DE494169T1 - Verfahren zur herstellung waermehaertbarer polyurethanartiger, mit fuellstoffen verstaerkter zusammensetzungen und die darauf basierenden zusammensetzungen. - Google Patents
Verfahren zur herstellung waermehaertbarer polyurethanartiger, mit fuellstoffen verstaerkter zusammensetzungen und die darauf basierenden zusammensetzungen.Info
- Publication number
- DE494169T1 DE494169T1 DE1990913356 DE90913356T DE494169T1 DE 494169 T1 DE494169 T1 DE 494169T1 DE 1990913356 DE1990913356 DE 1990913356 DE 90913356 T DE90913356 T DE 90913356T DE 494169 T1 DE494169 T1 DE 494169T1
- Authority
- DE
- Germany
- Prior art keywords
- process according
- filler
- phthalate
- organic phase
- homogeneous
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims 25
- 239000000203 mixture Substances 0.000 title claims 5
- 239000000945 filler Substances 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 11
- 239000012074 organic phase Substances 0.000 claims 11
- 239000000725 suspension Substances 0.000 claims 11
- 239000007788 liquid Substances 0.000 claims 9
- 229920002635 polyurethane Polymers 0.000 claims 8
- 239000004814 polyurethane Substances 0.000 claims 8
- 229920001187 thermosetting polymer Polymers 0.000 claims 8
- -1 alkyl adipate Chemical compound 0.000 claims 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 6
- 229910019142 PO4 Inorganic materials 0.000 claims 5
- 235000021317 phosphate Nutrition 0.000 claims 5
- 238000002360 preparation method Methods 0.000 claims 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 4
- 150000003254 radicals Chemical class 0.000 claims 4
- 239000011541 reaction mixture Substances 0.000 claims 4
- 239000003381 stabilizer Substances 0.000 claims 4
- 239000000126 substance Substances 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 239000000470 constituent Substances 0.000 claims 3
- 150000002334 glycols Chemical class 0.000 claims 3
- 229920005862 polyol Polymers 0.000 claims 3
- 150000003077 polyols Chemical class 0.000 claims 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical group OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 claims 2
- JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 claims 2
- 238000005755 formation reaction Methods 0.000 claims 2
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical group O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 2
- RLPSARLYTKXVSE-UHFFFAOYSA-N 1-(1,3-thiazol-5-yl)ethanamine Chemical compound CC(N)C1=CN=CS1 RLPSARLYTKXVSE-UHFFFAOYSA-N 0.000 claims 1
- FYEDNKVJQMKJTP-UHFFFAOYSA-N 2-(2-butoxyethoxycarbonyl)benzoic acid Chemical compound CCCCOCCOC(=O)C1=CC=CC=C1C(O)=O FYEDNKVJQMKJTP-UHFFFAOYSA-N 0.000 claims 1
- NGFWAKGWMSOVMP-UHFFFAOYSA-N 2-(2-methoxyethoxycarbonyl)benzoic acid Chemical compound COCCOC(=O)C1=CC=CC=C1C(O)=O NGFWAKGWMSOVMP-UHFFFAOYSA-N 0.000 claims 1
- IOUKBENEHYTJES-UHFFFAOYSA-N 2-(4-methoxybutoxycarbonyl)benzoic acid Chemical compound COCCCCOC(=O)C1=CC=CC=C1C(O)=O IOUKBENEHYTJES-UHFFFAOYSA-N 0.000 claims 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 claims 1
- FEFCILUKYGHITK-UHFFFAOYSA-N 2-decoxycarbonylbenzoic acid Chemical class CCCCCCCCCCOC(=O)C1=CC=CC=C1C(O)=O FEFCILUKYGHITK-UHFFFAOYSA-N 0.000 claims 1
- 239000005995 Aluminium silicate Substances 0.000 claims 1
- 239000004604 Blowing Agent Substances 0.000 claims 1
- 229920000049 Carbon (fiber) Polymers 0.000 claims 1
- 229920003043 Cellulose fiber Polymers 0.000 claims 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims 1
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- MXRIRQGCELJRSN-UHFFFAOYSA-N O.O.O.[Al] Chemical compound O.O.O.[Al] MXRIRQGCELJRSN-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- 229920002472 Starch Polymers 0.000 claims 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 claims 1
- 235000011941 Tilia x europaea Nutrition 0.000 claims 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 claims 1
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 235000012211 aluminium silicate Nutrition 0.000 claims 1
- 229910000410 antimony oxide Inorganic materials 0.000 claims 1
- 239000002216 antistatic agent Substances 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 150000005840 aryl radicals Chemical group 0.000 claims 1
- 239000012752 auxiliary agent Substances 0.000 claims 1
- 229940067597 azelate Drugs 0.000 claims 1
- 239000011324 bead Substances 0.000 claims 1
- 229940050390 benzoate Drugs 0.000 claims 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims 1
- LGBAGUMSAPUZPU-UHFFFAOYSA-N bis(9-methyldecyl) benzene-1,2-dicarboxylate Chemical compound CC(C)CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCC(C)C LGBAGUMSAPUZPU-UHFFFAOYSA-N 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 1
- 239000006229 carbon black Substances 0.000 claims 1
- 239000004917 carbon fiber Substances 0.000 claims 1
- 239000001913 cellulose Substances 0.000 claims 1
- 229920002678 cellulose Polymers 0.000 claims 1
- 239000007809 chemical reaction catalyst Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000001860 citric acid derivatives Chemical class 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- UCVPKAZCQPRWAY-UHFFFAOYSA-N dibenzyl benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC=2C=CC=CC=2)C=1C(=O)OCC1=CC=CC=C1 UCVPKAZCQPRWAY-UHFFFAOYSA-N 0.000 claims 1
- 150000005690 diesters Chemical class 0.000 claims 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 1
- DROMNWUQASBTFM-UHFFFAOYSA-N dinonyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCC DROMNWUQASBTFM-UHFFFAOYSA-N 0.000 claims 1
- 239000010459 dolomite Substances 0.000 claims 1
- 229910000514 dolomite Inorganic materials 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 150000002148 esters Chemical group 0.000 claims 1
- 239000003063 flame retardant Substances 0.000 claims 1
- 235000013312 flour Nutrition 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 239000003365 glass fiber Substances 0.000 claims 1
- 235000011187 glycerol Nutrition 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims 1
- 239000004571 lime Substances 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 239000000395 magnesium oxide Substances 0.000 claims 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine powder Natural products NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 239000010445 mica Substances 0.000 claims 1
- 229910052618 mica group Inorganic materials 0.000 claims 1
- PMDKYLLIOLFQPO-UHFFFAOYSA-N monocyclohexyl phthalate Chemical compound OC(=O)C1=CC=CC=C1C(=O)OC1CCCCC1 PMDKYLLIOLFQPO-UHFFFAOYSA-N 0.000 claims 1
- 229940105132 myristate Drugs 0.000 claims 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims 1
- FBUKVWPVBMHYJY-UHFFFAOYSA-M nonanoate Chemical compound CCCCCCCCC([O-])=O FBUKVWPVBMHYJY-UHFFFAOYSA-M 0.000 claims 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229940049964 oleate Drugs 0.000 claims 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 238000002161 passivation Methods 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 239000003116 photochemical stabilizer Substances 0.000 claims 1
- 125000005498 phthalate group Chemical class 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 239000004014 plasticizer Substances 0.000 claims 1
- 229920000728 polyester Polymers 0.000 claims 1
- 150000007519 polyprotic acids Polymers 0.000 claims 1
- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 claims 1
- 229940066675 ricinoleate Drugs 0.000 claims 1
- 150000003839 salts Chemical group 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 229940116351 sebacate Drugs 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 239000008107 starch Substances 0.000 claims 1
- 235000019698 starch Nutrition 0.000 claims 1
- 150000003431 steroids Chemical class 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 239000000454 talc Substances 0.000 claims 1
- 229910052623 talc Inorganic materials 0.000 claims 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims 1
- 239000003017 thermal stabilizer Substances 0.000 claims 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims 1
- 125000005591 trimellitate group Chemical group 0.000 claims 1
- 239000010456 wollastonite Substances 0.000 claims 1
- 229910052882 wollastonite Inorganic materials 0.000 claims 1
- 239000011667 zinc carbonate Substances 0.000 claims 1
- 229910000010 zinc carbonate Inorganic materials 0.000 claims 1
- 235000004416 zinc carbonate Nutrition 0.000 claims 1
- 239000011787 zinc oxide Substances 0.000 claims 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8911618A FR2651238B1 (fr) | 1989-08-31 | 1989-08-31 | Procede de preparation de composes thermodurcissables charges du type polyurethane et composes obtenus. |
| PCT/FR1990/000637 WO1991003513A1 (fr) | 1989-08-31 | 1990-08-30 | Procede de preparation de composes thermodurcissables charges du type polyurethane et composes obtenus |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE494169T1 true DE494169T1 (de) | 1993-05-19 |
Family
ID=26227539
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1990913356 Pending DE494169T1 (de) | 1989-08-31 | 1990-08-30 | Verfahren zur herstellung waermehaertbarer polyurethanartiger, mit fuellstoffen verstaerkter zusammensetzungen und die darauf basierenden zusammensetzungen. |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE494169T1 (no) |
| NO (1) | NO920659D0 (no) |
-
1990
- 1990-08-30 DE DE1990913356 patent/DE494169T1/de active Pending
-
1992
- 1992-02-19 NO NO920659A patent/NO920659D0/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO920659L (no) | 1992-02-19 |
| NO920659D0 (no) | 1992-02-19 |
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