DE2656600C3 - Verfahren zur Herstellung eines gegebenenfalls zelligen Polymerisats - Google Patents
Verfahren zur Herstellung eines gegebenenfalls zelligen PolymerisatsInfo
- Publication number
- DE2656600C3 DE2656600C3 DE2656600A DE2656600A DE2656600C3 DE 2656600 C3 DE2656600 C3 DE 2656600C3 DE 2656600 A DE2656600 A DE 2656600A DE 2656600 A DE2656600 A DE 2656600A DE 2656600 C3 DE2656600 C3 DE 2656600C3
- Authority
- DE
- Germany
- Prior art keywords
- polyol
- weight
- acid
- hydroxyl equivalent
- mixture
- 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.)
- Expired
Links
- 229920000642 polymer Polymers 0.000 title claims description 21
- 230000001413 cellular effect Effects 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 11
- 229920005862 polyol Polymers 0.000 claims description 34
- 150000003077 polyols Chemical class 0.000 claims description 33
- 239000000203 mixture Substances 0.000 claims description 26
- 229920001223 polyethylene glycol Polymers 0.000 claims description 26
- 239000002253 acid Substances 0.000 claims description 20
- 229920001228 polyisocyanate Polymers 0.000 claims description 20
- 239000005056 polyisocyanate Substances 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- 239000002202 Polyethylene glycol Substances 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 14
- 150000008064 anhydrides Chemical class 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
- 238000005829 trimerization reaction Methods 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 7
- 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 5
- 239000004604 Blowing Agent Substances 0.000 claims description 4
- 239000006260 foam Substances 0.000 description 33
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 24
- 239000000779 smoke Substances 0.000 description 18
- 238000011161 development Methods 0.000 description 13
- 230000018109 developmental process Effects 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- 230000032050 esterification Effects 0.000 description 10
- 238000005886 esterification reaction Methods 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- -1 polymethylene Polymers 0.000 description 7
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 6
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 6
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 6
- 239000000080 wetting agent Substances 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- ARCGXLSVLAOJQL-UHFFFAOYSA-N anhydrous trimellitic acid Natural products OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 5
- 239000003063 flame retardant Substances 0.000 description 5
- 229920003986 novolac Polymers 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 5
- 229940029284 trichlorofluoromethane Drugs 0.000 description 5
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 5
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000011810 insulating material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 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 2
- 229920005830 Polyurethane Foam Polymers 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 150000002332 glycine derivatives Chemical class 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 229920000582 polyisocyanurate Polymers 0.000 description 2
- 239000011495 polyisocyanurate Substances 0.000 description 2
- 239000011496 polyurethane foam Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 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 1
- LFEWXDOYPCWFHR-UHFFFAOYSA-N 4-(4-carboxybenzoyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(=O)C1=CC=C(C(O)=O)C=C1 LFEWXDOYPCWFHR-UHFFFAOYSA-N 0.000 description 1
- WVDRSXGPQWNUBN-UHFFFAOYSA-N 4-(4-carboxyphenoxy)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OC1=CC=C(C(O)=O)C=C1 WVDRSXGPQWNUBN-UHFFFAOYSA-N 0.000 description 1
- SQJQLYOMPSJVQS-UHFFFAOYSA-N 4-(4-carboxyphenyl)sulfonylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1S(=O)(=O)C1=CC=C(C(O)=O)C=C1 SQJQLYOMPSJVQS-UHFFFAOYSA-N 0.000 description 1
- CWJJAFQCTXFSTA-UHFFFAOYSA-N 4-methylphthalic acid Chemical compound CC1=CC=C(C(O)=O)C(C(O)=O)=C1 CWJJAFQCTXFSTA-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- PQYJRMFWJJONBO-UHFFFAOYSA-N Tris(2,3-dibromopropyl) phosphate Chemical compound BrCC(Br)COP(=O)(OCC(Br)CBr)OCC(Br)CBr PQYJRMFWJJONBO-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000012769 display material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000009970 fire resistant effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 229940046892 lead acetate Drugs 0.000 description 1
- 229910000464 lead oxide Inorganic materials 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 239000011654 magnesium acetate Substances 0.000 description 1
- 229940069446 magnesium acetate Drugs 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- DFFZOPXDTCDZDP-UHFFFAOYSA-N naphthalene-1,5-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1C(O)=O DFFZOPXDTCDZDP-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000012970 tertiary amine catalyst Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000005590 trimellitic acid group Chemical group 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- 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
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/161—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22
-
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
- C08G18/4247—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids
- C08G18/425—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids the polyols containing one or two ether groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
- C08G18/4247—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids
- C08G18/4252—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids derived from polyols containing polyether groups and polycarboxylic acids
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2115/00—Oligomerisation
- C08G2115/02—Oligomerisation to isocyanurate groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S521/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S521/902—Cellular polymer containing an isocyanurate structure
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S521/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S521/903—Cellular polymer having reduced smoke or gas generation
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/650,453 US4039487A (en) | 1976-01-19 | 1976-01-19 | Cellular isocyanurate polymer |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2656600A1 DE2656600A1 (de) | 1977-07-28 |
| DE2656600B2 DE2656600B2 (de) | 1979-07-19 |
| DE2656600C3 true DE2656600C3 (de) | 1982-09-02 |
Family
ID=24608974
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2656600A Expired DE2656600C3 (de) | 1976-01-19 | 1976-12-14 | Verfahren zur Herstellung eines gegebenenfalls zelligen Polymerisats |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4039487A (enExample) |
| JP (1) | JPS5289200A (enExample) |
| DE (1) | DE2656600C3 (enExample) |
| FR (1) | FR2338294A1 (enExample) |
| GB (1) | GB1531070A (enExample) |
| IT (1) | IT1081938B (enExample) |
| NL (1) | NL175185C (enExample) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2637170A1 (de) * | 1976-08-18 | 1978-02-23 | Bayer Ag | Verfahren zur herstellung von isocyanuratgruppen und urethangruppen aufweisenden kunststoffen |
| JPS54111598A (en) * | 1978-02-21 | 1979-08-31 | Bridgestone Corp | Preparation of flame-retardant, low-smoking rigid polyurethane foam |
| US4204019A (en) * | 1978-09-11 | 1980-05-20 | Shelter Insulation, Inc. | Polyisocyanurate foam laminate and process |
| US4237238A (en) * | 1979-10-03 | 1980-12-02 | The Upjohn Company | Polyisocyanurate foams based on esterified DMI oxidation residue additive |
| JPS5681332A (en) * | 1979-12-04 | 1981-07-03 | Dai Ichi Kogyo Seiyaku Co Ltd | Production of modified polyisocyanurate foam |
| US4307205A (en) * | 1979-12-06 | 1981-12-22 | Owens-Corning Fiberglas Corporation | Polyester polyols |
| US4346229A (en) * | 1980-05-01 | 1982-08-24 | Hercules Incorporated | Reaction products of DMT process residue and dipropylene glycol |
| JPS5725317A (en) * | 1980-07-22 | 1982-02-10 | Inoue Mtp Co Ltd | Production of organic polyisocyanate polymer |
| JPS5725318A (en) * | 1980-07-22 | 1982-02-10 | Inoue Mtp Co Ltd | Production of organic polyisocyanate polymer |
| US4411949A (en) * | 1982-02-01 | 1983-10-25 | The Celotex Corporation | Polymeric foams from transesterified by-product derived from manufacture of dimethyl terephthalate and laminates therefrom |
| US4521611A (en) * | 1982-05-24 | 1985-06-04 | Stepan Chemical Company | Polyester polyol blend from phthalic anhydride bottoms |
| US4417001A (en) * | 1982-09-20 | 1983-11-22 | Freeman Chemical Corporation | Low smoke isocyanurate modified urethane foam and method of making same |
| US4615822A (en) * | 1983-06-27 | 1986-10-07 | Stepan Company | Compatibilized polyester polyol blend from phthalic anhydride bottoms |
| US4506090A (en) * | 1983-07-15 | 1985-03-19 | Texaco Inc. | Aromatic polyols made from polyethylene terephthalate scrap, glycols and aromatic carbonyl-containing compounds |
| DE3339235A1 (de) * | 1983-10-28 | 1985-05-09 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von polyurethanen |
| US4469824A (en) * | 1983-11-18 | 1984-09-04 | Texaco, Inc. | Liquid terephthalic ester polyols and polyisocyanurate foams therefrom |
| US4873268A (en) * | 1984-02-22 | 1989-10-10 | Sloss Industries Corporation | Digestion products of polyalkylene terephthalate polymers and polycarboxylic acid-containing polyols and polymeric foams obtained therefrom |
| US4539341A (en) * | 1984-02-22 | 1985-09-03 | Jim Walter Resources, Inc. | Digestion products of polyalkylene terephthalate polymers and polycarboxylic acid-containing polyols and polymeric foams obtained therefrom |
| US4554185A (en) * | 1984-05-15 | 1985-11-19 | Marine Shield Corporation | Anti-fouling coating composition, process for applying same and coating thereby obtained |
| US4576838A (en) * | 1984-08-15 | 1986-03-18 | Marine Shield Corp. | Anti-fouling coating composition, process for applying same and coating thereby obtained |
| US4544679A (en) * | 1985-02-21 | 1985-10-01 | Mobay Chemical Corporation | Polyol blend and polyisocyanurate foam produced therefrom |
| US4647595A (en) * | 1985-10-17 | 1987-03-03 | Asahi Glass Company, Ltd. | Process for producing a urethane-modified polyisocyanurate foam |
| US4623673A (en) | 1985-10-24 | 1986-11-18 | The Dow Chemical Company | Urethane-modified polyisocyanurate rigid foam |
| US4644019A (en) * | 1985-10-28 | 1987-02-17 | Texaco Inc. | Modified terephthalic ester polyols and rigid foams therefrom |
| US4642319A (en) * | 1986-01-22 | 1987-02-10 | Texaco Inc. | Modified terephthalic ester polyols and rigid foams therefrom |
| US4797428A (en) * | 1987-06-22 | 1989-01-10 | Mobay Corporation | Foam systems and ASTM E-84 class 1 rated foams produced therefrom |
| US4929697A (en) * | 1987-08-07 | 1990-05-29 | Mobay Corporation | Use of ester group containing polyols in a rim process |
| US5003027A (en) * | 1987-08-07 | 1991-03-26 | Mobay Corporation | Ester group containing polyols in a RIM process |
| US4760100A (en) * | 1987-10-26 | 1988-07-26 | Arco Chemical Company | Terephthalic ester polyols modified with ethoxylated amines and amides and rigid foams therefrom |
| GB8916824D0 (en) * | 1989-07-22 | 1989-09-06 | Ciba Geigy | Polyester |
| US5332860A (en) * | 1993-06-29 | 1994-07-26 | The Dow Chemical Company | Polyols useful for preparing polyurethane foams having improved retention of insulative properties, polyurethane foams prepared therewith and methods for the preparation thereof |
| US5373030A (en) * | 1993-06-29 | 1994-12-13 | The Dow Chemical Company | Polyurethane foams having improved retention of insulative properties and methods for the preparation thereof |
| WO1999005204A1 (en) * | 1997-07-25 | 1999-02-04 | Huntsman Ici Chemicals Llc | Flame resistant rigid polyurethane foams blown with hydrofluorocarbons |
| EP1649322A4 (en) | 2003-07-17 | 2007-09-19 | Honeywell Int Inc | PLANARIZATION FILMS FOR ADVANCED MICRO-ELECTRONIC APPLICATIONS AND EQUIPMENT AND METHOD FOR THE PRODUCTION THEREOF |
| US7678434B2 (en) * | 2004-04-30 | 2010-03-16 | York International Corporation | Thermally-enhanced HVAC constructions |
| JP2008138042A (ja) * | 2006-11-30 | 2008-06-19 | Toyo Tire & Rubber Co Ltd | 発泡硬質ポリウレタンフォーム用ポリオール組成物及び発泡硬質ポリウレタンフォームの製造方法 |
| ITMI20081480A1 (it) * | 2008-08-06 | 2010-02-06 | Dow Global Technologies Inc | Poliesteri aromatici, miscele palioliche che li comprendono e prodotti risultanti |
| CA2732421C (en) * | 2008-08-28 | 2016-05-17 | Huntsman International Llc | Mixture obtained by reacting polyol and anhydride and its use in polyisocyanates for making polyisocyanurates |
| BRPI1009872A2 (pt) | 2009-04-09 | 2016-03-08 | Bayer Materialscience Ag | polióis de poliéster de ácido tereftálico e óxidos de oligoalquileno |
| PL2435499T3 (pl) * | 2009-05-30 | 2014-01-31 | Bayer Ip Gmbh | Poliesterpoliole z kwasu izoftalowego i/lub kwasu tereftalowego i oligoalkilenotlenków |
| EP2655464A1 (en) * | 2010-12-21 | 2013-10-30 | Dow Global Technologies LLC | Polyol formulations for improved cold temperature skin cure of polyurethane rigid foams |
| CN103619904A (zh) * | 2011-06-29 | 2014-03-05 | 陶氏环球技术有限责任公司 | 用于改进聚异氰脲酸酯刚性泡沫体的原始强度的多元醇制剂 |
| JP2013040330A (ja) * | 2011-07-20 | 2013-02-28 | Sanyo Chem Ind Ltd | ポリウレタンフォーム製造用強度向上剤 |
| US9523195B2 (en) | 2014-06-09 | 2016-12-20 | Johns Manville | Wall insulation boards with non-halogenated fire retardant and insulated wall systems |
| US9815256B2 (en) | 2014-06-09 | 2017-11-14 | Johns Manville | Foam boards including non-halogenated fire retardants |
| US9528269B2 (en) | 2014-06-09 | 2016-12-27 | Johns Manville | Roofing systems and roofing boards with non-halogenated fire retardant |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1040233B (de) * | 1955-11-18 | 1958-10-02 | Hudson Foam Plastics Corp | Verfahren zum Herstellen eines elastischen Schaumstoffes mit im wesentlichen offenen Zellen auf Polyester-Isocyanat-Basis |
| NL247436A (enExample) * | 1959-01-17 | |||
| BE590114A (enExample) * | 1959-04-25 | |||
| US3072614A (en) * | 1960-01-29 | 1963-01-08 | Standard Oil Co | Polyurethane compositions |
| GB1104394A (en) * | 1964-04-08 | 1968-02-28 | Gen Tire & Rubber Co | The preparation of polyisocyanurates |
| BE663892A (enExample) * | 1964-05-13 | |||
| CH527865A (fr) * | 1964-08-27 | 1972-09-15 | Rustam Devitre Homi | Procédé de préparation de mousses de polyisocyanurate |
| US3454530A (en) * | 1966-03-07 | 1969-07-08 | Leslie C Case | Novel polyols which are reaction products of a monoepoxide and a cyclic monoanhydride |
| GB1184893A (en) * | 1966-04-22 | 1970-03-18 | Ici Ltd | Foamed Polymers Containing an Isocyanurate Ring Structure |
| US3431223A (en) * | 1966-06-10 | 1969-03-04 | Upjohn Co | Partial esters as polyols for polyurethane foams |
| GB1223415A (en) * | 1967-03-21 | 1971-02-24 | Ici Ltd | Foamed polymers |
| US3572417A (en) * | 1967-11-02 | 1971-03-23 | Ppg Industries Inc | Method for casting metals in foamed inorganic refractory molds |
| DE1720768A1 (de) * | 1968-01-02 | 1971-07-15 | Bayer Ag | Kunststoffe auf Isocyanatbasis und Verfahren zu ihrer Herstellung |
| US3745133A (en) * | 1968-02-05 | 1973-07-10 | Upjohn Co | Cellular isocyanurate containing polymers |
| US3642646A (en) * | 1968-04-23 | 1972-02-15 | Standard Oil Co | Carboxy-bearing adduct polyol composition containing tetrabromophthalic anhydride |
| US3755212A (en) * | 1971-05-13 | 1973-08-28 | Dow Chemical Co | Air blown polyurethane foams |
| GB1404822A (en) * | 1972-05-09 | 1975-09-03 | Ici Ltd | Foamed polymers |
| DE2301408A1 (de) * | 1973-01-12 | 1974-07-25 | Bayer Ag | Verfahren zur herstellung von harten, ueberwiegend isocyanuratringstrukturen aufweisenden schaumstoffen |
| DE2637170A1 (de) * | 1976-08-18 | 1978-02-23 | Bayer Ag | Verfahren zur herstellung von isocyanuratgruppen und urethangruppen aufweisenden kunststoffen |
-
1976
- 1976-01-19 US US05/650,453 patent/US4039487A/en not_active Expired - Lifetime
- 1976-12-14 DE DE2656600A patent/DE2656600C3/de not_active Expired
- 1976-12-21 GB GB53336/76A patent/GB1531070A/en not_active Expired
-
1977
- 1977-01-17 JP JP387577A patent/JPS5289200A/ja active Granted
- 1977-01-18 IT IT47686/77A patent/IT1081938B/it active
- 1977-01-18 FR FR7701350A patent/FR2338294A1/fr active Granted
- 1977-01-19 NL NLAANVRAGE7700525,A patent/NL175185C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US4039487A (en) | 1977-08-02 |
| JPS5289200A (en) | 1977-07-26 |
| IT1081938B (it) | 1985-05-21 |
| NL175185B (nl) | 1984-05-01 |
| FR2338294A1 (fr) | 1977-08-12 |
| JPS551291B2 (enExample) | 1980-01-12 |
| GB1531070A (en) | 1978-11-01 |
| NL7700525A (nl) | 1977-07-21 |
| DE2656600A1 (de) | 1977-07-28 |
| FR2338294B1 (enExample) | 1983-08-19 |
| NL175185C (nl) | 1984-10-01 |
| DE2656600B2 (de) | 1979-07-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8328 | Change in the person/name/address of the agent |
Free format text: HENKEL, G., DR.PHIL. FEILER, L., DR.RER.NAT. HAENZEL, W., DIPL.-ING., PAT.-ANW., 8000 MUENCHEN |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: THE DOW CHEMICAL CO. (EINE GES.N.D.GESETZEN D. STA |
|
| 8328 | Change in the person/name/address of the agent |
Free format text: HENKEL, G., DR.PHIL. FEILER, L., DR.RER.NAT. HAENZEL, W., DIPL.-ING. KOTTMANN, D., DIPL.-ING, PAT.-ANW., 8000 MUENCHEN |