DD203055A5 - Verfahren zur herstellung von duroplast-zusammensetzungen - Google Patents

Verfahren zur herstellung von duroplast-zusammensetzungen Download PDF

Info

Publication number: DD203055A5
Authority: DD; German Democratic Republic
Prior art keywords: acid; prepolymer; urethane; oxazolidone; bonds
Prior art date: 1981-10-08

Application number

DD82243838A

Other languages

German (de)

English (en)

Inventor

Anthony L Disalvo

Yu Arthurjun -Shen

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.)

1981-10-08

Filing date

1982-10-06

Publication date

1983-10-12

1982-10-06 Application filed by Stauffer Chemical Co filed Critical Stauffer Chemical Co

1983-10-12 Publication of DD203055A5 publication Critical patent/DD203055A5/de

Links

239000000203 mixture Substances 0.000 title claims abstract description 105
238000004519 manufacturing process Methods 0.000 title abstract description 6
229920000965 Duroplast Polymers 0.000 title description 2
239000004638 Duroplast Substances 0.000 title description 2
238000006243 chemical reaction Methods 0.000 claims abstract description 43
229920000642 polymer Polymers 0.000 claims abstract description 34
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 31
IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 claims abstract description 26
229920001187 thermosetting polymer Polymers 0.000 claims abstract description 23
229920001228 polyisocyanate Polymers 0.000 claims abstract description 22
239000005056 polyisocyanate Substances 0.000 claims abstract description 22
238000000034 method Methods 0.000 claims abstract description 21
238000002360 preparation method Methods 0.000 claims abstract description 7
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 6
239000012948 isocyanate Substances 0.000 claims abstract description 5
239000003054 catalyst Substances 0.000 claims description 37
230000015572 biosynthetic process Effects 0.000 claims description 25
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 22
239000002253 acid Substances 0.000 claims description 19
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 10
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 9
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 6
150000002763 monocarboxylic acids Chemical class 0.000 claims description 6
239000001361 adipic acid Substances 0.000 claims description 5
235000011037 adipic acid Nutrition 0.000 claims description 5
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 4
229910052799 carbon Inorganic materials 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
125000004429 atom Chemical group 0.000 claims description 3
150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims description 3
150000002989 phenols Chemical class 0.000 claims description 3
229920005989 resin Polymers 0.000 claims description 3
239000011347 resin Substances 0.000 claims description 3
229920006395 saturated elastomer Polymers 0.000 claims description 3
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
125000003118 aryl group Chemical group 0.000 claims description 2
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
BQQUFAMSJAKLNB-UHFFFAOYSA-N dicyclopentadiene diepoxide Chemical compound C12C(C3OC33)CC3C2CC2C1O2 BQQUFAMSJAKLNB-UHFFFAOYSA-N 0.000 claims description 2
235000006408 oxalic acid Nutrition 0.000 claims description 2
APRRQJCCBSJQOQ-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 APRRQJCCBSJQOQ-UHFFFAOYSA-N 0.000 claims 1
150000001298 alcohols Chemical class 0.000 claims 1
150000002440 hydroxy compounds Chemical class 0.000 claims 1
238000010107 reaction injection moulding Methods 0.000 claims 1
239000012744 reinforcing agent Substances 0.000 claims 1
125000003700 epoxy group Chemical group 0.000 abstract description 14
230000000704 physical effect Effects 0.000 abstract description 7
238000001746 injection moulding Methods 0.000 abstract description 3
125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
238000000465 moulding Methods 0.000 abstract 1
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 27
229920005862 polyol Polymers 0.000 description 20
150000003077 polyols Chemical class 0.000 description 20
238000003756 stirring Methods 0.000 description 19
239000011521 glass Substances 0.000 description 14
239000000243 solution Substances 0.000 description 13
125000005442 diisocyanate group Chemical group 0.000 description 12
239000000047 product Substances 0.000 description 12
239000011541 reaction mixture Substances 0.000 description 12
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 description 10
239000000376 reactant Substances 0.000 description 10
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
-1 boron trifluoride amide Chemical class 0.000 description 8
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 7
239000012975 dibutyltin dilaurate Substances 0.000 description 7
150000002118 epoxides Chemical class 0.000 description 7
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 6
239000000126 substance Substances 0.000 description 6
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
239000004814 polyurethane Substances 0.000 description 5
229920002635 polyurethane Polymers 0.000 description 5
KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 4
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
239000000470 constituent Substances 0.000 description 4
238000007872 degassing Methods 0.000 description 4
239000004615 ingredient Substances 0.000 description 4
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
238000002156 mixing Methods 0.000 description 4
238000003786 synthesis reaction Methods 0.000 description 4
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
WDGCBNTXZHJTHJ-UHFFFAOYSA-N 2h-1,3-oxazol-2-id-4-one Chemical group O=C1CO[C-]=N1 WDGCBNTXZHJTHJ-UHFFFAOYSA-N 0.000 description 3
239000004593 Epoxy Substances 0.000 description 3
229960000583 acetic acid Drugs 0.000 description 3
150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
238000005266 casting Methods 0.000 description 3
125000004185 ester group Chemical group 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
238000007614 solvation Methods 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
235000019270 ammonium chloride Nutrition 0.000 description 2
125000000732 arylene group Chemical group 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
238000004364 calculation method Methods 0.000 description 2
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
239000000835 fiber Substances 0.000 description 2
150000002513 isocyanates Chemical class 0.000 description 2
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
239000007788 liquid Substances 0.000 description 2
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 2
239000006082 mold release agent Substances 0.000 description 2
239000000178 monomer Substances 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
229920001485 poly(butyl acrylate) polymer Polymers 0.000 description 2
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
229920001897 terpolymer Polymers 0.000 description 2
CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 2
229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
OJPDDQSCZGTACX-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)anilino]ethanol Chemical compound OCCN(CCO)C1=CC=CC=C1 OJPDDQSCZGTACX-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
229910015900 BF3 Inorganic materials 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
XPPWXDNYGJIOPW-UHFFFAOYSA-N O1[C-]=NC(C1)=O.NC(=O)OCC Chemical compound O1[C-]=NC(C1)=O.NC(=O)OCC XPPWXDNYGJIOPW-UHFFFAOYSA-N 0.000 description 1
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
241000220317 Rosa Species 0.000 description 1
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 1
LBXYOQUOUHELKC-UHFFFAOYSA-O [NH2+]=C=O.O=C1N=[C-]OC1 Chemical class [NH2+]=C=O.O=C1N=[C-]OC1 LBXYOQUOUHELKC-UHFFFAOYSA-O 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
239000012445 acidic reagent Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
125000003158 alcohol group Chemical group 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
150000004703 alkoxides Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000004760 aramid Substances 0.000 description 1
229920003235 aromatic polyamide Polymers 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Substances FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
229940106681 chloroacetic acid Drugs 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000002131 composite material Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229920006037 cross link polymer Polymers 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
150000001993 dienes Chemical class 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
SZCGBFUWBCDIEA-UHFFFAOYSA-N dodecanedial Chemical compound O=CCCCCCCCCCCC=O SZCGBFUWBCDIEA-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
LDLDYFCCDKENPD-UHFFFAOYSA-N ethenylcyclohexane Chemical compound C=CC1CCCCC1 LDLDYFCCDKENPD-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
239000003365 glass fiber Substances 0.000 description 1
239000010439 graphite Substances 0.000 description 1
229910002804 graphite Inorganic materials 0.000 description 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
ZHUXMBYIONRQQX-UHFFFAOYSA-N hydroxidodioxidocarbon(.) Chemical compound [O]C(O)=O ZHUXMBYIONRQQX-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
LTRVAZKHJRYLRJ-UHFFFAOYSA-N lithium;butan-1-olate Chemical compound [Li+].CCCC[O-] LTRVAZKHJRYLRJ-UHFFFAOYSA-N 0.000 description 1
239000000463 material Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
229910001507 metal halide Inorganic materials 0.000 description 1
150000005309 metal halides Chemical class 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920005906 polyester polyol Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
239000003380 propellant Substances 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
239000012779 reinforcing material Substances 0.000 description 1
230000000630 rising effect Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000012265 solid product Substances 0.000 description 1
238000007711 solidification Methods 0.000 description 1
230000008023 solidification Effects 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
125000005628 tolylene group Chemical group 0.000 description 1
239000005341 toughened glass Substances 0.000 description 1
238000007039 two-step reaction Methods 0.000 description 1
238000013022 venting Methods 0.000 description 1
230000004580 weight loss Effects 0.000 description 1
239000010456 wollastonite Substances 0.000 description 1
229910052882 wollastonite Inorganic materials 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
- C08G59/4284—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof together with other curing agents
- 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
- C08G18/58—Epoxy resins
- 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
- C08G18/58—Epoxy resins
- C08G18/581—Reaction products of epoxy resins with less than equivalent amounts of compounds containing active hydrogen added before or during the reaction with the isocyanate component
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/12—Polycondensates containing more than one epoxy group per molecule of polycarboxylic acids with epihalohydrins or precursors thereof
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/1455—Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
- 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
- C08G2120/00—Compositions for reaction injection moulding processes

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Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Emergency Medicine (AREA)
General Chemical & Material Sciences (AREA)
Polyurethanes Or Polyureas (AREA)

DD82243838A 1981-10-08 1982-10-06 Verfahren zur herstellung von duroplast-zusammensetzungen DD203055A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US06/309,732 US4424316A (en)	1981-10-08	1981-10-08	Compositions for forming poly(oxazolidone/urethane) thermosets and products therefrom

Publications (1)

Publication Number	Publication Date
DD203055A5 true DD203055A5 (de)	1983-10-12

Family

ID=23199436

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD82243838A DD203055A5 (de)	1981-10-08	1982-10-06	Verfahren zur herstellung von duroplast-zusammensetzungen

Country Status (10)

Country	Link
US (1)	US4424316A (ko)
EP (1)	EP0077175B1 (ko)
JP (1)	JPS5871914A (ko)
KR (1)	KR890003002B1 (ko)
BR (1)	BR8205890A (ko)
CA (1)	CA1210889A (ko)
CS (1)	CS236490B2 (ko)
DD (1)	DD203055A5 (ko)
DE (1)	DE3275298D1 (ko)
ES (1)	ES8403954A1 (ko)

Cited By (1)

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EP0492562A2 (en) *	1990-12-25	1992-07-01	Teijin Limited	Plural liquid pack type heat curable polyisocyanate-glycidyl acrylate compound resinous composition and process for producing shaped resin article therefrom

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US4504633A (en) *	1983-06-01	1985-03-12	Stauffer Chemical Company	Modified poly(oxazolidone/urethane) compositions
FR2549277B1 (fr) *	1983-07-13	1985-10-25	Alsthom Atlantique	Procede d'isolation par impregnation d'un bobinage electrique, et vernis sans solvant stabilise utilisable dans ce procede
CA1340052C (en) *	1988-03-31	1998-09-22	Narasimhan Raghupathi	Chemically treated glass fibers for reinforcing thermosetting polymer matrices
EP0342064B1 (en) *	1988-05-13	1995-02-15	Nippon Paint Co., Ltd.	A thermosetting resinous composition and preparation of heat resisting coating and molded product using said composition
US4981754A (en) *	1988-06-20	1991-01-01	Owens-Corning Fiberglas Corporation	Glass fibers having a size composition containing the reaction product of an acid and/or alcohol with the terminal epoxy groups of a diglycidyl ether of a bisphenol
JPH03255122A (ja) *	1990-03-02	1991-11-14	Nippon Paint Co Ltd	熱硬化性樹脂組成物ならびに熱硬化樹脂成形物
US5138016A (en) *	1990-12-18	1992-08-11	H. B. Fuller Company	Isocyanurate-free oxazolidone compound made from epoxy and a hindered isocyanate compound and a novel catalyst for their production
US5480958A (en) *	1994-09-21	1996-01-02	Air Products And Chemicals, Inc.	Polyepoxide resins incorporating epoxy terminated urethanes as tougheners
DE19654149A1 (de) *	1996-12-23	1998-06-25	Basf Ag	Oxazolidon- und Urethangruppen enthaltende, unter Druck stehende isocyanatterminierte Prepolymere für Einkomponenten-Schäume
US7267288B2 (en) *	2001-03-22	2007-09-11	Nevada Supply Corporation	Polyurethane in intimate contact with fibrous material
US7599861B2 (en)	2006-03-02	2009-10-06	Convergys Customer Management Group, Inc.	System and method for closed loop decisionmaking in an automated care system
US8379830B1 (en)	2006-05-22	2013-02-19	Convergys Customer Management Delaware Llc	System and method for automated customer service with contingent live interaction
US7809663B1 (en)	2006-05-22	2010-10-05	Convergys Cmg Utah, Inc.	System and method for supporting the utilization of machine language

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Publication number	Priority date	Publication date	Assignee	Title
US2830038A (en)	1957-05-07	1958-04-08	Du Pont	Poly (polyalkylene ether urethane) polymers containing terminal epoxide groups
US3242108A (en)	1961-04-04	1966-03-22	Union Carbide Corp	Compositions for producing polyurethane resins and resinous foams and products prepared therefrom
NL280840A (ko)	1961-07-12
US3313747A (en)	1964-10-29	1967-04-11	Baker Chem Co J T	Polymers prepared from isocyanateoxazolidinones
US3373221A (en)	1964-11-04	1968-03-12	Shell Oil Co	Reaction products of unsaturated esters of polyepoxides and unsaturated carboxylic acids, and polyisocyanates
US3445436A (en)	1966-06-14	1969-05-20	Tremco Mfg Co	Polyurethane polyepoxides
US3761452A (en)	1968-02-16	1973-09-25	Du Pont	Epoxy polyurethane prepolymer compositions which are self curing uponapplication of heat
US3484413A (en)	1968-04-29	1969-12-16	Mobay Chemical Corp	Polyurethanes prepared from the cyclization product of a polyglycidyl carbamate
US3639655A (en)	1969-03-21	1972-02-01	Phillips Petroleum Co	Preparation of hydroxy-substituted polyesters
JPS4940863B1 (ko)	1970-01-22	1974-11-06
DE2247696A1 (de)	1972-09-28	1974-05-02	Synthopol Chemie Dr Koch	Verfahren zur herstellung von waermehaertbaren ueberzuegen
US3781235A (en)	1972-10-31	1973-12-25	Gen Electric	Method for making rigid foam and compositions using such method
US4070416A (en)	1972-11-29	1978-01-24	Hitachi, Ltd.	Novel thermosetting resin and a process for producing same
JPS5727894B2 (ko) *	1974-10-11	1982-06-14
FR2291996A1 (fr) *	1974-11-20	1976-06-18	Rhone Poulenc Ind	Polymeres nouveaux prepares a partir de polyisocyanates et de polyepoxydes
DE2557408C2 (de)	1975-12-19	1983-08-25	Bayer Ag, 5090 Leverkusen	Verfahren zur Herstellung eines in organischen Lösungsmitteln löslichen, vernetzbaren Acryloyl- und/oder Methacryloylgruppen und Carboxylgruppen enthaltenden Urethanharzes und seine Verwendung
US4066628A (en)	1976-08-02	1978-01-03	Mitsubishi Chemical Industries Ltd.	Oxazolidone catalyst
US4143009A (en)	1977-03-02	1979-03-06	Frank Dewey	Polyurethane-epoxy casting resin
CH624968A5 (ko) *	1977-06-14	1981-08-31	Ciba Geigy Ag
US4239857A (en)	1978-06-29	1980-12-16	Union Carbide Corporation	Process for producing solid or microcellular polyurethane elastomers having improved green strength

1981
- 1981-10-08 US US06/309,732 patent/US4424316A/en not_active Expired - Fee Related
1982
- 1982-10-06 EP EP82305313A patent/EP0077175B1/en not_active Expired
- 1982-10-06 DD DD82243838A patent/DD203055A5/de unknown
- 1982-10-06 DE DE8282305313T patent/DE3275298D1/de not_active Expired
- 1982-10-07 ES ES516312A patent/ES8403954A1/es not_active Expired
- 1982-10-07 BR BR8205890A patent/BR8205890A/pt unknown
- 1982-10-07 KR KR8204516A patent/KR890003002B1/ko active
- 1982-10-07 CA CA000413010A patent/CA1210889A/en not_active Expired
- 1982-10-08 JP JP57176466A patent/JPS5871914A/ja active Pending
- 1982-10-08 CS CS827209A patent/CS236490B2/cs unknown

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0492562A2 (en) *	1990-12-25	1992-07-01	Teijin Limited	Plural liquid pack type heat curable polyisocyanate-glycidyl acrylate compound resinous composition and process for producing shaped resin article therefrom
EP0492562A3 (en) *	1990-12-25	1993-02-17	Teijin Limited	Plural liquid pack type heat curable polyisocyanate-glycidyl acrylate compound resinous composition and process for producing shaped resin article therefrom

Also Published As

Publication number	Publication date
EP0077175A3 (en)	1983-08-24
US4424316A (en)	1984-01-03
BR8205890A (pt)	1983-09-06
KR840002010A (ko)	1984-06-11
KR890003002B1 (ko)	1989-08-18
CS236490B2 (en)	1985-05-15
DE3275298D1 (en)	1987-03-05
CA1210889A (en)	1986-09-02
ES516312A0 (es)	1984-04-01
JPS5871914A (ja)	1983-04-28
EP0077175A2 (en)	1983-04-20
ES8403954A1 (es)	1984-04-01
EP0077175B1 (en)	1987-01-28

Publication	Publication Date	Title
DE3587254T2 (de)	1993-11-25	Katalysatorsysteme für Polyurethanzusammensetzungen.
EP0308745B1 (de)	1992-11-19	Eingedickte Formmassen
DD203055A5 (de)	1983-10-12	Verfahren zur herstellung von duroplast-zusammensetzungen
DE1923937A1 (de)	1969-11-27	Esterhaltige Polyole,ihre Herstellung und Verwendung
DE3045748A1 (de)	1981-08-27	Verfahren zur herstellung von polyisocyanuratschaum
EP0610719B1 (de)	1999-04-07	Verfahren zur Herstellung von Hydroxylgruppen aufweisenden Verbindungen aus (Polyurethan) Polyharnstoffabfällen
DD208625A5 (de)	1984-04-04	Verfahren zur herstellung einer duroplast-zusammensetzung
DE3231497A1 (de)	1984-03-01	Verfahren zur herstellung von kompakten, waermebestaendigen urethan- und isocyanuratgruppen enthaltenden kunststoffen
DE3244077A1 (de)	1984-05-30	Furan-verbindungen, diese enthaltende zusammensetzungen und verfahren zu deren herstellung
EP0001800B1 (de)	1982-11-24	Polyätherpolyole, Verfahren zu ihrer Herstellung und Verfahren zur Herstellung von Polyurethanschaumstoffen
EP0066167B1 (de)	1985-03-27	Verfahren zur Herstellung von Mercaptogruppen aufweisenden Oligourethanen, sowie ihre Verwendung als Bindemittel für oxidativ härtbare Beschichtungs- und Dichtungsmassen bzw. als Zusatzmittel für Epoxidharze
DE3401166A1 (de)	1985-07-18	Verfahren zur herstellung von urethanmodifizierten polyisocyanat-zubereitungen und ihre verwendung bei der herstellung von polyurethankunststoffen
DE1013869B (de)	1957-08-14	Verfahren zur Herstellung von Isocyanat-Polymerisationsprodukten
EP0618251B1 (de)	1999-03-03	Niedrigviskose, hochfunktionelle, helle Polyether und Saccharose-Basis
DE2722400A1 (de)	1978-11-30	Verfahren zur herstellung von isocyanuratgruppen aufweisenden kunststoffen
EP0022215B1 (de)	1983-01-12	Verfahren zur Herstellung von Formkörpern auf Polyurethanbasis
DE2003938C3 (de)	1982-02-18	Verfahren zur Herstellung von 1,3-Imidazolidin-1,3-diyl-Ringe aufweisenden Polymeren
DE2604739A1 (de)	1976-08-19	Polymerisierbare harzmasse
DE1495021A1 (de)	1969-01-02	Haertbares,biegsames Polyesterharz
EP1471088B1 (de)	2012-04-11	Polyurethan-Formulierungen und ihre Verwendung
EP0152861A2 (de)	1985-08-28	Verfahren zur Herstellung von urethanmodifizierten Polyisocyanat-Zubereitungen und ihre Verwendung bei der Herstellung von Polyurethankunststoffen oder von Polyisocyanatkunststoffen
EP0368031A1 (de)	1990-05-16	Reaktivsysteme und ein Verfahren zur Herstellung von Polyurethankunststoffen
EP0148462B1 (de)	1987-07-08	Verfahren zur in situ-Herstellung von Harnstoffgruppen-enthaltenden Diisocyanaten in Polyolen, dem Verfahren entsprechende Dispersionen oder Lösungen sowie ihre Verwendung
EP0118725B1 (de)	1992-01-08	Flüssige, Isocyanuratgruppen enthaltende Polyisocyanatmischungen aus 4,4'- und 2,4'-Diphenylmethan-diisocyanaten, Verfahren zu deren Herstellung und deren Verwendung für Polyurethan- oder Polyisocyanurat-Kunststoffe
DE1570856A1 (de)	1970-03-12	Verfahren zur Gewinnung von pulverfoermigem Polyurethanharz