JPH0215572B2 - - Google Patents
Info
- Publication number
- JPH0215572B2 JPH0215572B2 JP58062282A JP6228283A JPH0215572B2 JP H0215572 B2 JPH0215572 B2 JP H0215572B2 JP 58062282 A JP58062282 A JP 58062282A JP 6228283 A JP6228283 A JP 6228283A JP H0215572 B2 JPH0215572 B2 JP H0215572B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- parts
- polyisocyanate
- foam
- water
- 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 - Lifetime
Links
- 229920001228 polyisocyanate Polymers 0.000 claims description 53
- 239000005056 polyisocyanate Substances 0.000 claims description 53
- 239000006260 foam Substances 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 31
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 19
- 229920000570 polyether Polymers 0.000 claims description 19
- 239000000839 emulsion Substances 0.000 claims description 18
- 229920003023 plastic Polymers 0.000 claims description 17
- 239000004033 plastic Substances 0.000 claims description 17
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 11
- 238000002156 mixing Methods 0.000 claims description 9
- 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 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 6
- 150000002009 diols Chemical class 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 150000004072 triols Chemical class 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 21
- 239000000203 mixture Substances 0.000 description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- 229920000126 latex Polymers 0.000 description 15
- 239000004816 latex Substances 0.000 description 15
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 10
- 239000007921 spray Substances 0.000 description 8
- 239000012948 isocyanate Substances 0.000 description 7
- -1 isocyanate compounds Chemical class 0.000 description 7
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
- 239000002174 Styrene-butadiene Substances 0.000 description 5
- 238000005187 foaming Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- 239000011115 styrene butadiene Substances 0.000 description 5
- 229920003048 styrene butadiene rubber Polymers 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000007764 o/w emulsion Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 229920000459 Nitrile rubber Polymers 0.000 description 3
- 229920002323 Silicone foam Polymers 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000013514 silicone foam Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229920006173 natural rubber latex Polymers 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- MPDDTAJMJCESGV-CTUHWIOQSA-M (3r,5r)-7-[2-(4-fluorophenyl)-5-[methyl-[(1r)-1-phenylethyl]carbamoyl]-4-propan-2-ylpyrazol-3-yl]-3,5-dihydroxyheptanoate Chemical group C1([C@@H](C)N(C)C(=O)C2=NN(C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C2C(C)C)C=2C=CC(F)=CC=2)=CC=CC=C1 MPDDTAJMJCESGV-CTUHWIOQSA-M 0.000 description 1
- CCJKFLLIJCGHMO-UHFFFAOYSA-N 2-[diethoxyphosphorylmethyl(2-hydroxyethyl)amino]ethanol Chemical compound CCOP(=O)(OCC)CN(CCO)CCO CCJKFLLIJCGHMO-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920006385 Geon Polymers 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 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 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000004035 construction material Substances 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 150000002314 glycerols Chemical group 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 239000012774 insulation material Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012184 mineral wax Substances 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
Description
ãçºæã®è©³çŽ°ãªèª¬æã
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çºæ³¡äœã補é ããæ¹æ³ã«é¢ãããDETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing a uniform foam from a polyisocyanate compound with excellent water dispersibility and a plastic emulsion.
芪氎æ§ããªãªãŒã«ãšããªã€ãœã·ã¢ããŒãååç©
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ã¢ããŒãåºå«æãã¬ããªããŒã¯äžé©åœã§ãã€ãã A method of obtaining a foam by simply mixing water with an isocyanate group-containing prepolymer made of a hydrophilic polyol and a polyisocyanate compound is well known. This method is suitable for producing ordinary soft foams, but in order to foam in combination with two-component spray foaming or plastic emulsion, polyisocyanates must be well dispersed in the water medium. Therefore, the above-mentioned isocyanate group-containing prepolymers were unsuitable.
ãŸããããªã€ãœã·ã¢ããŒãååç©ã«RO
ïŒCH2CH2OïŒnHãŸãã¯Râ²ïŒOCH2CH2ïŒ
mOOCCH2COOïŒCH2CH2OïŒnRâ²ã§ç€ºãããããª
ãšãã¬ã³ãªãã·ãèªå°äœïŒããã§ïŒ²ããã³Râ²ã¯
ïŒãïŒã®ççŽ æ°ã®ã¢ã«ãã«åºãïœããã³ïœã¯å¹³å
ïŒã120ïŒãåå¿ãããŠåŸãããèªå·±ä¹³ååããª
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ãããæ¬çºæã®ç®çã®ãã©ã¹ããã¯ãšãã«ãžãšã³
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çšã«éããŠã¯ã€ãœã·ã¢ããŒããæå¹ã«ãæ©æã«å©
çšãããããå ç±åŠçãè¡ãªãå¿
èŠãçããããª
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ã¬ããªããŒãçšããå Žåãããããäžèšæ°Žäžæ²¹æ»Ž
åãšãã«ãžãšã³ã圢æããããã«ã¯ãRO
ïŒCH2CH2OïŒnHãŸãã¯Râ²ïŒOCH2CH2ïŒ
mOOCCH2COOïŒCH2CH2OïŒnRâ²ã®ããªãšãã¬ã³
ãªãã·ãèªå°äœéšåã芪氎æ§åºãšããŠåããã€ãœ
ã·ã¢ããŒãéšåã¯èŠªæ²¹åºãšããŠåãå¿
èŠãããã
ããäžèšã€ãœã·ã¢ããŒãæ«ç«¯ãã¬ããªããŒè£œé ã«
åœã€ãŠçšããããããããã·ã«æ«ç«¯ããªãšãŒãã«
ãšããŠã¯ãªãã·ãããã«åã°ãªã»ããŒã«çã®èŠªæ²¹
æ§ã®ãã®ãçšããããŠããã Additionally, polyisocyanate compounds have RO
(CH 2 CH 2 O)nH or Râ² (OCH 2 CH 2 )
obtained by reacting a polyethylene oxide derivative represented by mOOCCH 2 COO(CH 2 CH 2 O)nR' (where R and R' are alkyl groups having 1 to 4 carbon atoms, and n and m are 5 to 120 on average). The self-emulsifying polyisocyanate is known (Japanese Patent Publication No. 7472/1983).
However, the purpose of this polyisocyanate is to create a stable emulsion by dispersing it with water, and its dispersion performance is insufficient to obtain a foam when combined with the plastic emulsion of the present invention, making it undesirable. That is, in the technique described in the above-mentioned publication, polyisocyanate is dispersed with water to form an oil-in-water emulsion to form stable capsules. Therefore, the pot life of this emulsion is relatively long, usually 3 to 5 hours at 25°C. When used, it is necessary to heat the isocyanate in order to utilize it effectively and quickly. In this known invention, an isocyanate-terminated prepolymer obtained by reacting an excess diisocyanate or a highly functional polyisocyanate with a hydroxyl-terminated polyether may be used as the polyisocyanate, but the above-mentioned oil-in-water emulsion is formed. In order to
(CH 2 CH 2 O)nH or Râ² (OCH 2 CH 2 )
The polyethylene oxide derivative portion of mOOCCH 2 COO(CH 2 CH 2 O)nRâ² acts as a hydrophilic group, and the isocyanate portion needs to act as a lipophilic group. As the polyether, lipophilic ones such as oxypropylated glycerol are used.
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ãªãããã§ããã On the other hand, in order to obtain a foam in combination with a plastic emulsion, a polyisocyanate compound with excellent water dispersibility is required, and an oil-in-water emulsion, which is stable when dispersed with water, is not suitable. It means that there is. The type dispersed with water is basically preferably an oil-in-water type, but it is preferable that it is not a clear oil-in-water type but is partially water-soluble. This is because, in a stable oil-in-water emulsion, carbon dioxide gas generation due to the reaction between water and isocyanate is extremely slow and no foam is formed.
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çã¯äžèšèŠ³ç¹ã«éã¿ããã©ã¹ããã¯ãš
ãã«ãžãšã³ãšçµåããŠåäžãªçºæ³¡äœãåŸãããšã®
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ãèŠåºããã In view of the above viewpoint, the present inventors conducted various research on polyisocyanate compounds with excellent water dispersibility that can be combined with plastic emulsions to obtain uniform foams, and as a result, a polyisocyanate compound obtained as follows It has been found that the compound is suitable.
ããªãã¡ã
(A) ãžããšãã«ã¡ã¿ã³ãžã€ãœã·ã¢ããŒãç³»ã®ããª
ã€ãœã·ã¢ããŒã100éééšã«ã
(B) ROïŒCH2CH2OïŒnHãŸãã¯Râ²ïŒOCH2CH2ïŒ
mOOCCH2COOïŒCH2CH2OïŒnRâ²ïŒïŒ²ããã³
Râ²ã¯åäžãŸãã¯çžç°ãªã€ãççŽ æ°ïŒãïŒã®ã¢
ã«ãã«åºãïœãïœã¯å¹³åïŒã120ïŒã§è¡šããã
ãããªãšãã¬ã³ãªãã·ãèªå°äœïŒã20éééšã
ããã³
(C) ãšãã¬ã³ãªãã·ãïŒãããã¬ã³ãªãã·ãã
ïŒïŒïŒãïŒïŒïŒã¢ã«æ¯ãããªãååé200ã
6000ã®ããªãšãŒãã«ãžãªãŒã«ããã³ïŒãŸãã¯ã
ãªãšãŒãã«ããªãªãŒã«ãNCOïŒOHã¢ã«æ¯ã§ïŒ
ã20ã®å²åã§ã
åå¿ãããããšã«ããåŸãããããªã€ãœã·ã¢ããŒ
ãååç©ã§ããã That is, (A) 100 parts by weight of diphenylmethane diisocyanate-based polyisocyanate, (B) RO(CH 2 CH 2 O)nH or Râ²(OCH 2 CH 2 )
mOOCCH 2 COO(CH 2 CH 2 O) nRâ²(R and
R' is the same or different alkyl group having 1 to 4 carbon atoms, n and m are 5 to 120 on average) 1 to 20 parts by weight of a polyethylene oxide derivative;
and (C) ethylene oxide/propylene oxide in a molar ratio of 1/0 to 1/3 with a molecular weight of 200 to
6000 polyether diols and/or polyether triols in an NCO/OH molar ratio of 2
It is a polyisocyanate compound obtained by reacting at a ratio of ~20%.
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æ··åç©ãããã¯å€æ§åç©ãçšããããšãã§ããã Diphenylmethane diisocyanate-based polyisocyanates used in the present invention include diphenylmethane diisocyanate (hereinafter referred to as MDI), liquefied MDI obtained by partially modifying with carbodiimide, and polyphenylmethane polysaccharide called polymeric MDI. In addition to isocyanates, reaction products of these polyisocyanates and active hydrogen-containing compounds, or mixtures thereof, mixtures of the above compounds with other isocyanate compounds such as tolylene diisocyanate, naphthylene diisocyanate, and hexamethylene diisocyanate. Alternatively, modified products can also be used.
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ãã§ãããããRâ²ã¯ã¡ãã«åºãç¹ã«å¥œãŸããã As mentioned above, the polyethylene oxide derivative (B) used in the present invention has the general formula RO(CH 2 CH 2 O)nH (1) or Râ²(OCH 2 CH 2 )mOOCCH 2 COO(CH 2 CH 2 O).
It is represented by nR' (2), where R, R', n, and m are as defined above, and R and R' are particularly preferably methyl groups.
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çã«äžå©ã§ããã The amount of polyethylene oxide derivative (B) to be reacted with 100 parts by weight of polyisocyanate (A) is (1)
Or, depending on the number of n and m in the formula (2),
As mentioned above, the amount is preferably from 1 to 20 parts by weight; if it is less than 1 part by weight, the water dispersibility will be poor, and if it is more than 20 parts by weight, the water dispersibility will not be improved commensurate with the amount added, which is economically disadvantageous.
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é©åœã§ããã The polyether diol or polyether triol (C) used in the present invention uses water, diols such as ethylene glycol, butylene glycol, etc., or glycerin, trimethylolpropane, triethanolamine, etc. as a starting material. By block polymerizing triols with ethylene oxide/propylene oxide at a molar ratio of 1/0 to 1/3, the molecular weight is 200 to 200.
6000. The amount of the polyether relative to the polyisocyanate varies depending on the composition of the polyether, but the NCO/OH molar ratio is preferably in the range of 2 to 20. If the NCO/OH molar ratio is less than 2, the polyisocyanate compound after the reaction becomes highly viscous and is not stable in storage. If it is more than 20, the water dispersibility will be poor, so it is not suitable.
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ãã The reaction of (A) polyisocyanate, (B) polyethylene oxide derivative and (C) polyether in the present invention is carried out under normal urethanization conditions. For example, the reaction temperature is suitably in the range of 20 to 120°C, and these are uniformly mixed and reacted. The polyethylene oxide derivative and polyether to be reacted with the polyisocyanate can be added at the same time, but it is also possible to add the polyisocyanate and the polyethylene oxide derivative reacted in advance after the polyether and the polyisocyanate have reacted. Further, a mixture of two or more types of each of the polyethylene oxide derivative and the polyether may be used.
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ãæå¹ã§ããã The polyisocyanate compound obtained as described above contains stabilizers, flame retardants, foam stabilizers, surfactants, viscosity modifiers, and
Plasticizers, solvents, wax release agents such as vegetable waxes, mineral waxes, etc. can be added to produce foams by spray application or in combination with plastic emulsions. For spray application, it is effective to add stabilizers such as dibutyl phthalate.
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çšææãªã©åºãçšéã«æå¹ã«çšããããã The polyisocyanate compound obtained by the method of the present invention is not a stable oil-in-water type and reacts quickly with water, so when combined with a plastic emulsion, it quickly generates CO 2 and produces a uniform foam. The foam has a wide range of uses, including civil engineering and construction materials such as waterproofing materials, heat insulation materials, vibration-proofing materials, and soundproofing materials, and industrial materials such as adhesives, laminating agents, paints, molding materials, and various packing materials. It can be used effectively.
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ãã Plastic emulsions used in the production of foam include acrylonitrile/butadiene latex, acrylate latex, styrene/butadiene latex, vinyl chloride latex, vinyl chloride/vinyl acetate latex,
These include acrylonitrile/vinyl acetate latex, natural rubber latex, etc. To these plastic emulsions, relatively low molecular weight active hydrogen-containing compounds such as ethylene glycol, glycerin, trimethylolpropane, and triethanolamine, or water-soluble or water-dispersible polyols such as polyethylene glycol, polyvinyl alcohol, and modified cellulose are added. Can be added.
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çµåçã圢æãããã®ãšèããããã In producing the foam, the polyisocyanate compound obtained by the specific method of the present invention and the plastic emulsion are mixed at a weight ratio of 4:1 to 1:4 depending on the performance and use of the foam. At this time, in order to be able to freely select the NCO/active hydrogen ratio between the polyisocyanate compound and the plastic emulsion, (A) polyisocyanate, (B) polyethylene oxide derivative, and (C) polyether diol or polyether triol were first selected. It is also possible to obtain a premix and add (A) polyisocyanate and plastic emulsion to this premix. Plastic emulsions contain about 30-70% water, depending on the type of plastic. It is thought that the isocyanate group forms urea bonds, Biuret bonds, etc. while generating carbon dioxide gas by reaction with water.
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æ¥ãã In the present invention, the foam can be produced without using any reaction catalyst, but catalysts such as tertiary amines and alkali metals can be used.
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液混ååã¹ãã¬ãŒçºæ³¡æ©ãçšããã Mixing of the formulation is done by manual or mechanical stirring, and if the foam is obtained by spraying, 2
A liquid mixing type spray foaming machine is used.
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ããšãåºæ¥ãã Depending on the use of the foam of the present invention, fillers such as carbon, silica, asbestos, talc, zinc white, bentonite, titanium dioxide, calcium carbonate, calcium sulfate, barium sulfate, and glass fiber may be added to the weight of the foam. Up to an equivalent amount can be added to isocyanate compounds or plastic emulsions to form foams. In addition, in the production of foams that require flame retardancy, chlorinated paraffin, antimony oxide, bisphenol tetrabromide A, diethyl bis(hydroxyethyl) aminomethyl phosphonate (Fyrol6 product name manufactured by Stoffer Chemical Co., Ltd.), etc. Flame retardants can be added to isocyanate compounds or plastic emulsions.
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äžã«æ··åããŠãã¬ããã¯ã¹ãåŸããExample 1 To 100 parts by weight of polyphenylmethane polyisocyanate were added 8 parts by weight of methoxypolyethylene glycol with a molecular weight of 700 and 100 parts by weight of a block polyether with a molecular weight of 2500 and a 1/2 molar ratio of ethylene oxide/propylene oxide whose starting material was water. The mixture was reacted at 80°C for 4 hours to obtain a polyisocyanate compound. To 100 parts by weight of this polyisocyanate compound, 0.5 parts by weight of silicone foam stabilizer L-5340 and 100 parts by weight of dibutyl phthalate were added and mixed uniformly to obtain a premix.
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Nipol4850A) was charged and sprayed at a blending ratio of 1:1 to obtain a uniform foam with a density of 0.40 g/cm 3 .
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ãããªãã€ããComparative Example 1 Polyphenylmethane polyisocyanate was placed in one tank of the spray foaming machine used in Example 1.
100 parts by weight and 0.5 parts by weight of silicone foam stabilizer L-5340,
and 100 parts by weight of dibutyl phthalate were charged, and the other tank was charged with the styrene-butadiene latex used in Example 1, and sprayed at a mixing ratio of 1:1 to 1:3. Liquid dispersion was poor and normal foam could not be obtained.
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ããComparative Example 2 (corresponding to the one described in Japanese Patent Publication No. 55-7472) 8 parts by weight of methoxypolyethylene glycol having a molecular weight of 700 was added to 100 parts by weight of polyphenylmethane polyisocyanate, and the mixture was reacted at 80°C for 4 hours to form a polyisocyanate. Compound D was obtained. Example 1
100 parts by weight of a polyisocyanate compound, 0.5 parts by weight of silicone foam stabilizer L-5340, and dibutyl phthalate were placed in one tank of the spray foaming machine used in
A uniform mixture of 100 parts by weight was charged, and the other tank was charged with the styrene-butadiene latex used in Example 1, and sprayed at a mixing ratio of 1:1 to 1:3, but the spray product was a dispersion of two liquids. The foam was poor and a satisfactory foam could not be obtained.
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ïŒæéåå¿ãããŠããªã€ãœã·ã¢ããŒãååç©ïŒŠã
åŸããComparative Example 3 (corresponding to that described in Japanese Patent Publication No. 55-7472) Oxypropylated glycerol with a molecular weight of 1000
Add 500 parts by weight to 1025 parts by weight of polyphenylmethane polyisocyanate and stir at 100°C.
Polyisocyanate compound F was obtained by reacting for 2 hours.
ãŸãå¥ã«100âã«ä¿ã€ãååé620ã®ã¡ããªãã·
ããªãšãã¬ã³ã°ãªã³ãŒã«102.5éééšãããããŸ
ãã100âã®ããªããšãã«ã¡ã¿ã³ããªã€ãœã·ã¢ã
ãŒã922.5éééšã«æ»Žäžæ¹æãã30ååå¿ããã
ãŠçé¢æŽ»æ§å€ïŒ§ãåŸãã Separately, 102.5 parts by weight of methoxypolyethylene glycol with a molecular weight of 620, which was kept at 100°C, was added dropwise to 922.5 parts by weight of polyphenylmethane polyisocyanate, which was also kept at 100°C, and the mixture was stirred and reacted for 30 minutes to obtain surfactant G. .
ãšïŒ§ã®æ··åäœ100éééšã«ã¹ãã¬ã³ãã¿ãžãš
ã³ç³»ã©ããã¯ã¹150éééšãå ããŠæ¥éã«æ··åæ¹
æãããå®çšæ§ããçºæ³¡äœã¯åŸãããªãã€ãã 150 parts by weight of a styrene-butadiene latex was added to 100 parts by weight of the mixture of F and G, and the mixture was rapidly mixed and stirred, but no practical foam could be obtained.
äžèšãªãã·ãããã«åã°ãªã»ããŒã«ã®ã¿ãåå
é1000ã®ãªãã·ãšãã«åã°ãªã»ããŒã«ã«çœ®ãæã
ãå®éšã§ã¯åäžãªçºæ³¡äœãåŸãããšãã§ããã In an experiment in which only the above oxypropylated glycerol was replaced with oxyethylated glycerol having a molecular weight of 1000, a uniform foam could be obtained.
å®æœäŸ ïŒ
ã«ã«ããžã€ããåå€æ§MDI100éééšã«ååé
700ã®ã¡ããã·ããªãšãã¬ã³ã°ãªã³ãŒã«ïŒéééšã
ããã³ååé3000ã§åºçºç©è³ªãã°ãªã»ãªã³ã§ãã
ãšãã¬ã³ãªãã·ãïŒãããã¬ã³ãªãã·ããïŒïŒïŒ
ã¢ã«æ¯ã®ãããã¯ããªãšãŒãã«80éééšãå ã
ãŠã80âãïŒæéåå¿ãããŠããªã€ãœã·ã¢ããŒã
ååç©ãåŸãããã®ããªã€ãœã·ã¢ããŒãååç©
100éééšã«ã¢ã¯ãªããããªã«ã»ãã¿ãžãšã³ç³»ã©
ããã¯ã¹ïŒæ¥æ¬ãŒãªã³(æ ª)補Nipol LX531BïŒ100
éééšãå ããŠæ¥éã«æ··åæ¹æãããšãããå¯åºŠ
0.45ïœïŒcm3ã®åäžãªçºæ³¡äœãåŸããExample 2 Molecular weight added to 100 parts by weight of carbodiimidated modified MDI
6 parts by weight of 700 methoxypolyethylene glycol;
and 1/1 ethylene oxide/propylene oxide with a molecular weight of 3000 and starting material being glycerin.
80 parts by weight of block polyether in a molar ratio was added and reacted at 80°C for 4 hours to obtain a polyisocyanate compound. This polyisocyanate compound
100 parts by weight of acrylonitrile-butadiene latex (Nipol LX531B manufactured by Nippon Zeon Co., Ltd.) 100
When parts by weight were added and rapidly mixed and stirred, the density
A homogeneous foam of 0.45 g/cm 3 was obtained.
å®æœäŸ ïŒ
ããªããšãã«ã¡ã¿ã³ããªã€ãœã·ã¢ããŒã100é
ééšã«ååé900ã®ã¡ããã·ããªãšãã¬ã³ã°ãªã³
ãŒã«ïŒéééšããã³ååé2000ã§åºçºç©è³ªãæ°Žã§
ãããšãã¬ã³ãªãã·ãïŒãããã¬ã³ãªãã·ãã
ïŒïŒïŒã¢ã«æ¯ã®ãããã¯ããªãšãŒãã«100éééš
ãå ããŠã80âã§ïŒæéåå¿ãããŠããªã€ãœã·ã¢
ããŒãååç©ãåŸãããã®ããªã€ãœã·ã¢ããŒãå
åç©100éééšã«æ¯èŒäŸïŒã§åŸãããªã€ãœã·ã¢ã
ãŒãååç©D80éééšãšïœâãªã¯ãã«ãªã¬ãšãŒã
10éééšãã«ã«ããã¯ãã¯ã¹10éééšãåäžã«æ··
åãããæ··åç©100éééšããã³ãžããã«ãã¿ã¬
ãŒã100éééšãåäžã«æ··åãããŠããªã€ãœã·ã¢
ããŒãååç©ïŒšãåŸãããã®ããªã€ãœã·ã¢ããŒã
ååç©H100éééšã«ã¢ã¯ãªã¬ãŒãã©ããã¯ã¹
ïŒæ¥æ¬ãŒãªã³(æ ª)補Nipol LX841ïŒ100éééšãå
ããŠæ¥éã«æ··åæ¹æãããšãããå¯åºŠ0.35ïœïŒcm3
ã®åäžãªçºæ³¡äœãåŸããExample 3 To 100 parts by weight of polyphenylmethane polyisocyanate were added 5 parts by weight of methoxypolyethylene glycol with a molecular weight of 900 and 100 parts by weight of a block polyether with a molecular weight of 2000 and a 1/1 molar ratio of ethylene oxide/propylene oxide whose starting material was water. The mixture was reacted at 80°C for 4 hours to obtain a polyisocyanate compound. To 100 parts by weight of this polyisocyanate compound, 80 parts by weight of the polyisocyanate compound D obtained in Comparative Example 2 and n-octyl oleate.
A polyisocyanate compound H was obtained by uniformly mixing 100 parts by weight of a mixture of 10 parts by weight and 10 parts by weight of carnauba wax and 100 parts by weight of dibutyl phthalate. When 100 parts by weight of acrylate latex (Nipol LX841 manufactured by Nippon Zeon Co., Ltd.) was added to 100 parts by weight of this polyisocyanate compound H and rapidly mixed and stirred, the density was 0.35 g/ cm3 .
A homogeneous foam was obtained.
å®æœäŸ ïŒ
ããªããšãã«ã¡ã¿ã³ããªã€ãœã·ã¢ããŒã100é
ééšã«ãååé500ã®ã¡ããã·ããªãšãã¬ã³ã°ãª
ã³ãŒã«ã®ããã³é
žãžãšã¹ãã«ïŒéééšãããã³å
åé1000ã®ããªãšãã¬ã³ã°ãªã³ãŒã«40éééšãå
ããŠã80âãïŒæéåå¿ãããŠããªã€ãœã·ã¢ããŒ
ãååç©ãåŸãããã®ããªã€ãœã·ã¢ããŒãååç©
50éééšã«å¡©çŽ åãã©ãã€ã³ïŒæ±æŽæ¹éå·¥æ¥(æ ª)補
ããšãã©ãã¯ã¹145ïŒ50éééšãæ··åãããã®ã«
å¡©åããã«ç³»ã©ããã¯ã¹ïŒæ¥æ¬ãŒãªã³(æ ª)補
Geon576ïŒ100éééšãå ããŠæ¥éã«æ··åæ¹æã
ããšããå¯åºŠ0.70ïœïŒcm3ã®åäžãªçºæ³¡äœãåŸããExample 4 4 parts by weight of malonic acid diester of methoxypolyethylene glycol having a molecular weight of 500 and 40 parts by weight of polyethylene glycol having a molecular weight of 1000 were added to 100 parts by weight of polyphenylmethane polyisocyanate, and the mixture was reacted at 80°C for 6 hours to form a polyisocyanate. The compound was obtained. This polyisocyanate compound
50 parts by weight of chlorinated paraffin (Toyoparax 145, manufactured by Toyo Soda Kogyo Co., Ltd.) was mixed with 50 parts by weight of vinyl chloride latex (manufactured by Nippon Zeon Co., Ltd.).
When 100 parts by weight of Geon 576) was added and rapidly mixed and stirred, a uniform foam having a density of 0.70 g/cm 3 was obtained.
å®æœäŸ ïŒ
å®æœäŸïŒã§åŸããã¬ããã¯ã¹50éééšã«å®æœäŸ
ïŒã§åŸãããªã€ãœã·ã¢ããŒãååç©H50éééšã
åäžã«æ··åãããã®ã«ã¹ãã¬ã³ã»ãã¿ãžãšã³ç³»ã©
ããã¯ã¹ïŒæ¥æ¬ãŒãªã³(æ ª)補Nipol LX430ïŒ96é
ééšããã³ãšãã¬ã³ã°ãªã³ãŒã«ïŒéééšãæ··åã
ããã®ãå ããŠæ¥éã«æ··åæ¹æãããšããå¯åºŠ
0.35ïœïŒcm3ã®åäžãªçºæ³¡äœãåŸããExample 5 50 parts by weight of the premix obtained in Example 1 and 50 parts by weight of the polyisocyanate compound H obtained in Example 3 were uniformly mixed with 96 parts by weight of styrene-butadiene latex (Nipol LX430 manufactured by Nippon Zeon Co., Ltd.). When a mixture of 1 part and 4 parts by weight of ethylene glycol was added and rapidly mixed and stirred, the density
A homogeneous foam of 0.35 g/cm 3 was obtained.
å®æœäŸ ïŒ
å®æœäŸïŒã§åŸããã¬ããã¯ã¹100éééšã«åºåœ¢
åçŽ60ïŒ
ã®æ¿çž®ã©ããã¯ã¹ïŒå€©ç¶ãŽã ã©ããã¯
ã¹ïŒ100éééšãå ããŠæ¥éã«æ··åæ¹æãããšã
ãå¯åºŠ0.35ïœïŒcm3ã®åäžãªçºæ³¡äœãåŸããExample 6 100 parts by weight of a concentrated latex (natural rubber latex) with a solid content of approximately 60% was added to 100 parts by weight of the premix obtained in Example 1, and the mixture was rapidly mixed and stirred to form a uniform foam with a density of 0.35 g/cm 3 . Obtained.
Claims (1)
ããªã€ãœã·ã¢ããŒã100éééšã« (B) ROïŒCH2CH2OïŒnHãŸãã¯Râ²ïŒOCH2CH2ïŒ
mOOCCH2COOïŒCH2CH2OïŒnRâ²ïŒïŒ²ããã³
Râ²ã¯åäžãŸãã¯çžç°ãªã€ãççŽ æ°ïŒãïŒã®ã¢
ã«ãã«åºãïœãïœã¯å¹³åïŒã120ïŒã§è¡šããã
ãããªãšãã¬ã³ãªãã·ãèªå°äœïŒã20éééšã
ããã³ (C) ãšãã¬ã³ãªãã·ãïŒãããã¬ã³ãªãã·ãã
ïŒïŒïŒãïŒïŒïŒã¢ã«æ¯ãããªãååé200ã
6000ã®ããªãšãŒãã«ãžãªãŒã«ããã³ïŒãŸãã¯ã
ãªãšãŒãã«ããªãªãŒã«ãNCOïŒOHã¢ã«æ¯ã§ïŒ
ã20ã®å²åã§ã åå¿ãããŠåŸãããããªã€ãœã·ã¢ããŒãååç©ãš
ãã©ã¹ããã¯ãšãã«ãžãšã³ãšãæ··åããããšãã
ãªãçºæ³¡äœã®è£œé æ¹æ³ã[Claims] 1 (A) 100 parts by weight of diphenylmethane diisocyanate-based polyisocyanate and (B) RO (CH 2 CH 2 O) nH or R' (OCH 2 CH 2 ).
mOOCCH 2 COO(CH 2 CH 2 O) nRâ²(R and
R' is the same or different alkyl group having 1 to 4 carbon atoms, n and m are 5 to 120 on average) 1 to 20 parts by weight of a polyethylene oxide derivative;
and (C) ethylene oxide/propylene oxide in a molar ratio of 1/0 to 1/3 with a molecular weight of 200 to
6000 polyether diols and/or polyether triols in an NCO/OH molar ratio of 2
A method for producing a foam comprising mixing a polyisocyanate compound obtained by reaction with a plastic emulsion in a proportion of ~20.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58062282A JPS59189115A (en) | 1983-04-11 | 1983-04-11 | Production of foam comprising polyisocyanate compound and plastic emulsion |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58062282A JPS59189115A (en) | 1983-04-11 | 1983-04-11 | Production of foam comprising polyisocyanate compound and plastic emulsion |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS59189115A JPS59189115A (en) | 1984-10-26 |
JPH0215572B2 true JPH0215572B2 (en) | 1990-04-12 |
Family
ID=13195615
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58062282A Granted JPS59189115A (en) | 1983-04-11 | 1983-04-11 | Production of foam comprising polyisocyanate compound and plastic emulsion |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59189115A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8606988D0 (en) * | 1986-03-20 | 1986-04-23 | Smith & Nephew Ass | Foams |
JP4576761B2 (en) * | 2001-06-28 | 2010-11-10 | ïœïœæ ªåŒäŒç€Ÿ | Water-dispersible polyisocyanate composition, aqueous curable composition, aqueous paint and aqueous adhesive containing aqueous curable composition |
-
1983
- 1983-04-11 JP JP58062282A patent/JPS59189115A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS59189115A (en) | 1984-10-26 |
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