NO803401L - Fremgangsmaate til fremstilling av sfaeriske, poroese polymerperler - Google Patents
Fremgangsmaate til fremstilling av sfaeriske, poroese polymerperlerInfo
- Publication number
- NO803401L NO803401L NO803401A NO803401A NO803401L NO 803401 L NO803401 L NO 803401L NO 803401 A NO803401 A NO 803401A NO 803401 A NO803401 A NO 803401A NO 803401 L NO803401 L NO 803401L
- Authority
- NO
- Norway
- Prior art keywords
- monomer
- surfactant
- approx
- vinyl chloride
- monomers
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims description 55
- 238000000034 method Methods 0.000 title claims description 49
- 239000011324 bead Substances 0.000 title claims description 12
- 239000000178 monomer Substances 0.000 claims description 87
- 239000000203 mixture Substances 0.000 claims description 42
- -1 polyoxyethylene Polymers 0.000 claims description 39
- 239000004094 surface-active agent Substances 0.000 claims description 31
- 238000006116 polymerization reaction Methods 0.000 claims description 27
- 239000000463 material Substances 0.000 claims description 21
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 18
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 229920000570 polyether Polymers 0.000 claims description 13
- 239000000725 suspension Substances 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 11
- 239000002736 nonionic surfactant Substances 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 229920003023 plastic Polymers 0.000 claims description 8
- 239000004033 plastic Substances 0.000 claims description 8
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical group FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001593 sorbitan monooleate Substances 0.000 claims description 7
- 235000011069 sorbitan monooleate Nutrition 0.000 claims description 7
- 229940035049 sorbitan monooleate Drugs 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 claims description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 claims description 3
- 239000004147 Sorbitan trioleate Substances 0.000 claims description 3
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 claims description 3
- 229920006037 cross link polymer Polymers 0.000 claims description 3
- 239000003431 cross linking reagent Substances 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- 235000019337 sorbitan trioleate Nutrition 0.000 claims description 3
- 229960000391 sorbitan trioleate Drugs 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical group CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 229920001400 block copolymer Polymers 0.000 claims description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 239000001587 sorbitan monostearate Substances 0.000 claims description 2
- 235000011076 sorbitan monostearate Nutrition 0.000 claims description 2
- 229940035048 sorbitan monostearate Drugs 0.000 claims description 2
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical group CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 claims 2
- 229940035044 sorbitan monolaurate Drugs 0.000 claims 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- 230000009969 flowable effect Effects 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims 1
- 239000000375 suspending agent Substances 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000002245 particle Substances 0.000 description 12
- 239000002609 medium Substances 0.000 description 11
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 229920000915 polyvinyl chloride Polymers 0.000 description 10
- 239000004800 polyvinyl chloride Substances 0.000 description 10
- 239000004721 Polyphenylene oxide Substances 0.000 description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 150000002148 esters Chemical group 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- 239000002270 dispersing agent Substances 0.000 description 7
- 239000012071 phase Substances 0.000 description 7
- 239000012429 reaction media Substances 0.000 description 7
- 239000012736 aqueous medium Substances 0.000 description 6
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 150000008064 anhydrides Chemical class 0.000 description 5
- 239000008346 aqueous phase Substances 0.000 description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 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 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
- 229930006000 Sucrose Natural products 0.000 description 4
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 150000001253 acrylic acids Chemical class 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 229940052303 ethers for general anesthesia Drugs 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 230000003472 neutralizing effect Effects 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- 239000005720 sucrose Substances 0.000 description 4
- 229960000834 vinyl ether Drugs 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 235000014633 carbohydrates Nutrition 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000011953 free-radical catalyst Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 229930195725 Mannitol Natural products 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000005250 alkyl acrylate group Chemical class 0.000 description 2
- 150000001408 amides Chemical group 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 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 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 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
- 125000001033 ether group Chemical group 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 239000000594 mannitol Substances 0.000 description 2
- 235000010355 mannitol Nutrition 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 229940049964 oleate Drugs 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 229920001059 synthetic polymer Polymers 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- QLLUAUADIMPKIH-UHFFFAOYSA-N 1,2-bis(ethenyl)naphthalene Chemical compound C1=CC=CC2=C(C=C)C(C=C)=CC=C21 QLLUAUADIMPKIH-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- APQXWKHOGQFGTB-UHFFFAOYSA-N 1-ethenyl-9h-carbazole Chemical compound C12=CC=CC=C2NC2=C1C=CC=C2C=C APQXWKHOGQFGTB-UHFFFAOYSA-N 0.000 description 1
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 1
- CCFAGRVEHSCROQ-UHFFFAOYSA-N 1-phenylpropane-1,2,3-triol Chemical compound OCC(O)C(O)C1=CC=CC=C1 CCFAGRVEHSCROQ-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- WGIMXKDCVCTHGW-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCOCCO WGIMXKDCVCTHGW-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- FKOKUHFZNIUSLW-UHFFFAOYSA-N 2-Hydroxypropyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(C)O FKOKUHFZNIUSLW-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical class OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 1
- JVTIXNMXDLQEJE-UHFFFAOYSA-N 2-decanoyloxypropyl decanoate 2-octanoyloxypropyl octanoate Chemical compound C(CCCCCCC)(=O)OCC(C)OC(CCCCCCC)=O.C(=O)(CCCCCCCCC)OCC(C)OC(=O)CCCCCCCCC JVTIXNMXDLQEJE-UHFFFAOYSA-N 0.000 description 1
- FZHNODDFDJBMAS-UHFFFAOYSA-N 2-ethoxyethenylbenzene Chemical class CCOC=CC1=CC=CC=C1 FZHNODDFDJBMAS-UHFFFAOYSA-N 0.000 description 1
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- TURITJIWSQEMDB-UHFFFAOYSA-N 2-methyl-n-[(2-methylprop-2-enoylamino)methyl]prop-2-enamide Chemical compound CC(=C)C(=O)NCNC(=O)C(C)=C TURITJIWSQEMDB-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- REEBWSYYNPPSKV-UHFFFAOYSA-N 3-[(4-formylphenoxy)methyl]thiophene-2-carbonitrile Chemical compound C1=CC(C=O)=CC=C1OCC1=C(C#N)SC=C1 REEBWSYYNPPSKV-UHFFFAOYSA-N 0.000 description 1
- UATRONWBYDQKSQ-UHFFFAOYSA-N 3-methyl-1-(3-methylbut-2-enoxy)but-2-ene Chemical compound CC(C)=CCOCC=C(C)C UATRONWBYDQKSQ-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- CQJHAULYLJXJNL-UHFFFAOYSA-N 4-methylpent-3-enoic acid Chemical compound CC(C)=CCC(O)=O CQJHAULYLJXJNL-UHFFFAOYSA-N 0.000 description 1
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- NMOALOSNPWTWRH-UHFFFAOYSA-N tert-butyl 7,7-dimethyloctaneperoxoate Chemical compound CC(C)(C)CCCCCC(=O)OOC(C)(C)C NMOALOSNPWTWRH-UHFFFAOYSA-N 0.000 description 1
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- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/20—Aqueous medium with the aid of macromolecular dispersing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/021,399 US4229547A (en) | 1979-03-19 | 1979-03-19 | Method of preparing spherical porous bead-type polymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO803401L true NO803401L (no) | 1980-11-12 |
Family
ID=21803991
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO803401A NO803401L (no) | 1979-03-19 | 1980-11-12 | Fremgangsmaate til fremstilling av sfaeriske, poroese polymerperler |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4229547A (cg-RX-API-DMAC10.html) |
| EP (1) | EP0025445A1 (cg-RX-API-DMAC10.html) |
| JP (1) | JPS56500141A (cg-RX-API-DMAC10.html) |
| KR (1) | KR830002011B1 (cg-RX-API-DMAC10.html) |
| AU (1) | AU5619380A (cg-RX-API-DMAC10.html) |
| BE (1) | BE882314A (cg-RX-API-DMAC10.html) |
| BR (1) | BR8007554A (cg-RX-API-DMAC10.html) |
| GR (1) | GR73018B (cg-RX-API-DMAC10.html) |
| IN (1) | IN150179B (cg-RX-API-DMAC10.html) |
| IT (1) | IT8020370A0 (cg-RX-API-DMAC10.html) |
| NO (1) | NO803401L (cg-RX-API-DMAC10.html) |
| PH (1) | PH15665A (cg-RX-API-DMAC10.html) |
| PT (1) | PT70970A (cg-RX-API-DMAC10.html) |
| WO (1) | WO1980002029A1 (cg-RX-API-DMAC10.html) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR8207996A (pt) * | 1981-06-29 | 1983-10-18 | Dulux Australia Ltd | Dispersoes aquosas estaveis formadoras de filme |
| US4419502A (en) * | 1982-09-29 | 1983-12-06 | The B. F. Goodrich Company | Polymerization process for carboxyl containing polymers |
| US4458057A (en) * | 1982-10-27 | 1984-07-03 | The Bf Goodrich Company | Process for producing spherical and porous vinyl resin particles |
| NZ206243A (en) * | 1982-12-03 | 1987-03-31 | Dulux Australia Ltd | Non-ionic surfactants based on polyalkylene oxides having at least one double bond |
| US4732954A (en) * | 1983-06-23 | 1988-03-22 | Occidental Chemical Corporation | Novel polyvinyl chloride suspension polymerization process and product having improved plasticizer absorption |
| US4526946A (en) * | 1983-06-23 | 1985-07-02 | Occidental Chemical Corporation | Polyvinyl chloride suspension polymerization process and product having improved plasticizer absorption |
| US4732953A (en) * | 1983-06-23 | 1988-03-22 | Occidental Chemical Corporation | Novel polyvinyl chloride suspension polymerization process and product having improved plasticizer absorption |
| DE3337640A1 (de) * | 1983-10-17 | 1985-04-25 | Henkel KGaA, 4000 Düsseldorf | Verwendung von oberflaechenaktiven tertiaeren alkylaminen als polymerisationsemulgatoren |
| JPS6114205A (ja) * | 1984-06-29 | 1986-01-22 | Shin Etsu Chem Co Ltd | 塩化ビニル系単量体の重合方法 |
| US4603151A (en) * | 1985-03-04 | 1986-07-29 | The Bfgoodrich Company | Spherical polyvinyl chloride particles |
| NZ215076A (en) * | 1985-03-04 | 1988-09-29 | Thiokol Morton Inc | Non-foamed porous thermoplastic resin and microbiocide masterbatch and method of making same |
| US4663356A (en) * | 1985-03-04 | 1987-05-05 | The B. F. Goodrich Company | Polyvinyl chloride extrudate produced from spherical polyvinyl chloride particles |
| US4727091A (en) * | 1986-03-31 | 1988-02-23 | The B. F. Goodrich Company | Process for producing porous spherical polyvinyl chloride particles |
| US4684668A (en) * | 1986-03-31 | 1987-08-04 | The B. F. Goodrich Company | Process for producing porous spherical polyvinyl chloride particles |
| US4668707A (en) * | 1986-03-31 | 1987-05-26 | The B. F. Goodrich Company | Process for producing porous spherical polyvinyl chloride particles |
| US4686239A (en) * | 1986-04-17 | 1987-08-11 | Morton Thiokol, Inc. | Solid biocide dry blend |
| US4775702A (en) * | 1987-04-14 | 1988-10-04 | The B. F. Goodrich Company | Inversion process for producing low-skin porous friable particles of crosslinked PVC resin |
| US4755538A (en) * | 1987-04-14 | 1988-07-05 | The B. F. Goodrich Company | Skinless porous particle PVC resin and process for producing same |
| US4755539A (en) * | 1987-04-14 | 1988-07-05 | The B. F. Goodrich Company | Skinless porous particle PVC resin and process for producing same |
| US4711908A (en) * | 1987-04-14 | 1987-12-08 | The B. F. Goodrich Company | Skinless porous particle PVC resin and process for producing same |
| US4775701A (en) * | 1987-04-14 | 1988-10-04 | The B. F. Goodrich Company | Mass process for producing porous friable particles of crosslinked PVC resin |
| US4775699A (en) * | 1987-04-14 | 1988-10-04 | The B. F. Goodrich Company | Crosslinked porous skinless particles of PVC resin |
| US4775698A (en) * | 1987-04-14 | 1988-10-04 | The B. F. Goodrich Company | Process for producing porous substantially skinless particles of crosslinked PVC resin |
| US4757091A (en) * | 1987-04-14 | 1988-07-12 | The B.F. Goodrich Company | Skinless porous particle PVC resin and process for producing same |
| US4742085A (en) * | 1987-04-14 | 1988-05-03 | The B. F. Goodrich Company | Crosslinked porous skinless particles of PVC resin and process for producing same |
| US4775700A (en) * | 1987-04-14 | 1988-10-04 | The B. F. Goodrich Company | Process for producing porous skinless particles of crosslinked PVC resin |
| US4757092A (en) * | 1987-04-14 | 1988-07-12 | The B.F. Goodrich Company | Skinless porous particle PVC resin and process for producing same |
| NZ247458A (en) * | 1992-05-29 | 1994-09-27 | Rohm & Haas | Crosslinked beads predominantly formed from methacrylic anhydride, preparation and use in separation processes |
| US5538668A (en) * | 1994-04-19 | 1996-07-23 | Betz Paperchem Inc. | Antifoam composition for aqueous starch and paper coating systems |
| US5632860A (en) * | 1995-07-05 | 1997-05-27 | Betzdearborn Inc. | Method of controlling foam in aqueous systems |
| ATE369909T1 (de) | 2001-06-13 | 2007-09-15 | Beta Technologie Ag | Massenpolymerisation-reaktoren und verfahren zur polymerisation |
| JP2007535581A (ja) * | 2003-07-03 | 2007-12-06 | メムブラーナ ゲゼルシャフト ミット ベシュレンクテル ハフツング | 水性媒体用の担体 |
| US20050171219A1 (en) * | 2004-01-30 | 2005-08-04 | Curt Thies | Beading |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2932629A (en) * | 1955-03-28 | 1960-04-12 | Dow Chemical Co | Quiescent suspension polymerization |
| US3051682A (en) * | 1958-10-01 | 1962-08-28 | Monsanto Chemicals | Suspension polymerization of vinylidene aromatic compounds |
| US3186975A (en) * | 1960-12-22 | 1965-06-01 | Monsanto Co | Suspension polymerization of styrene in presence of amino polyacetic acid compound |
| BE612110A (cg-RX-API-DMAC10.html) * | 1960-12-30 | |||
| US3340243A (en) * | 1962-07-10 | 1967-09-05 | Monsanto Co | Aqueous suspension polymerization of vinyl chloride in presence of a nonionic, water soluble, hydrophilic colloid and an acyl persulfonate |
| US3423352A (en) * | 1965-06-04 | 1969-01-21 | Celanese Corp | Method of preparation of vinyl acetate copolymer latex |
| US3706722A (en) * | 1967-05-29 | 1972-12-19 | Dow Chemical Co | Polymers from essentially water-insoluble unsaturated liquid monomers and process for preparing same |
| US3620988A (en) * | 1968-10-31 | 1971-11-16 | Goodrich Co B F | Method of preparing bead-type polymers |
| US3882195A (en) * | 1973-05-16 | 1975-05-06 | Air Prod & Chem | Pre-emulsification-delayed initiation suspension pearl polymerization process |
| US4091054A (en) * | 1973-07-23 | 1978-05-23 | Sekisui Kagaku Kogyo Kabushiki Kaisha | Process of preparing styrenic polymer particles |
| US3907730A (en) * | 1973-09-27 | 1975-09-23 | Goodrich Co B F | Resinous initiator suspension for olefinic polymerization reactions |
| DE2548524A1 (de) * | 1975-10-30 | 1977-05-05 | Basf Ag | Verfahren zur herstellung expandierbarer styrolpolymerisate |
| DE2634486C3 (de) * | 1976-07-31 | 1980-11-06 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von perlförmigen Polymerisaten aus wasserlöslichen, äthylenisch ungesättigten Monomeren |
-
1979
- 1979-03-19 US US06/021,399 patent/US4229547A/en not_active Expired - Lifetime
-
1980
- 1980-02-04 BR BR8007554A patent/BR8007554A/pt unknown
- 1980-02-04 JP JP50068280A patent/JPS56500141A/ja active Pending
- 1980-02-04 WO PCT/US1980/000154 patent/WO1980002029A1/en not_active Ceased
- 1980-02-19 IN IN181/CAL/80A patent/IN150179B/en unknown
- 1980-02-25 GR GR61273A patent/GR73018B/el unknown
- 1980-03-05 IT IT8020370A patent/IT8020370A0/it unknown
- 1980-03-06 AU AU56193/80A patent/AU5619380A/en not_active Abandoned
- 1980-03-17 KR KR1019800001110A patent/KR830002011B1/ko not_active Expired
- 1980-03-18 PT PT70970A patent/PT70970A/pt unknown
- 1980-03-19 PH PH23784A patent/PH15665A/en unknown
- 1980-03-19 BE BE0/199860A patent/BE882314A/fr unknown
- 1980-10-08 EP EP80900525A patent/EP0025445A1/en not_active Withdrawn
- 1980-11-12 NO NO803401A patent/NO803401L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR8007554A (pt) | 1981-02-03 |
| BE882314A (fr) | 1980-07-16 |
| IN150179B (cg-RX-API-DMAC10.html) | 1982-08-07 |
| KR830001977A (ko) | 1983-05-21 |
| EP0025445A4 (en) | 1981-02-25 |
| PH15665A (en) | 1983-03-11 |
| JPS56500141A (cg-RX-API-DMAC10.html) | 1981-02-12 |
| PT70970A (en) | 1980-04-01 |
| US4229547A (en) | 1980-10-21 |
| GR73018B (cg-RX-API-DMAC10.html) | 1984-01-25 |
| EP0025445A1 (en) | 1981-03-25 |
| AU5619380A (en) | 1980-09-25 |
| IT8020370A0 (it) | 1980-03-05 |
| KR830002011B1 (ko) | 1983-10-06 |
| WO1980002029A1 (en) | 1980-10-02 |
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