NO761321L - - Google Patents
Info
- Publication number
- NO761321L NO761321L NO761321A NO761321A NO761321L NO 761321 L NO761321 L NO 761321L NO 761321 A NO761321 A NO 761321A NO 761321 A NO761321 A NO 761321A NO 761321 L NO761321 L NO 761321L
- Authority
- NO
- Norway
- Prior art keywords
- initiator
- plasticizer
- vinyl
- stated
- vinyl halide
- Prior art date
Links
- 238000000034 method Methods 0.000 claims abstract description 22
- -1 vinyl halide Chemical class 0.000 claims abstract description 18
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 16
- 230000008569 process Effects 0.000 claims abstract description 11
- 229920000642 polymer Polymers 0.000 claims abstract description 10
- 239000003999 initiator Substances 0.000 claims description 20
- 239000004014 plasticizer Substances 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 12
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 10
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 150000001451 organic peroxides Chemical class 0.000 claims description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 2
- 229920000915 polyvinyl chloride Polymers 0.000 claims 1
- 239000004800 polyvinyl chloride Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 4
- 239000000375 suspending agent Substances 0.000 description 4
- 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 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- KCXZNSGUUQJJTR-UHFFFAOYSA-N Di-n-hexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC KCXZNSGUUQJJTR-UHFFFAOYSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 description 1
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 1
- 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 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- SIXWIUJQBBANGK-UHFFFAOYSA-N 4-(4-fluorophenyl)-1h-pyrazol-5-amine Chemical compound N1N=CC(C=2C=CC(F)=CC=2)=C1N SIXWIUJQBBANGK-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 description 1
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920002472 Starch Polymers 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
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- INLLPKCGLOXCIV-UHFFFAOYSA-N bromoethene Chemical compound BrC=C INLLPKCGLOXCIV-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 229920001577 copolymer Polymers 0.000 description 1
- 229940100539 dibutyl adipate Drugs 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- MPFLRYZEEAQMLQ-UHFFFAOYSA-N dinicotinic acid Chemical compound OC(=O)C1=CN=CC(C(O)=O)=C1 MPFLRYZEEAQMLQ-UHFFFAOYSA-N 0.000 description 1
- DROMNWUQASBTFM-UHFFFAOYSA-N dinonyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCC DROMNWUQASBTFM-UHFFFAOYSA-N 0.000 description 1
- TVWTZAGVNBPXHU-FOCLMDBBSA-N dioctyl (e)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C\C(=O)OCCCCCCCC TVWTZAGVNBPXHU-FOCLMDBBSA-N 0.000 description 1
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
- YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- TVFJAZCVMOXQRK-UHFFFAOYSA-N ethenyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OC=C TVFJAZCVMOXQRK-UHFFFAOYSA-N 0.000 description 1
- 125000005670 ethenylalkyl group Chemical group 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- OJXOOFXUHZAXLO-UHFFFAOYSA-M magnesium;1-bromo-3-methanidylbenzene;bromide Chemical compound [Mg+2].[Br-].[CH2-]C1=CC=CC(Br)=C1 OJXOOFXUHZAXLO-UHFFFAOYSA-M 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical class 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- YHUVMHKAHWKQBI-UHFFFAOYSA-N quinoline-2,3-dicarboxylic acid Chemical compound C1=CC=C2N=C(C(O)=O)C(C(=O)O)=CC2=C1 YHUVMHKAHWKQBI-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
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
- C08F14/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F14/02—Monomers containing chlorine
- C08F14/04—Monomers containing two carbon atoms
- C08F14/06—Vinyl chloride
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)
Abstract
"remgangsmåte for fremstilling av vinylhalogenidholdige polymerer.""belt process for the preparation of vinyl halide-containing polymers."
Description
Oppfinnelsen vedrører fremstilling av vinylhalogenidholdige polymerer. The invention relates to the production of vinyl halide-containing polymers.
Fremstilling av vinylhalogenidholdige polymerer ved suspensjonspolymerisasjon av vinylhalogenid, enten alene eller i kombinasjon med andre monomerer, er velkjent. Kort sagt omfatter fremgangsmåten å tilsette vann, monomeren, initiatoren og suspen-• deringsmidlet til reaksjonskaret, som så påsettes kappe. Så snart den ønskede temperatur er nådd, holdes reaksjonen på en forutbestemt temperatur ved regulering av vanntemperaturen i. kappen. Når temperaturen reguleres, skrider reaksjonen frem med det resulterende trykk nær konstant inntil ca. 70% omdannelse, hvoretter trykket avtar med økende omdannelse. Normalt kreves det et visst tidsintervall før trykket avtar. Utførelse av prosessen under identiske betingelser med tidsintervallet, Production of vinyl halide-containing polymers by suspension polymerization of vinyl halide, either alone or in combination with other monomers, is well known. In short, the method comprises adding water, the monomer, the initiator and the suspending agent to the reaction vessel, which is then fitted with a jacket. As soon as the desired temperature is reached, the reaction is kept at a predetermined temperature by regulating the water temperature in the jacket. When the temperature is regulated, the reaction proceeds with the resulting pressure close to constant until approx. 70% conversion, after which the pressure decreases with increasing conversion. Normally, a certain time interval is required before the pressure decreases. Execution of the process under identical conditions with the time interval,
før senkning i trykk, på lavere verdi indikerer at den samme grad av omsetning har foregått på mindre tid. before lowering in pressure, at a lower value indicates that the same degree of turnover has taken place in less time.
Foreliggende oppfinnelse er rettet mot en forbedret The present invention is directed to an improved
fremgangsmåte som har kortere reaksjonstid.method that has a shorter reaction time.
Det er kjent å tilsette- et mykningsmiddel til ut-gangsresepten ved suspensjonspolymerisasjon av vinylklorid, f.eks. som beskrevet i US-patentskrifter nr. 2.6 89.836 og 3.812.073, men vi vet ikke om noe tidligere forslag som går ut på å anvende en løsning av initiator i et mykningsmiddel som et hjelpemiddel til å innføre initiatoren i reaksjonsblandingen. It is known to add a plasticizer to the starting recipe by suspension polymerization of vinyl chloride, e.g. as described in US Patent Nos. 2, 6, 89,836 and 3,812,073, but we are not aware of any prior proposal to use a solution of initiator in a plasticizer as an aid in introducing the initiator into the reaction mixture.
Vi har nå funnet at anvendelse av initiatoren som en løsning i mykningsmidlet resulterer i uventet reduksjon i reaksjonstiden. Ett aspekt ved foreliggende oppfinnelse tilveiebringer en fremgangsmåte for fremstilling av vinylhalogenidholdige polymerer ved suspensjonspolymerisasjon av en vinylhalogenid-monomer og eventuelt av en monomer som er kopolymeriserbar med denne,, i nærvær av en kjemisk initiator, hvorved initiatoren tilsettes til polymerisasjonsblandingen som en løsning i et mykningsmiddel for den nevnte vinylhalogenidholdige polymer. We have now found that using the initiator as a solution in the plasticizer results in an unexpected reduction in reaction time. One aspect of the present invention provides a method for the production of vinyl halide-containing polymers by suspension polymerization of a vinyl halide monomer and optionally of a monomer that is copolymerizable with it, in the presence of a chemical initiator, whereby the initiator is added to the polymerization mixture as a solution in a plasticizer for the aforementioned vinyl halide-containing polymer.
Det vinylhalogenid som anvendes i forbindelse med oppfinnelsen, er fortrinnsvis vinylklorid. Imidlertid kan andre vinylhalogenider anvendes, f.eks. vinylbromid og vinyl-fluorid.Oppfinnelsen skal i det følgende illustreres ved hjelp av vinylklorid. The vinyl halide used in connection with the invention is preferably vinyl chloride. However, other vinyl halides can be used, e.g. vinyl bromide and vinyl fluoride. The invention will be illustrated below using vinyl chloride.
Oppfinnelsen er også egnet for anvendelse sammen med blandinger av et vinylhalogenid og en monomer som er kopolymeriserbar med det. Eksempler på monomerer som er kopolymeriserbare med vinylklorid, inkluderer vinylidenklorid; vinylacetat; vinyl-alkylestere (f.eks. vinylneodekanoat); etylen; propylen; iso-butylen; akrylnitril; estere av akryl- og metakrylsyrer, f.eks. metyl-, etyl-, butyl-, propyl-, 2-etylheksyl-, heksylakrylat og -metyl.akrylat; estere av maleinsyre, f.eks. dietyl-, dipropyl-, The invention is also suitable for use with mixtures of a vinyl halide and a monomer copolymerizable therewith. Examples of monomers copolymerizable with vinyl chloride include vinylidene chloride; vinyl acetate; vinyl alkyl esters (eg vinyl neodecanoate); ethylene; propylene; iso-butylene; acrylonitrile; esters of acrylic and methacrylic acids, e.g. methyl, ethyl, butyl, propyl, 2-ethylhexyl, hexyl acrylate and -methyl acrylate; esters of maleic acid, e.g. diethyl-, dipropyl-,
• diheksyl-, og dioktylmaleat.• dihexyl and dioctyl maleate.
Hvilke som helst av de initiatorer som vanligvis anvendes ved suspensjonspolymerisasjon av vinylklorid, kan anvendes ved foreliggende oppfinnelse. Eksempler på egnede initiatorer inkluderer organiske peroksyder, f.eks. benzoylperoksyd, lauroyl-peroksyd, diisopropylperoksydikarbonat;di-2-etylheksylperoksy-dikarbonat, di-sek-butyl-peroksydikarbonat; azo-forbindelser, f.eks. azobisisobutylnitril; og lignende oljeløselige katalysa-torer. Any of the initiators that are usually used in the suspension polymerization of vinyl chloride can be used in the present invention. Examples of suitable initiators include organic peroxides, e.g. benzoyl peroxide, lauroyl peroxide, diisopropyl peroxydicarbonate; di-2-ethylhexyl peroxydicarbonate, di-sec-butyl peroxydicarbonate; azo compounds, e.g. azobisisobutylnitrile; and similar oil-soluble catalysts.
De foretrukne initiatorer er diisopropylperoksydi-karbonat, di-2-etylheksylperoksydikarbonat, di-sek-butylperoksy-dikarbonat og dibenzoylperoksyd. The preferred initiators are diisopropyl peroxydicarbonate, di-2-ethylhexylperoxydicarbonate, di-sec-butylperoxydicarbonate and dibenzoyl peroxide.
Også hvilke som helst av de suspenderingsmidler som normalt anvendes i suspensjonspolymerisasjon av vinylklorid kan anvendes ved foreliggende fremgangsmåte. Eksempler på egnede suspenderingsmidler inkluderer naturlige, høymolekylære substanser, f.eks. stivelse og gelatin, og syntetiske høymolekylære substanser, f.eks. delvis forsåpet polyvinylalkohol, metylcellu-lose, etylcellulose, hydroksypropoksymetylcellulose, maleinsyre-anhydrid/vinyleter-kopolymer og polyvinylpyrrolidon og lignende. Also, any of the suspending agents normally used in suspension polymerization of vinyl chloride can be used in the present method. Examples of suitable suspending agents include natural, high molecular weight substances, e.g. starch and gelatin, and synthetic high molecular weight substances, e.g. partially saponified polyvinyl alcohol, methyl cellulose, ethyl cellulose, hydroxypropoxymethyl cellulose, maleic anhydride/vinyl ether copolymer and polyvinyl pyrrolidone and the like.
Hvilke som helst av de konvensjonelle primære eller sekundære mykningsmidler, som konvensjonelt anvendes ved fremstilling av vinylpolymerer, er egnet for anvendelse ved fremgangsmåten i henhold til oppfinnelsen. Any of the conventional primary or secondary plasticizers, which are conventionally used in the production of vinyl polymers, are suitable for use in the method according to the invention.
Eksempler på egnede mykningsmidler inkluderer estere av polykarboksylsyrer, f.eks. ftalsyre, isoftalsyre, tereftal-syre, addipinsyre, sebacinsyre, pimelinsyre, azelainsyre, suberinsyre, 1,4-cykloheksandikarboksylsyre, naftalensyre, diniko-tinsyre, akridinsyre og 3,4-kinolindikarboksylsyre. Oså egnet er fosforsyreestere, f.eks. trioktylfosfat, tritolylfosfat og triksylfosfat. Examples of suitable plasticizers include esters of polycarboxylic acids, e.g. phthalic acid, isophthalic acid, terephthalic acid, adipic acid, sebacic acid, pimelic acid, azelaic acid, suberic acid, 1,4-cyclohexanedicarboxylic acid, naphthalene acid, dinicotinic acid, acridic acid and 3,4-quinoenedicarboxylic acid. Also suitable are phosphoric acid esters, e.g. trioctyl phosphate, tritolyl phosphate and trixyl phosphate.
Spesielt egnede mykningsmidler inkluderer di(C2-C^^)-akrylesterne av dikarboksylsyrer.Betegnelsen dikarboksylsyrer skal her inkludere både aromatiske og alifatiske syrer. Eksempler på spesielt egnede mykningsmidler inkluderer dibutylftalat, diheksylftalat, dioktylftalat, di-iso-oktylftalat, dinonylftalat, di-isodecylftalat, ditridecylftalat, 'dibutyladipat, diheksyladi-pat, dioktyladipat, dibutylsebacat og dioktylsebacat. Alkyl-aralkylestere av dikarboksylsyrer, f.eks. butylbenzylftalat, 'kan også anvendes. Particularly suitable plasticizers include the di(C2-C^^) acrylic esters of dicarboxylic acids. The term dicarboxylic acids shall here include both aromatic and aliphatic acids. Examples of particularly suitable plasticizers include dibutyl phthalate, dihexyl phthalate, dioctyl phthalate, diisooctyl phthalate, dinonyl phthalate, diisodecyl phthalate, ditridecyl phthalate, dibutyl adipate, dihexyl adipate, dioctyl adipate, dibutyl sebacate and dioctyl sebacate. Alkyl-aralkyl esters of dicarboxylic acids, e.g. butyl benzyl phthalate,' can also be used.
Av de ovenfor nevnte materialér foretrekkes ftalsyre-esterne, spesielt dioksyftalat. .Når han vet at en løsning av initiatoren i mykningsmiddel anvendes ved foreliggende fremgangsmåte, kan fagmannen på området lett bestemme den optimale mengde av hver. Generelt ligger en egnet mengde av mykningsmiddel i området ca. 0,1 til ca. 10 vekt% basert på den moriomer, vanligvis et vinylhalogenid, som polymeriseres. Videre er generelt en egnet mengde initiator i området fra ca. 0,1 til ca. lo vekt% basert på mykningsmidlet. Of the above-mentioned materials, the phthalic acid esters are preferred, especially dioxyphthalate. Knowing that a solution of the initiator in plasticizer is used in the present process, the person skilled in the art can easily determine the optimal amount of each. In general, a suitable amount of plasticizer is in the range of approx. 0.1 to approx. 10% by weight based on the monomer, usually a vinyl halide, which is polymerized. Furthermore, generally a suitable amount of initiator is in the range from approx. 0.1 to approx. wool% by weight based on the plasticizer.
Siden det finnes så mange publikasjoner (patenter, bøker, leksika osv.) som lærer mengdene av vann, monomer og suspenderingsmiddel som skal anvendes i suspensjonspolymerisa-sjonsprosesser, antas det å ikke være nødvendig å beskrive egnede mengder her. Since there are so many publications (patents, books, encyclopedias, etc.) teaching the amounts of water, monomer and suspending agent to be used in suspension polymerization processes, it is believed unnecessary to describe suitable amounts here.
Fremgangsmåten i henhold til oppfinnelsen utføres . under standard suspensjonspolymerisasjonsbetingelser med hensyn på temperatur og trykk. Den eneste forskjell for foreliggende fremgangsmåte er at den fullføres.tidligere enn ved en konvensjo-nell prosess. The method according to the invention is carried out. under standard suspension polymerization conditions with regard to temperature and pressure. The only difference for the present method is that it is completed earlier than with a conventional process.
Den oppslemming som fremstilles ved fremgangsmåten, tappes ut fra reaksjonskaret og over i et annet kar. Om ønsket, kan den utsettes for damp-avdrivning eller en annen behandling for fjerning av uomsatt. monomer. Den forarbeides så på kon-vensjonell måte. Eksempelvis fjernes vannet ved filtrering, The slurry produced by the process is drained from the reaction vessel into another vessel. If desired, it can be subjected to steam stripping or another treatment to remove unreacted. monomer. It is then processed in a conventional manner. For example, the water is removed by filtration,
hvoretter polymeren tørkes.after which the polymer is dried.
I deri hensikt å åpenbare foreliggende oppfinnelses natur enda tydeligere skal det gis et eksempel. Det skal for-stås at oppfinnelsen ikke skal være begrenset til de spesifikke betingelser eller detaljer som er angitt i dette eksempel, med mindre slike begrensninger er spesifisert i de vedlagte krav. In order to reveal the nature of the present invention even more clearly, an example shall be given. It is to be understood that the invention shall not be limited to the specific conditions or details set out in this example, unless such limitations are specified in the attached claims.
EksempelExample
Dette eksempel viser den forbedring som oppfinnelsen tilveiebringer. Det ble gjort tre forsøk med suspensjonspoly-merisas jon av vinylklorid. I forsøk A ble det anvendt konvensjonelle betingelser, dvs. at initiatoren ble tilsatt til blandingen av vinylklorid og vann. I forsøk B ble initiatoren tilsatt i luktfri white spirit. I forsøk C ble initiatoren tilsatt i en løsning av dioktylftalat. Initiatoren var i alle forsøk di-sek -butylperoksydikarbonat. This example shows the improvement which the invention provides. Three trials were made with suspension polymerization of vinyl chloride. In experiment A, conventional conditions were used, i.e. the initiator was added to the mixture of vinyl chloride and water. In trial B, the initiator was added to odorless white spirit. In experiment C, the initiator was added to a solution of dioctyl phthalate. In all experiments, the initiator was di-sec-butyl peroxydicarbonate.
Polymerisasjonsresepten var som følger:The polymerization recipe was as follows:
Prosessen ble kjørt ved en temperatur på 55-56°C i The process was run at a temperature of 55-56°C i
en reaktor av rustfritt stål.a stainless steel reactor.
Konsentrasjonen av initiatoren i vinylklorid var i The concentration of the initiator in vinyl chloride was i
forsøk A 5,3 x 10<-4>. I forsøkene B og C var den 5,5 x 10<-4>trial A 5.3 x 10<-4>. In experiments B and C it was 5.5 x 10<-4>
Resultatene er gjengitt nedenunder.The results are reproduced below.
Dataene viser at fremgangsmåten i henhold til oppfinnelsen gikk fortere enn de konvensjonelle prosesser. The data show that the method according to the invention went faster than the conventional processes.
Etter nå å ha beskrevet oppfinnelsen i detalj, vil det være forståelig for fagmannen på området at visse variasjoner og modifikasjoner kan gjøres titen at man avviker fra oppfinnel-sens ånd og ramme slik den er- definert her og i de vedlagte krav. Having now described the invention in detail, it will be understandable to the person skilled in the field that certain variations and modifications can be made when deviating from the spirit and scope of the invention as defined here and in the attached claims.
Claims (6)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60075675A | 1975-07-30 | 1975-07-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO761321L true NO761321L (en) | 1977-02-01 |
Family
ID=24404928
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO761321A NO761321L (en) | 1975-07-30 | 1976-04-14 |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5216587A (en) |
| BE (1) | BE840920A (en) |
| DE (1) | DE2621466A1 (en) |
| FR (1) | FR2319652A1 (en) |
| GB (1) | GB1501594A (en) |
| NO (1) | NO761321L (en) |
| ZA (1) | ZA762388B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL51236A (en) * | 1976-02-17 | 1979-10-31 | Stauffer Chemical Co | Process for forming vinyl chloride polymers having a low residual monomer content |
| US4360652A (en) * | 1981-08-31 | 1982-11-23 | Pennwalt Corporation | Method of preparing high quality vinylidene fluoride polymer in aqueous emulsion |
| BE1009969A3 (en) * | 1996-01-25 | 1997-11-04 | Solvay | METHOD FOR AQUEOUS SUSPENSION POLYMERIZATION OF VINYL CHLORIDE TO dialkylperoxydicarbonates OPERATION. |
| BE1011295A3 (en) * | 1997-07-22 | 1999-07-06 | Solvay | Peroxydicarbonate organic solution dialkyl, method for obtaining, preparing halogenated polymers for intervention thereof and halogenated polymers obtained. |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL78736C (en) * | 1950-03-14 | |||
| US2858280A (en) * | 1953-09-29 | 1958-10-28 | Konink Ind Mij Voorbeen Noury | Process for the preparation of essentially anhydrous pastes of organic peroxides |
-
1976
- 1976-04-14 NO NO761321A patent/NO761321L/no unknown
- 1976-04-15 GB GB15674/76A patent/GB1501594A/en not_active Expired
- 1976-04-16 FR FR7611431A patent/FR2319652A1/en not_active Withdrawn
- 1976-04-16 JP JP51042629A patent/JPS5216587A/en active Pending
- 1976-04-20 BE BE166298A patent/BE840920A/en unknown
- 1976-04-21 ZA ZA762388A patent/ZA762388B/en unknown
- 1976-05-14 DE DE19762621466 patent/DE2621466A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2621466A1 (en) | 1977-02-10 |
| GB1501594A (en) | 1978-02-15 |
| BE840920A (en) | 1976-10-20 |
| FR2319652A1 (en) | 1977-02-25 |
| ZA762388B (en) | 1977-04-27 |
| JPS5216587A (en) | 1977-02-07 |
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