DE3050632C2 - Wässrige Emulsion eines flüssigen organischen Peroxids und Verfahren zu ihrer Herstellung - Google Patents
Wässrige Emulsion eines flüssigen organischen Peroxids und Verfahren zu ihrer HerstellungInfo
- Publication number
- DE3050632C2 DE3050632C2 DE3050632A DE3050632A DE3050632C2 DE 3050632 C2 DE3050632 C2 DE 3050632C2 DE 3050632 A DE3050632 A DE 3050632A DE 3050632 A DE3050632 A DE 3050632A DE 3050632 C2 DE3050632 C2 DE 3050632C2
- Authority
- DE
- Germany
- Prior art keywords
- emulsion
- peroxide
- emulsifier
- hydrophilic
- 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
Links
- 239000000839 emulsion Substances 0.000 title claims description 96
- 150000001451 organic peroxides Chemical class 0.000 title claims description 43
- 239000007788 liquid Substances 0.000 title claims description 28
- 238000002360 preparation method Methods 0.000 title description 11
- 238000000034 method Methods 0.000 title description 8
- 239000003995 emulsifying agent Substances 0.000 claims description 64
- 239000000203 mixture Substances 0.000 claims description 55
- -1 ketone peroxide Chemical class 0.000 claims description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 37
- 150000002978 peroxides Chemical class 0.000 claims description 36
- 239000002245 particle Substances 0.000 claims description 24
- 150000001298 alcohols Chemical class 0.000 claims description 11
- 229920000570 polyether Polymers 0.000 claims description 9
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 229920001521 polyalkylene glycol ether Polymers 0.000 claims description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 4
- 150000001299 aldehydes Chemical class 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 4
- 239000012933 diacyl peroxide Substances 0.000 claims description 4
- 150000004965 peroxy acids Chemical class 0.000 claims description 4
- 150000002989 phenols Chemical class 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 claims description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 2
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 claims description 2
- 150000002194 fatty esters Chemical class 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 239000003921 oil Substances 0.000 claims description 2
- 150000003445 sucroses Chemical class 0.000 claims description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims 1
- 230000001804 emulsifying effect Effects 0.000 claims 1
- NHOGGUYTANYCGQ-UHFFFAOYSA-N ethenoxybenzene Chemical group C=COC1=CC=CC=C1 NHOGGUYTANYCGQ-UHFFFAOYSA-N 0.000 claims 1
- 150000002314 glycerols Chemical class 0.000 claims 1
- FPCCSQOGAWCVBH-UHFFFAOYSA-N ketanserin Chemical compound C1=CC(F)=CC=C1C(=O)C1CCN(CCN2C(C3=CC=CC=C3NC2=O)=O)CC1 FPCCSQOGAWCVBH-UHFFFAOYSA-N 0.000 claims 1
- 239000003365 glass fiber Substances 0.000 description 22
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
- 238000004513 sizing Methods 0.000 description 13
- 229920000642 polymer Polymers 0.000 description 12
- 239000000835 fiber Substances 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000007822 coupling agent Substances 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 239000000314 lubricant Substances 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 7
- 235000019400 benzoyl peroxide Nutrition 0.000 description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 7
- 150000003254 radicals Chemical group 0.000 description 7
- 238000003860 storage Methods 0.000 description 7
- 239000004342 Benzoyl peroxide Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 239000002736 nonionic surfactant Substances 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 239000007764 o/w emulsion Substances 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 229920000098 polyolefin Polymers 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- MMNYUQOHNAGUBO-UHFFFAOYSA-N 1-tert-butylperoxyhex-1-yne Chemical compound CCCCC#COOC(C)(C)C MMNYUQOHNAGUBO-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 150000002432 hydroperoxides Chemical class 0.000 description 3
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 3
- 229920002857 polybutadiene Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- PFZNCIYAMCTZPO-UHFFFAOYSA-N 1,2,3-tris(tert-butylperoxy)-4,5-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC(OOC(C)(C)C)=C(OOC(C)(C)C)C(OOC(C)(C)C)=C1C(C)C PFZNCIYAMCTZPO-UHFFFAOYSA-N 0.000 description 2
- NOSXUFXBUISMPR-UHFFFAOYSA-N 1-tert-butylperoxyhexane Chemical compound CCCCCCOOC(C)(C)C NOSXUFXBUISMPR-UHFFFAOYSA-N 0.000 description 2
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical group CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 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 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000002993 cycloalkylene group Chemical group 0.000 description 2
- 230000000994 depressogenic effect Effects 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000012875 nonionic emulsifier Substances 0.000 description 2
- 125000001400 nonyl 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])C([H])([H])[H] 0.000 description 2
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 230000002787 reinforcement Effects 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 229920006337 unsaturated polyester resin Polymers 0.000 description 2
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
- AYMDJPGTQFHDSA-UHFFFAOYSA-N 1-(2-ethenoxyethoxy)-2-ethoxyethane Chemical compound CCOCCOCCOC=C AYMDJPGTQFHDSA-UHFFFAOYSA-N 0.000 description 1
- XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 description 1
- ODBCKCWTWALFKM-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhex-3-yne Chemical compound CC(C)(C)OOC(C)(C)C#CC(C)(C)OOC(C)(C)C ODBCKCWTWALFKM-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- WGRZHLPEQDVPET-UHFFFAOYSA-N 2-methoxyethoxysilane Chemical compound COCCO[SiH3] WGRZHLPEQDVPET-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical class OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical class OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 241000521257 Hydrops Species 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 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 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- LZROAYQZCRFUMP-UHFFFAOYSA-N [2,5-bis(tert-butylperoxy)-2,5-dimethyl-6-phenylhexyl]benzene Chemical compound C=1C=CC=CC=1CC(C)(OOC(C)(C)C)CCC(C)(OOC(C)(C)C)CC1=CC=CC=C1 LZROAYQZCRFUMP-UHFFFAOYSA-N 0.000 description 1
- LVMVAGRHAGMTQZ-UHFFFAOYSA-N [2,5-bis(tert-butylperoxy)-5-cyclohexylhex-3-en-2-yl]cyclohexane Chemical compound C1CCCCC1C(C)(OOC(C)(C)C)C=CC(C)(OOC(C)(C)C)C1CCCCC1 LVMVAGRHAGMTQZ-UHFFFAOYSA-N 0.000 description 1
- WNHRZDKOZAQNLX-UHFFFAOYSA-N [2,5-bis(tert-butylperoxy)-5-phenylhexan-2-yl]benzene Chemical compound C=1C=CC=CC=1C(C)(OOC(C)(C)C)CCC(C)(OOC(C)(C)C)C1=CC=CC=C1 WNHRZDKOZAQNLX-UHFFFAOYSA-N 0.000 description 1
- JJMRROONSDPUHT-UHFFFAOYSA-N [5-(2-ethylhexanoylperoxy)-3,5-dimethylhexan-2-yl] 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)C(C)CC(C)(C)OOC(=O)C(CC)CCCC JJMRROONSDPUHT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 238000004873 anchoring Methods 0.000 description 1
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- NSGQRLUGQNBHLD-UHFFFAOYSA-N butan-2-yl butan-2-yloxycarbonyloxy carbonate Chemical compound CCC(C)OC(=O)OOC(=O)OC(C)CC NSGQRLUGQNBHLD-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- SPTHWAJJMLCAQF-UHFFFAOYSA-M ctk4f8481 Chemical compound [O-]O.CC(C)C1=CC=CC=C1C(C)C SPTHWAJJMLCAQF-UHFFFAOYSA-M 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- RHMZKSWPMYAOAZ-UHFFFAOYSA-N diethyl peroxide Chemical compound CCOOCC RHMZKSWPMYAOAZ-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 210000003918 fraction a Anatomy 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000008384 inner phase Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000008029 phthalate plasticizer Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08J5/06—Reinforcing macromolecular compounds with loose or coherent fibrous material using pretreated fibrous materials
- C08J5/08—Reinforcing macromolecular compounds with loose or coherent fibrous material using pretreated fibrous materials glass fibres
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
- C03C25/10—Coating
- C03C25/24—Coatings containing organic materials
- C03C25/26—Macromolecular compounds or prepolymers
- C03C25/32—Macromolecular compounds or prepolymers obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C03C25/36—Epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of compounds
- C09K23/018—Mixtures of two or more different organic oxygen-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/924—Significant dispersive or manipulative operation or step in making or stabilizing colloid system
- Y10S516/929—Specified combination of agitation steps, e.g. mixing to make subcombination composition followed by homogenization
- Y10S516/93—Low shear followed by high shear
-
- 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
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- General Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Reinforced Plastic Materials (AREA)
- Surface Treatment Of Glass Fibres Or Filaments (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/136,645 US4391876A (en) | 1980-04-02 | 1980-04-02 | Aqueous peroxide emulsion for use with glass fibers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3050632A1 DE3050632A1 (US07709020-20100504-C00068.png) | 1982-09-16 |
| DE3050632C2 true DE3050632C2 (de) | 1985-09-05 |
Family
ID=22473743
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3050632A Expired DE3050632C2 (de) | 1980-04-02 | 1980-08-23 | Wässrige Emulsion eines flüssigen organischen Peroxids und Verfahren zu ihrer Herstellung |
| DE3031886A Expired DE3031886C2 (de) | 1980-04-02 | 1980-08-23 | Wäßrige Schlichtezusammensetzung und ihre Verwendung zum Behandeln von Glasfasern |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3031886A Expired DE3031886C2 (de) | 1980-04-02 | 1980-08-23 | Wäßrige Schlichtezusammensetzung und ihre Verwendung zum Behandeln von Glasfasern |
Country Status (10)
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4711909A (en) * | 1986-11-25 | 1987-12-08 | Witco Corporation | New dispersions and the preparation of foamed resins therefrom |
| US4692427A (en) * | 1986-11-25 | 1987-09-08 | Witco Corporation | Dispersions and the preparation of foamed resins therefrom |
| US5162280A (en) * | 1988-01-27 | 1992-11-10 | Witco Corporation | Aqueous dispersions of aromatic diacyl peroxides |
| US5057479A (en) * | 1990-05-09 | 1991-10-15 | Witco Corporation | Aqueous dispersions of aromatic diacyl peroxides |
| SE9101674L (sv) * | 1991-05-31 | 1992-12-01 | Berol Nobel Ab | Dispersion |
| US5437928A (en) * | 1993-10-29 | 1995-08-01 | Ppg Industries, Inc. | Glass fiber size and mat |
| US5879584A (en) * | 1994-09-10 | 1999-03-09 | The Procter & Gamble Company | Process for manufacturing aqueous compositions comprising peracids |
| US5776877A (en) * | 1995-05-25 | 1998-07-07 | The Clorox Company | Liquid peracid precursor colloidal dispersions: macroemulsions |
| US5681805A (en) * | 1995-05-25 | 1997-10-28 | The Clorox Company | Liquid peracid precursor colloidal dispersions: microemulsions |
| US9743680B2 (en) * | 2005-10-14 | 2017-08-29 | Wild Flavors, Inc. | Microemulsions for use in food and beverage products |
| FR2995905B1 (fr) * | 2012-09-21 | 2015-10-16 | Arkema France | Composition de peroxyde organique sans agent colloide |
| FR3027236B1 (fr) * | 2014-10-17 | 2020-01-03 | Arkema France | Emulsion aqueuse de peroxyde de dialkyle |
| ES2972402T3 (es) | 2015-02-10 | 2024-06-12 | Lummus Novolen Technology Gmbh | Procedimientos para modificar la reología de polímeros |
Family Cites Families (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA91259A (en) * | 1904-07-19 | 1905-01-31 | John Bacon Smith | Monkey wrench |
| US2343094A (en) * | 1940-08-03 | 1944-02-29 | Du Pont | Treatment of textiles and composition useful therefor |
| US2886532A (en) * | 1954-04-15 | 1959-05-12 | Shell Dev | Hydrogen peroxide emulsions |
| US3013915A (en) * | 1958-04-23 | 1961-12-19 | Owens Corning Fiberglass Corp | Reinforced polyolefins and process for making same |
| US3061554A (en) * | 1958-06-02 | 1962-10-30 | American Cyanamid Co | Water-dispersible emulsions of pinane hydroperoxide |
| NL259323A (US07709020-20100504-C00068.png) * | 1960-01-07 | |||
| US3377407A (en) * | 1964-12-03 | 1968-04-09 | Wallace & Tiernan Inc | Curing of unsaturated polyester resins |
| US3484223A (en) * | 1965-09-08 | 1969-12-16 | Exxon Research Engineering Co | Method for sizing glass fibers |
| FR1378816A (fr) * | 1965-12-15 | 1964-11-20 | Elektrochem Werke Muenchen Ag | Oxydant à action retardée, et son procédé de fabrication |
| US3485811A (en) * | 1966-10-05 | 1969-12-23 | Celanese Corp | Process and catalyst therefor |
| FR1519659A (fr) * | 1967-01-04 | 1968-04-05 | Verre Textile Soc Du | Matière pour le revêtement ou l'ensimage des filaments en matières minérales thermoplastiques |
| US3583959A (en) * | 1968-10-31 | 1971-06-08 | Borden Inc | Heat-stable vinyl chloride-acetate resins prepared in the presence of olefins |
| US3490936A (en) * | 1969-02-26 | 1970-01-20 | Boeing Co | Room temperature storable precatalyzed substrate for laminates |
| USRE28818E (en) | 1969-10-27 | 1976-05-18 | Akzona Incorporated | Stabilized dibenzoyl peroxides polymer initiator compositions |
| US3635834A (en) * | 1969-12-22 | 1972-01-18 | Squibb & Sons Inc | Process for preparing semisolid emulsions |
| US3849148A (en) * | 1970-08-14 | 1974-11-19 | Ppg Industries Inc | Method of treating glass fibers to improve adhesion to polyolefins |
| US3855175A (en) * | 1970-09-01 | 1974-12-17 | Mitsubishi Petrochemical Co | Process for preparing novel glass fiber reinforced thermoplastic composition |
| US3676287A (en) * | 1970-09-08 | 1972-07-11 | Owens Corning Fiberglass Corp | Glass fiber-reinforced elastomers |
| NL166930C (nl) * | 1971-01-14 | 1981-10-15 | Noury & Van Der Lande | Werkwijze ter bereiding van stabiele, peroxyde bevattende preparaten. |
| GB1359558A (en) * | 1971-07-15 | 1974-07-10 | Fibreglass Ltd | Treatment of glass fibres |
| US3775341A (en) * | 1971-08-02 | 1973-11-27 | Ppg Industries Inc | Liquid dialkyl peroxydicarbonate composition |
| BE787378A (fr) * | 1971-08-10 | 1973-02-09 | Ppg Industries Inc | Produits d'ensimage a deux composants polyester - epoxy compatibles, pour fibres de verre |
| GB1404061A (en) * | 1972-05-12 | 1975-08-28 | Revertex Ltd | Process for enlarging the particle size of polymer dispersions |
| US3837898A (en) * | 1972-06-19 | 1974-09-24 | Owens Corning Fiberglass Corp | Glass fiber size composition |
| JPS5319713B2 (US07709020-20100504-C00068.png) * | 1973-06-27 | 1978-06-22 | ||
| US4039716A (en) * | 1974-09-20 | 1977-08-02 | Owens-Corning Fiberglas Corporation | Resin coated glass fibers and method of producing same through use of an aqueous silane-containing sizing composition whereby hydrolysis and polymerization of the silane is inhibited |
| US4049597A (en) * | 1974-10-09 | 1977-09-20 | Ppg Industries, Inc. | Glass fiber sizing composition |
| JPS5217154B2 (US07709020-20100504-C00068.png) * | 1974-12-24 | 1977-05-13 | ||
| AR208425A1 (es) * | 1975-03-14 | 1976-12-27 | Akzo Nv | Procedimiento para la preparacion de una suspension acuosa conteniendo un peroxido organico solido a una temperatura de aproximadamente 20 c |
| US3997306A (en) * | 1975-03-31 | 1976-12-14 | Ppg Industries, Inc. | Glass fiber sizing composition for the reinforcement of resin matrices and method of using same |
| US3988261A (en) * | 1975-07-28 | 1976-10-26 | Ppg Industries, Inc. | Frozen organic peroxide emulsion |
| SE389811B (sv) * | 1975-07-29 | 1976-11-22 | Kema Nord Ab | Sett att framstella stabila, vattenhaltiga dispersioner av fasta dialkyl-peroxidikarbonat med bibehallet aktivt peroxidinnehall, varvid en uppslamning av vatten, dispergeringsmedel och peroxidkarbonat dispergeras... |
| JPS5277294A (en) * | 1975-12-23 | 1977-06-29 | Kao Corp | Glass fiber bundling agent |
| FR2398702A1 (fr) * | 1977-07-28 | 1979-02-23 | Saint Gobain | Preparation de fibres de verre pour preimpregnes smc |
| JPS5515760A (en) * | 1978-07-24 | 1980-02-04 | Kansai Paint Co Ltd | Conversion of steroid compound |
| US4228047A (en) * | 1978-10-31 | 1980-10-14 | Air Products And Chemicals, Inc. | Starch compatible polyvinyl acetate latices |
| US4245072A (en) * | 1979-03-06 | 1981-01-13 | Phillips Petroleum Company | Emulsion polymerization process utilizing a highly dispersed organosulfur molecular weight modifier |
| US4259190A (en) * | 1979-09-13 | 1981-03-31 | Ppg Industries, Inc. | Glass fibers with reduced tendency to form gumming deposits and sizing composition |
| US4263362A (en) * | 1979-11-23 | 1981-04-21 | Ppg Industries, Inc. | Coating composition for glass fibers and coated glass fibers made from same |
-
1980
- 1980-04-02 US US06/136,645 patent/US4391876A/en not_active Expired - Lifetime
- 1980-07-15 NL NL8004056A patent/NL8004056A/nl not_active Application Discontinuation
- 1980-08-04 JP JP10706380A patent/JPS56140048A/ja active Granted
- 1980-08-12 IT IT24125/80A patent/IT1194678B/it active
- 1980-08-23 DE DE3050632A patent/DE3050632C2/de not_active Expired
- 1980-08-23 DE DE3031886A patent/DE3031886C2/de not_active Expired
- 1980-08-29 BE BE0/201929A patent/BE885002A/fr not_active IP Right Cessation
- 1980-09-22 GB GB8030487A patent/GB2073046B/en not_active Expired
- 1980-11-24 CH CH866680A patent/CH646689A5/fr not_active IP Right Cessation
- 1980-12-12 FR FR8026450A patent/FR2479801B1/fr not_active Expired
-
1981
- 1981-02-02 CA CA000369845A patent/CA1160208A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US4391876A (en) | 1983-07-05 |
| IT1194678B (it) | 1988-09-22 |
| FR2479801A1 (fr) | 1981-10-09 |
| CA1160208A (en) | 1984-01-10 |
| BE885002A (fr) | 1981-03-02 |
| FR2479801B1 (fr) | 1986-11-07 |
| JPS56140048A (en) | 1981-11-02 |
| DE3031886C2 (de) | 1983-06-23 |
| GB2073046A (en) | 1981-10-14 |
| DE3050632A1 (US07709020-20100504-C00068.png) | 1982-09-16 |
| IT8024125A0 (it) | 1980-08-12 |
| NL8004056A (nl) | 1981-11-02 |
| DE3031886A1 (de) | 1981-10-08 |
| CH646689A5 (fr) | 1984-12-14 |
| JPS6323145B2 (US07709020-20100504-C00068.png) | 1988-05-14 |
| GB2073046B (en) | 1984-04-26 |
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