CA2182849A1 - Process for producing low-emission polyurethane moldings and composite bodies and their use - Google Patents

Process for producing low-emission polyurethane moldings and composite bodies and their use

Info

Publication number: CA2182849A1
Authority: CA; Canada
Prior art keywords: integer; carbon atoms; represents hydrogen; formula; alkyl radical
Prior art date: 1995-08-10
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.): Abandoned

Application number

CA002182849A

Other languages

English (en)

French (fr)

Inventor

Peter Haas

Ulrich Liman

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bayer AG

Original Assignee

Bayer AG

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.)

1995-08-10

Filing date

1996-08-07

Publication date

1997-02-11

1996-08-07 Application filed by Bayer AG filed Critical Bayer AG

1997-02-11 Publication of CA2182849A1 publication Critical patent/CA2182849A1/en

Status Abandoned legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 49
239000004814 polyurethane Substances 0.000 title claims abstract description 45
229920002635 polyurethane Polymers 0.000 title claims abstract description 41
239000002131 composite material Substances 0.000 title claims abstract description 25
238000000465 moulding Methods 0.000 title claims abstract description 21
239000000463 material Substances 0.000 claims abstract description 37
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 34
239000012190 activator Substances 0.000 claims abstract description 28
239000005056 polyisocyanate Substances 0.000 claims abstract description 19
229920001228 polyisocyanate Polymers 0.000 claims abstract description 18
238000004519 manufacturing process Methods 0.000 claims abstract description 15
239000012948 isocyanate Substances 0.000 claims abstract description 13
150000002513 isocyanates Chemical class 0.000 claims abstract description 13
239000000654 additive Substances 0.000 claims abstract description 10
239000004088 foaming agent Substances 0.000 claims abstract description 9
229920003023 plastic Polymers 0.000 claims abstract description 9
239000004033 plastic Substances 0.000 claims abstract description 9
238000006243 chemical reaction Methods 0.000 claims abstract description 8
239000004970 Chain extender Substances 0.000 claims abstract description 6
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 40
125000004432 carbon atom Chemical group C* 0.000 claims description 36
229910052739 hydrogen Inorganic materials 0.000 claims description 36
239000001257 hydrogen Substances 0.000 claims description 36
230000000737 periodic effect Effects 0.000 claims description 16
239000006260 foam Substances 0.000 claims description 15
239000000203 mixture Substances 0.000 claims description 14
229920000915 polyvinyl chloride Polymers 0.000 claims description 11
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
-1 polyethylene Polymers 0.000 claims description 10
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
239000011541 reaction mixture Substances 0.000 claims description 8
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 6
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 6
150000002894 organic compounds Chemical class 0.000 claims description 6
ORTFAQDWJHRMNX-UHFFFAOYSA-M oxidooxomethyl Chemical compound [O-][C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-M 0.000 claims description 6
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 5
PDKAXHLOFWCWIH-UHFFFAOYSA-N 1,1-dichlorobuta-1,3-diene Chemical compound ClC(Cl)=CC=C PDKAXHLOFWCWIH-UHFFFAOYSA-N 0.000 claims description 3
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 3
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 claims description 3
229920001519 homopolymer Polymers 0.000 claims description 3
239000002985 plastic film Substances 0.000 claims description 3
229920002037 poly(vinyl butyral) polymer Polymers 0.000 claims description 3
229920002689 polyvinyl acetate Polymers 0.000 claims description 3
239000011118 polyvinyl acetate Substances 0.000 claims description 3
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 2
229920001577 copolymer Polymers 0.000 claims description 2
239000000758 substrate Substances 0.000 claims 3
239000004698 Polyethylene Substances 0.000 claims 1
239000004743 Polypropylene Substances 0.000 claims 1
229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims 1
229920000573 polyethylene Polymers 0.000 claims 1
229920001155 polypropylene Polymers 0.000 claims 1
230000000630 rising effect Effects 0.000 claims 1
150000004657 carbamic acid derivatives Chemical class 0.000 abstract description 17
238000010276 construction Methods 0.000 abstract description 17
238000009792 diffusion process Methods 0.000 abstract description 13
150000001875 compounds Chemical class 0.000 abstract description 9
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 17
230000000875 corresponding effect Effects 0.000 description 17
150000001412 amines Chemical class 0.000 description 13
239000000306 component Substances 0.000 description 13
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
235000019589 hardness Nutrition 0.000 description 10
229920005862 polyol Polymers 0.000 description 10
150000003077 polyols Chemical class 0.000 description 10
239000004800 polyvinyl chloride Substances 0.000 description 10
239000000126 substance Substances 0.000 description 9
239000001569 carbon dioxide Substances 0.000 description 8
229910002092 carbon dioxide Inorganic materials 0.000 description 8
239000000243 solution Substances 0.000 description 8
239000004721 Polyphenylene oxide Substances 0.000 description 7
238000011068 loading method Methods 0.000 description 7
229920000570 polyether Polymers 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000005253 cladding Methods 0.000 description 6
238000009472 formulation Methods 0.000 description 6
238000012360 testing method Methods 0.000 description 6
239000002253 acid Substances 0.000 description 5
238000006555 catalytic reaction Methods 0.000 description 5
IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 5
230000032683 aging Effects 0.000 description 4
238000009835 boiling Methods 0.000 description 4
229920000642 polymer Polymers 0.000 description 4
159000000000 sodium salts Chemical class 0.000 description 4
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
239000012752 auxiliary agent Substances 0.000 description 3
238000009833 condensation Methods 0.000 description 3
230000005494 condensation Effects 0.000 description 3
239000000470 constituent Substances 0.000 description 3
239000003063 flame retardant Substances 0.000 description 3
238000005187 foaming Methods 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
150000002431 hydrogen Chemical class 0.000 description 3
238000007373 indentation Methods 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
230000035515 penetration Effects 0.000 description 3
239000007787 solid Substances 0.000 description 3
229940113165 trimethylolpropane Drugs 0.000 description 3
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 2
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
230000003385 bacteriostatic effect Effects 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
238000000576 coating method Methods 0.000 description 2
239000003086 colorant Substances 0.000 description 2
230000008021 deposition Effects 0.000 description 2
238000007688 edging Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000011049 filling Methods 0.000 description 2
239000005357 flat glass Substances 0.000 description 2
239000004872 foam stabilizing agent Substances 0.000 description 2
230000001408 fungistatic effect Effects 0.000 description 2
239000007789 gas Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
238000011065 in-situ storage Methods 0.000 description 2
238000005259 measurement Methods 0.000 description 2
239000012528 membrane Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
BXYVQNNEFZOBOZ-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-n',n'-dimethylpropane-1,3-diamine Chemical compound CN(C)CCCNCCCN(C)C BXYVQNNEFZOBOZ-UHFFFAOYSA-N 0.000 description 2
238000012545 processing Methods 0.000 description 2
239000002994 raw material Substances 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
150000003384 small molecules Chemical class 0.000 description 2
239000003381 stabilizer Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
239000004753 textile Substances 0.000 description 2
PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 description 1
RKGJWIWVQAHVLV-UHFFFAOYSA-N 3-(1-methylpiperazin-2-yl)propan-1-amine Chemical compound CN1CCNCC1CCCN RKGJWIWVQAHVLV-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
229920002430 Fibre-reinforced plastic Polymers 0.000 description 1
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 1
239000002879 Lewis base Substances 0.000 description 1
238000005684 Liebig rearrangement reaction Methods 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
239000013543 active substance Substances 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
230000003679 aging effect Effects 0.000 description 1
238000007605 air drying Methods 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
239000005030 aluminium foil Substances 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
229940000425 combination drug Drugs 0.000 description 1
239000013068 control sample Substances 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
150000004292 cyclic ethers Chemical class 0.000 description 1
150000001924 cycloalkanes Chemical class 0.000 description 1
238000005034 decoration Methods 0.000 description 1
230000006735 deficit Effects 0.000 description 1
238000005137 deposition process Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
KVFIJIWMDBAGDP-UHFFFAOYSA-N ethylpyrazine Chemical compound CCC1=CN=CC=N1 KVFIJIWMDBAGDP-UHFFFAOYSA-N 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000011151 fibre-reinforced plastic Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
230000009969 flowable effect Effects 0.000 description 1
239000011888 foil Substances 0.000 description 1
DYDNPESBYVVLBO-UHFFFAOYSA-N formanilide Chemical compound O=CNC1=CC=CC=C1 DYDNPESBYVVLBO-UHFFFAOYSA-N 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
238000007542 hardness measurement Methods 0.000 description 1
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
238000005286 illumination Methods 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
150000007527 lewis bases Chemical class 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
238000013508 migration Methods 0.000 description 1
230000005012 migration Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920006389 polyphenyl polymer Polymers 0.000 description 1
230000008092 positive effect Effects 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
229920006337 unsaturated polyester resin Polymers 0.000 description 1
AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
238000005303 weighing Methods 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
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/1841—Catalysts containing secondary or tertiary amines or salts thereof having carbonyl groups which may be linked to one or more nitrogen or oxygen atoms
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/40—Layered products comprising a layer of synthetic resin comprising polyurethanes
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/02—Carbamic acids; Salts of carbamic acids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/20—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
- C07D295/205—Radicals derived from carbonic acid
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/205—Compounds containing groups, e.g. carbamates
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2250/00—Layers arrangement
- B32B2250/40—Symmetrical or sandwich layers, e.g. ABA, ABCBA, ABCCBA
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2375/00—Polyureas; Polyurethanes
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2479/00—Furniture
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2605/00—Vehicles
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
- Y10T428/31576—Ester monomer type [polyvinylacetate, etc.]
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
- Y10T428/3158—Halide monomer type [polyvinyl chloride, etc.]
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
- Y10T428/31583—Nitrile monomer type [polyacrylonitrile, etc.]

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Polyurethanes Or Polyureas (AREA)
Laminated Bodies (AREA)
Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Casting Or Compression Moulding Of Plastics Or The Like (AREA)
Molding Of Porous Articles (AREA)

CA002182849A 1995-08-10 1996-08-07 Process for producing low-emission polyurethane moldings and composite bodies and their use Abandoned CA2182849A1 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19529412.2		1995-08-10
DE19529412A DE19529412A1 (de)	1995-08-10	1995-08-10	Verfahren zur Herstellung emissionsarmer Polyurethan-Form und Verbundkörper sowie deren Verwendung

Publications (1)

Publication Number	Publication Date
CA2182849A1 true CA2182849A1 (en)	1997-02-11

Family

ID=7769162

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002182849A Abandoned CA2182849A1 (en)	1995-08-10	1996-08-07	Process for producing low-emission polyurethane moldings and composite bodies and their use

Country Status (8)

Country	Link
US (1)	US5760098A (2)
EP (1)	EP0758659A1 (2)
JP (1)	JPH0952930A (2)
KR (1)	KR970010809A (2)
BR (1)	BR9603379A (2)
CA (1)	CA2182849A1 (2)
DE (1)	DE19529412A1 (2)
MX (1)	MX9603303A (2)

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP1097954B1 (de) *	1999-11-03	2007-05-09	Otto Bock Schaumsysteme GmbH & Co. KG	Verfahren zur Herstellung von Polyurethanschaumstoffen
EP1097953A3 (de) *	1999-11-03	2001-11-14	Otto Bock Schaumstoffwerke GmbH & Co. KG	Verfahren zur Herstellung von Polyurethanschaumstoffen
US6423756B1 (en) *	2000-11-10	2002-07-23	Crompton Corporation	Process to improve polyurethane foam performance
US7185468B2 (en)	2002-10-31	2007-03-06	Jeld-Wen, Inc.	Multi-layered fire door and method for making the same
EP1603961A1 (en) *	2003-03-11	2005-12-14	Dow Global Technologies Inc.	Low amine emission polyurethane foam
DE10344379B4 (de) *	2003-09-23	2008-09-11	Mankiewicz Gebr. & Co (Gmbh & Co Kg)	Verwendung einer Zweikomponenten-Zusammensetzung zur Herstellung von flexiblen Polyurethan-Gelcoats für Kunstharz-Verbundwerkstoffe, Verfahren zur Herstellung der Verbundwerkstoffe und Verbundwerkstoffe
DE10344380A1 (de) *	2003-09-23	2005-05-12	Mankiewicz Gebr & Co	Zweikomponenten-Zusammensetzung zur Herstellung von Polyurethan-Gelcoats für Epoxidharz- und Vinylesterharz-Verbundwerkstoffe
MXPA06012083A (es) *	2004-04-21	2007-01-25	Jeld Wen Inc	Materiales compuestos de fibra reforzada y estructuras de construccion que comprenden materiales compuestos de fibra reforzada.
US20120041088A1 (en) *	2009-04-24	2012-02-16	Masaki Ishida	Foaming additive for producing polyurethane foam, and method for producing rigid polyurethane foam by using it
JP2010270324A (ja) *	2009-04-24	2010-12-02	Tosoh Corp	ポリウレタンフォーム用の発泡性添加剤、及びそれを用いた硬質ポリウレタンフォームの製造方法
JP2011026391A (ja) *	2009-07-22	2011-02-10	Tosoh Corp	スプレー式硬質ポリウレタンフォームの製造方法
JP2011037951A (ja) *	2009-08-07	2011-02-24	Tosoh Corp	ポリウレタンフォーム製造用の発泡性添加剤、及びそれを用いた硬質ポリウレタンフォームの製造方法
JP6430583B1 (ja) *	2017-05-15	2018-11-28	トーヨーポリマー株式会社	コンクリート補強用ポリウレタン系接着剤組成物およびコンクリート構造体
CN117279971A (zh) *	2021-05-11	2023-12-22	东曹株式会社	氢氯氟烯烃发泡聚氨酯泡沫制造用的多元醇类配合液组合物及其用途
JP7838356B2 (ja) *	2021-05-11	2026-04-01	東ソー株式会社	ヒドロクロロフルオロオレフィン発泡ポリウレタンフォーム製造用のポリオール系配合液組成物、及びその用途
WO2022239734A1 (ja) *	2021-05-11	2022-11-17	東ソー株式会社	ヒドロクロロフルオロオレフィン発泡ポリウレタンフォーム製造用のポリオール系配合液組成物、及びその用途

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GB1463069A (en) *	1973-11-07	1977-02-02	Dunlop Ltd	Intumescent foams
US4069240A (en) *	1975-09-04	1978-01-17	Uniroyal, Inc.	Nuclear hydrogenation of n-aryl carbamates
US4542214A (en) *	1982-03-04	1985-09-17	Air Products And Chemicals, Inc.	Carbamate and carbonate salts of tertiary amines
US4467089A (en) *	1982-03-04	1984-08-21	Air Products And Chemicals, Inc.	Carbamate and carbonate salts of tertiary amines
FR2523633A1 (fr) *	1982-03-19	1983-09-23	Sitheni	Bloc-fenetre prefabrique garni de panneaux en materiau isolant
US4517313A (en) *	1984-04-11	1985-05-14	Abbott Laboratories	Method of making polyurethane foam
DD236742A1 (de) *	1984-04-11	1986-06-18	Rainer Noack	Verfahren zur polymerisation von isocyanaten (ii)

1995
- 1995-08-10 DE DE19529412A patent/DE19529412A1/de not_active Withdrawn
1996
- 1996-07-29 EP EP96112213A patent/EP0758659A1/de not_active Withdrawn
- 1996-07-31 US US08/688,885 patent/US5760098A/en not_active Expired - Fee Related
- 1996-08-05 JP JP8220795A patent/JPH0952930A/ja active Pending
- 1996-08-07 CA CA002182849A patent/CA2182849A1/en not_active Abandoned
- 1996-08-09 BR BR9603379A patent/BR9603379A/pt not_active IP Right Cessation
- 1996-08-09 KR KR1019960033149A patent/KR970010809A/ko not_active Ceased
- 1996-08-09 MX MX9603303A patent/MX9603303A/es unknown

Also Published As

Publication number	Publication date
KR970010809A (ko)	1997-03-27
EP0758659A1 (de)	1997-02-19
MX9603303A (es)	1997-03-29
US5760098A (en)	1998-06-02
DE19529412A1 (de)	1997-02-13
BR9603379A (pt)	1998-05-12
JPH0952930A (ja)	1997-02-25

Legal Events

Date	Code	Title	Description
2011-04-07	FZDE	Discontinued	Effective date: 20040809

Publication	Publication Date	Title
US5760098A (en)	1998-06-02	Process for producing low-emission polyurethane moldings and composite bodies and their use
WO2002059175A2 (en)	2002-08-01	Molded foam articles prepared with reduced mold residence time and improved quality
EP3173433B1 (en)	2018-11-28	Formulation for producing a polyurethane foam
RU2135524C1 (ru)	1999-08-27	Способ получения жесткого пенополиуретана и слоистое изделие на его основе
US10427391B2 (en)	2019-10-01	Formulation for preparing a polyurethane foam
JP2006519918A (ja)	2006-08-31	低アミン放出性ポリウレタンフォーム
CA2134265C (en)	2004-09-07	Process for the production of semirigid foams containing urethane groups with improved flow properties
KR20160100916A (ko)	2016-08-24	가소화된 폴리우레탄 폼 및 가소화된 pvc 수지로 이루어진 코팅을 포함하는 복합재
US4727095A (en)	1988-02-23	Rigid foams deformable by heat and processes for their preparation and use
TW202428678A (zh)	2024-07-16	高剛度聚胺甲酸酯發泡組成物
WO1999061501A1 (de)	1999-12-02	Isocyanatgruppenhaltige prepolymere und verfahren zu ihrer herstellung
EP3990515B1 (en)	2025-07-02	Method for making foamed parts
GB1573778A (en)	1980-08-28	Process for preparing polyurethane-backed carpet
US5350781A (en)	1994-09-27	Process for the production of polyurethane foams
JPH02173028A (ja)	1990-07-04	高レジリエンスフォーム用湿潤硬化添加剤
CN115348983B (zh)	2025-04-01	由热塑性塑料和聚氨酯制成的复合元件、其生产方法及其用途
JPS62190213A (ja)	1987-08-20	塗装成形品
DE4203754A1 (de)	1993-08-12	Verfahren zur herstellung von fluorchlorkohlenwasserstoff freien formkoerpern mit einem zelligen kern und einer verdichteten randzone, vorzugsweise von lenkraedern fuer verkehrsmittel
WO2026090243A1 (en)	2026-04-30	Storage stable, formic acid-containing polyol compositions and methods of making polyurethane foams therefrom
CA2285741A1 (en)	2000-04-09	Polyisocyanate polyaddition products comprising covalently bonded dyes and stabilizers
CA2289904A1 (en)	2000-05-25	Compact veneer based on polyisocyanate polyaddition products
DE69921997T2 (de)	2005-11-03	Verfahren zur Herstellung von Polyurethan- oder Polyharnstoff-Schaumstoff
JPS60202114A (ja)	1985-10-12	ウレタンフオ−ム用配合物
MXPA99010814A (en)	2000-05-01	Compact sheet based on poliisocian poliadition products
MXPA00010907A (en)	2001-07-31	Prepolymers containing isocyanate groups and a method for the production thereof