 (ja) | 2015-03-20 | 2019-06-12 | 株式会社イノアックコーポレーション | 軟質ポリウレタンフォーム |
| CN105153392A (zh) * | 2015-11-01 | 2015-12-16 | 刘应才 | 一种汽车内饰用的阻燃聚氨酯泡沫材料的制备方法 |
| CN105384902B (zh) * | 2015-12-17 | 2018-10-02 | 刘爱华 | 一种建筑保温用新型环保阻燃聚氨酯材料 |
| CA3053515A1 (en) * | 2017-02-20 | 2018-08-23 | Dover Chemical Corporation | Polymeric poly-phosphorus lubricant additives for metal working |
| KR102158327B1 (ko) | 2017-03-09 | 2020-09-21 | 주식회사 엘지화학 | 난연성 폴리우레탄 폼 조성물 및 이의 경화물을 포함하는 난연성 폴리우레탄 폼 |
| CN108559251A (zh) * | 2017-10-26 | 2018-09-21 | 浙江川洋新材料股份有限公司 | 一种阻燃型汽车内饰海绵及其制备方法 |
| CN108148175A (zh) * | 2017-12-28 | 2018-06-12 | 长沙善道新材料科技有限公司 | 一种防火保温装饰材料及其制备方法 |
| CN108484865B (zh) * | 2018-04-26 | 2021-09-07 | 江门市健楠包装材料有限公司 | 隔热保温无氟泡沫材料及其制备方法 |
| KR102247683B1 (ko) | 2018-09-05 | 2021-04-30 | 주식회사 엘지화학 | 난연성 폴리우레탄 폼 조성물 및 이의 경화물을 포함하는 난연성 폴리우레탄 폼 |
| KR102255391B1 (ko) | 2018-09-05 | 2021-05-21 | 주식회사 엘지화학 | 난연성 폴리우레탄 폼 조성물 및 이의 경화물을 포함하는 난연성 폴리우레탄 폼 |
| KR102255392B1 (ko) | 2018-09-05 | 2021-05-21 | 주식회사 엘지화학 | 난연성 폴리우레탄 폼 조성물 및 이의 경화물을 포함하는 난연성 폴리우레탄 폼 |
| CN109503791A (zh) * | 2018-10-18 | 2019-03-22 | 中山市宝龙海绵制品有限公司 | 一种无卤阻燃海绵及其制备方法 |
| JP2022544281A (ja) * | 2019-08-13 | 2022-10-17 | ダウ グローバル テクノロジーズ エルエルシー | ポリウレタンフォーム |
| JP2021038317A (ja) * | 2019-09-03 | 2021-03-11 | 三井化学産資株式会社 | 難燃性樹脂組成物 |
| EP4025619A1 (en) * | 2019-09-05 | 2022-07-13 | Basf Se | A flexible polyurethane foam, process for preparing the same and use thereof |
| PL4175991T3 (pl) | 2020-07-01 | 2024-11-25 | Basf Se | Pianki poliuretanowe o ulepszonych właściwościach akustycznych |
| JP2022048708A (ja) * | 2020-09-15 | 2022-03-28 | 積水化学工業株式会社 | 難燃性ウレタン樹脂組成物 |
| CN112226070A (zh) * | 2020-10-19 | 2021-01-15 | 山东博顺新材料有限责任公司 | 一种添加膨胀石墨的高阻燃聚氨酯材料及其制备方法 |
| CN112851925B (zh) * | 2021-02-02 | 2023-01-31 | 扬州晨化新材料股份有限公司 | 一种混合型含磷多元醇阻燃剂的制备方法 |
| EP4059971A1 (de) * | 2021-03-17 | 2022-09-21 | Covestro Deutschland AG | Verfahren zur kontinuierlichen herstellung von polyurethanschaumstoffen geringer dichte und hoher bruchdehnung |
| KR102774992B1 (ko) * | 2021-04-30 | 2025-03-04 | 대한폴리텍(주) | 단열재로 사용되는 개질 적린을 포함하는 준불연성 발포체 |
| CN116874721B (zh) * | 2022-11-16 | 2024-11-15 | 江苏长顺高分子材料研究院有限公司 | 低密度多孔材料及其制备方法和应用 |
| CN115895036A (zh) * | 2022-11-28 | 2023-04-04 | 云南云天化股份有限公司 | 一种阻燃剂组合物、聚氨酯泡沫及其制备方法 |
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| JP2001055515A (ja) | 1999-08-20 | 2001-02-27 | Tosoh Corp | 難燃剤錠剤、それによる難燃化方法、並びにそれを配合してなる難燃性樹脂組成物及びその成形品 |
| JP2004043747A (ja) * | 2002-07-16 | 2004-02-12 | Inoac Corp | 難燃性断熱吸音材 |
| JP2005146113A (ja) | 2003-11-14 | 2005-06-09 | Bridgestone Corp | フレームラミネーション用軟質ポリウレタンフォーム |
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| US4382042A (en) | 1978-04-03 | 1983-05-03 | Stauffer Chemical Company | Method of preparing oligomeric phosphate esters |
| GB8432153D0 (en) * | 1984-12-20 | 1985-01-30 | Dunlop Ltd | Polyurethane foams |
| US4839393A (en) * | 1988-07-08 | 1989-06-13 | Wm. T. Burnett & Co., Inc. | Polyurethane foams containing organofunctional silanes |
| DE3909017C1 (enExample) * | 1989-03-18 | 1990-04-12 | Metzeler Schaum Gmbh, 8940 Memmingen, De | |
| DE3917518A1 (de) | 1989-05-30 | 1990-12-06 | Bayer Ag | Brandschutzelemente |
| DE4319948A1 (de) | 1993-06-16 | 1994-12-22 | Bayer Ag | Tertiäre Aminogruppen aufweisende Verbindungen, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Katalysatoren |
| JP3887896B2 (ja) * | 1996-08-13 | 2007-02-28 | 東ソー株式会社 | 難燃剤錠剤、それによる難燃化方法、並びにそれを配合してなる難燃性樹脂組成物及びその成形品 |
| EP0824134A1 (en) * | 1996-08-13 | 1998-02-18 | Tosoh Corporation | Fire-retardant tablet, fire-retardant polymer composition and molded article employing the same |
| DE19702760A1 (de) | 1997-01-27 | 1998-07-30 | Joachim Gluske Fa | Brandhemmender Polyurethanschaum |
| TR200102768T2 (tr) | 1999-02-02 | 2003-03-21 | Dow Global Technologies Inc. | Pul pul dökülen grafitli açık hücreli yarı sert köpükler |
| EP1230297B1 (en) | 1999-10-07 | 2004-10-20 | Huntsman International Llc | Process for making rigid and flexible polyurethane foams containing a fire-retardant |
| JP2004519547A (ja) * | 2000-11-13 | 2004-07-02 | アクゾ ノーベル ナムローゼ フェンノートシャップ | 有機リン難燃剤、ラクトン安定剤、及びホスフェート相溶化剤の混合物 |
| WO2003020785A1 (en) | 2001-08-31 | 2003-03-13 | Daihachi Chemical Industry Co., Ltd. | Composition for production of flame-retardant flexible polyurethane foams |
| JP2004067839A (ja) * | 2002-08-06 | 2004-03-04 | Inoac Corp | 難燃性リボンデッドフォームとその製造方法 |
| JP5042449B2 (ja) * | 2004-09-14 | 2012-10-03 | 株式会社イノアックコーポレーション | 難燃性フィルターフォームとその製造方法 |
| CN101293896A (zh) * | 2007-04-29 | 2008-10-29 | 江苏雅克化工有限公司 | 低聚磷酸酯的制备 |
| DE102007022157B4 (de) * | 2007-05-11 | 2010-12-16 | Metzeler Schaum Gmbh | Flammhemmender Sitz, insbesondere Fluggastsitz, und Verfahren zum Herstellen eines solchen Sitzes |
| ES2621176T5 (es) | 2008-02-20 | 2020-06-26 | Basf Se | Espumas rígidas de poliuretano plásticamente deformables con permeabilidad al aire mejorada y su empleo para la producción de techos de automóviles |
| KR20130018686A (ko) | 2010-04-02 | 2013-02-25 | 아사히 가라스 가부시키가이샤 | 연질 폴리우레탄 폼 및 그 제조 방법 |
| EP2612876A1 (de) * | 2012-01-03 | 2013-07-10 | Basf Se | Flammgeschützte Polyurethanschaumstoffe |
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- 2012-12-12 ES ES12806414T patent/ES2603959T5/es active Active
- 2012-12-12 JP JP2014550664A patent/JP6498441B2/ja active Active
- 2012-12-12 WO PCT/EP2012/075138 patent/WO2013102535A1/de not_active Ceased
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001055515A (ja) | 1999-08-20 | 2001-02-27 | Tosoh Corp | 難燃剤錠剤、それによる難燃化方法、並びにそれを配合してなる難燃性樹脂組成物及びその成形品 |
| JP2004043747A (ja) * | 2002-07-16 | 2004-02-12 | Inoac Corp | 難燃性断熱吸音材 |
| JP2005146113A (ja) | 2003-11-14 | 2005-06-09 | Bridgestone Corp | フレームラミネーション用軟質ポリウレタンフォーム |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2022047007A1 (en) * | 2020-08-27 | 2022-03-03 | Certainteed Llc | Materials, methods, devices and systems for insulating cavities of buildings with foam insulation |
Also Published As
| Publication number | Publication date |
|---|---|
| MX2014007724A (es) | 2014-08-01 |
| EP2800770B1 (de) | 2016-08-17 |
| WO2013102535A1 (de) | 2013-07-11 |
| JP2015504112A (ja) | 2015-02-05 |
| EP2800770A1 (de) | 2014-11-12 |
| JP2019052314A (ja) | 2019-04-04 |
| ES2603959T5 (es) | 2020-10-06 |
| EP2612876A1 (de) | 2013-07-10 |
| MX342943B (es) | 2016-10-19 |
| EP2800770B2 (de) | 2020-02-19 |
| KR20140109474A (ko) | 2014-09-15 |
| ES2603959T3 (es) | 2017-03-02 |
| CN104053693A (zh) | 2014-09-17 |
| JP6498441B2 (ja) | 2019-04-10 |
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