FI111374B - Förfarande för radikalpolymerisation av vinylklorid vid ett surt pH i vattendispersion - Google Patents
Förfarande för radikalpolymerisation av vinylklorid vid ett surt pH i vattendispersion Download PDFInfo
- Publication number
- FI111374B FI111374B FI944927A FI944927A FI111374B FI 111374 B FI111374 B FI 111374B FI 944927 A FI944927 A FI 944927A FI 944927 A FI944927 A FI 944927A FI 111374 B FI111374 B FI 111374B
- Authority
- FI
- Finland
- Prior art keywords
- polymerization
- vinyl chloride
- radical polymerization
- inhibitor
- strong inorganic
- Prior art date
Links
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims description 43
- 238000000034 method Methods 0.000 title claims description 29
- 238000010526 radical polymerization reaction Methods 0.000 title claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 14
- 230000002378 acidificating effect Effects 0.000 title claims description 9
- 238000006116 polymerization reaction Methods 0.000 claims description 76
- 239000003112 inhibitor Substances 0.000 claims description 40
- 239000003999 initiator Substances 0.000 claims description 25
- 239000002243 precursor Substances 0.000 claims description 23
- 239000000243 solution Substances 0.000 claims description 23
- -1 peroxide carbonates Chemical class 0.000 claims description 11
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 10
- 238000002347 injection Methods 0.000 claims description 10
- 239000007924 injection Substances 0.000 claims description 10
- 239000011630 iodine Substances 0.000 claims description 10
- 239000007900 aqueous suspension Substances 0.000 claims description 9
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims description 8
- 229910001516 alkali metal iodide Inorganic materials 0.000 claims description 8
- 229910052740 iodine Inorganic materials 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 4
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical class [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 20
- 230000003389 potentiating effect Effects 0.000 description 13
- 229920000642 polymer Polymers 0.000 description 7
- 235000007715 potassium iodide Nutrition 0.000 description 7
- 239000000498 cooling water Substances 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 229920000915 polyvinyl chloride Polymers 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 238000011065 in-situ storage Methods 0.000 description 4
- 239000004800 polyvinyl chloride Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000002826 nitrites Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- JDDQLBKEPJXSJL-UHFFFAOYSA-N C(O)(O)=O.C(C)OOCC Chemical compound C(O)(O)=O.C(C)OOCC JDDQLBKEPJXSJL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 229910000450 iodine oxide Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012544 monitoring process Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 2
- 230000003134 recirculating effect Effects 0.000 description 2
- 125000000391 vinyl group Chemical class [H]C([*])=C([H])[H] 0.000 description 2
- SMNGQGWPUVVORF-UHFFFAOYSA-N 3,5-ditert-butyl-4-methylphenol Chemical compound CC1=C(C(C)(C)C)C=C(O)C=C1C(C)(C)C SMNGQGWPUVVORF-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical class C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical class C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- QFAHHMAIWVQALL-UHFFFAOYSA-N carbonic acid;1-tetradecylperoxytetradecane Chemical compound OC(O)=O.CCCCCCCCCCCCCCOOCCCCCCCCCCCCCC QFAHHMAIWVQALL-UHFFFAOYSA-N 0.000 description 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical class OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- CWINGZLCRSDKCL-UHFFFAOYSA-N ethoxycarbonyloxy ethyl carbonate Chemical compound CCOC(=O)OOC(=O)OCC CWINGZLCRSDKCL-UHFFFAOYSA-N 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000003450 growing effect Effects 0.000 description 1
- 125000000687 hydroquinonyl group Chemical class C1(O)=C(C=C(O)C=C1)* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- ZMHZSHHZIKJFIR-UHFFFAOYSA-N octyltin Chemical compound CCCCCCCC[Sn] ZMHZSHHZIKJFIR-UHFFFAOYSA-N 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920001567 vinyl ester resin Chemical class 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- C08F4/00—Polymerisation catalysts
-
- 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
-
- 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
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
Claims (9)
1. Förfarande för radikalpolymerisering av vinyl-klorid i ett surt pH i en vattendispersion medelst 5 oljelösliga initiatorer, kännetecknat därav, att temperaturen hos polymerisationslösningen huvud-sakligen regleras genom att direkt och pä ett reglerat sätt injicera en effektiv mängd av en stark oorganisk radikalpolymerisationsinhibitor eller en prekursor av en 10 sadan inhibitor.
2. Förfarande för radikalpolymerisering av vinylklorid enligt patentkrav 1, kännetecknat därav, att den starka oorganiska inhibitorn väljs bland jod, kvävemonoxid eller motsvarande alkalimetalljodid- och 15 nitritprekursorer därav.
3. Förfarande för radikalpolymerisering av vinylklorid enligt patentkrav 2, kännetecknat därav, att den starka oorganiska inhibitorn väljs bland alkalimetalljodider och nitrit, som är motsvarande 20 prekursorer av jod och kvävemonoxid.
4. Förfarande för radikalpolymerisering av vinylklorid enligt patentkrav 3, kännetecknat därav, att den starka oorganiska inhibitorn väljs bland alkalimetalljodider, prekursorer av jod. 25
5. Förfarande för radikalpolymerisering av vinylklorid enligt patentkrav 1, kännetecknat därav, att den starka oorganiska inhibitorn eller en prekursor därav används i form av utspädda vatten-lösningar. 30
6. Förfarande för radikalpolymerisering av vinylklorid enligt patentkrav 1, kännetecknat därav, att den totala mängden av den starka oorganiska inhibitorn under polymeringen ej överskrider cirka 75 ppm beräknat pä vinylkloriden eller en ekvivalent mängd av 35 prekursorn. 111374
7. Förfarande för radikalpolymerisering av vinylklorid enligt patentkrav 1, kännetecknat därav, att den totala mängden av den starka oorganiska inhibitorn under polymeriseringen stiger tili ätminstone 5 ca 2 ppm beräknat pä vinylkloriden eller en ekvivalent mängd av prekursorn.
8. Förfarande för radikalpolymerisering av vinylklorid enligt patentkrav 1, kännetecknat därav, att det lämpar sig att användas vid polymerisation 10. en vattensuspension.
9. Förfarande för radikalpolymerisering av vinylklorid enligt patentkrav 1, kännetecknat därav, att det lämpar sig för polymerisation medelst oljelösliga initiatorer, som väljs bland dial- 15 kylperoxidkarbonat, vilkas alkylgrupper ej innehäller mera än 6 kolatomer.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE9301120 | 1993-10-21 | ||
BE9301120A BE1007648A3 (fr) | 1993-10-21 | 1993-10-21 | Procede pour la polymerisation radicalaire du chlorure de vinyle a ph acide en dispersion aqueuse. |
Publications (3)
Publication Number | Publication Date |
---|---|
FI944927A0 FI944927A0 (sv) | 1994-10-20 |
FI944927A FI944927A (sv) | 1995-04-22 |
FI111374B true FI111374B (sv) | 2003-07-15 |
Family
ID=3887451
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI944927A FI111374B (sv) | 1993-10-21 | 1994-10-20 | Förfarande för radikalpolymerisation av vinylklorid vid ett surt pH i vattendispersion |
Country Status (11)
Country | Link |
---|---|
US (1) | US5459211A (sv) |
EP (1) | EP0649862B1 (sv) |
JP (1) | JP3573804B2 (sv) |
KR (1) | KR100349492B1 (sv) |
BE (1) | BE1007648A3 (sv) |
BR (1) | BR9404159A (sv) |
CA (1) | CA2133914C (sv) |
DE (1) | DE69408621T2 (sv) |
ES (1) | ES2115152T3 (sv) |
FI (1) | FI111374B (sv) |
TW (1) | TW282474B (sv) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2000061648A1 (en) * | 1999-04-09 | 2000-10-19 | Polymer Systems As | Preparation of polymer particles |
EP1236742A1 (en) * | 2001-02-28 | 2002-09-04 | Bayer Ag | Controlled free-radical polymerization products using new control agents |
EP1622853A1 (en) * | 2003-04-22 | 2006-02-08 | SOLVAY (Société Anonyme) | Iodinated organic substances of low molecular mass and process for preparing them |
FR2903409A1 (fr) * | 2006-07-04 | 2008-01-11 | Solvay | Procede de polymerisation radicalaire en dispersion aqueuse pour la preparation de polymeres |
JP2013018953A (ja) * | 2011-06-15 | 2013-01-31 | Canon Inc | 高分子粒子の製造方法 |
CN106573995B (zh) | 2014-08-14 | 2019-07-09 | 罗门哈斯公司 | 聚合方法 |
EP3180366B1 (en) | 2014-08-14 | 2018-09-26 | Rohm and Haas Company | Polymer with releasable gas |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3642756A (en) * | 1969-08-22 | 1972-02-15 | Dow Chemical Co | Method for increasing the capacity of a polymerization vessel during polymerization of vinyl chloride monomer in aqueous suspension |
BE756503A (fr) * | 1969-09-24 | 1971-03-23 | Wacker Chemie Gmbh | Procede de polymerisation du chlorure de vinyle |
US3790542A (en) * | 1970-09-15 | 1974-02-05 | Shinetsu Chemical Co | Method for polymerizing vinyl chloride |
BE837070A (fr) * | 1974-12-27 | 1976-06-24 | Procede de polymerisation en suspension de chlorure de vinyle | |
US4180634A (en) * | 1975-07-18 | 1979-12-25 | Shin-Etsu Chemical Co., Ltd. | Polymerizing vinyl chloride with lowering of scale formation |
-
1993
- 1993-10-21 BE BE9301120A patent/BE1007648A3/fr not_active IP Right Cessation
-
1994
- 1994-10-12 EP EP94202958A patent/EP0649862B1/fr not_active Expired - Lifetime
- 1994-10-12 DE DE69408621T patent/DE69408621T2/de not_active Expired - Lifetime
- 1994-10-12 ES ES94202958T patent/ES2115152T3/es not_active Expired - Lifetime
- 1994-10-13 US US08/322,765 patent/US5459211A/en not_active Expired - Lifetime
- 1994-10-17 TW TW083109610A patent/TW282474B/zh not_active IP Right Cessation
- 1994-10-18 JP JP25184194A patent/JP3573804B2/ja not_active Expired - Fee Related
- 1994-10-19 BR BR9404159A patent/BR9404159A/pt not_active IP Right Cessation
- 1994-10-20 KR KR1019940026825A patent/KR100349492B1/ko not_active IP Right Cessation
- 1994-10-20 FI FI944927A patent/FI111374B/sv not_active IP Right Cessation
- 1994-10-20 CA CA002133914A patent/CA2133914C/fr not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
DE69408621D1 (de) | 1998-04-02 |
BE1007648A3 (fr) | 1995-09-05 |
KR950011477A (ko) | 1995-05-15 |
DE69408621T2 (de) | 1998-09-10 |
EP0649862A1 (fr) | 1995-04-26 |
FI944927A0 (sv) | 1994-10-20 |
KR100349492B1 (ko) | 2002-11-11 |
FI944927A (sv) | 1995-04-22 |
BR9404159A (pt) | 1995-06-27 |
CA2133914C (fr) | 2006-11-28 |
ES2115152T3 (es) | 1998-06-16 |
US5459211A (en) | 1995-10-17 |
JPH07157505A (ja) | 1995-06-20 |
TW282474B (sv) | 1996-08-01 |
JP3573804B2 (ja) | 2004-10-06 |
CA2133914A1 (fr) | 1995-04-22 |
EP0649862B1 (fr) | 1998-02-25 |
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Legal Events
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MM | Patent lapsed |