DE1099736B - Verfahren zur Herstellung von Polymerisaten von Vinylestern - Google Patents
Verfahren zur Herstellung von Polymerisaten von VinylesternInfo
- Publication number
- DE1099736B DE1099736B DEF29532A DEF0029532A DE1099736B DE 1099736 B DE1099736 B DE 1099736B DE F29532 A DEF29532 A DE F29532A DE F0029532 A DEF0029532 A DE F0029532A DE 1099736 B DE1099736 B DE 1099736B
- Authority
- DE
- Germany
- Prior art keywords
- boron
- vinyl esters
- polymerization
- butylboroxol
- nitrogen
- 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.)
- Pending
Links
- 229920000642 polymer Polymers 0.000 title claims description 15
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 11
- 229920001567 vinyl ester resin Polymers 0.000 title claims description 11
- 238000006116 polymerization reaction Methods 0.000 claims description 15
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 9
- 229910052796 boron Inorganic materials 0.000 claims description 9
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical group CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 8
- BDQDRFYVFICRTN-UHFFFAOYSA-N 5-butyloxaborole Chemical compound C(CCC)C=1OB=CC1 BDQDRFYVFICRTN-UHFFFAOYSA-N 0.000 claims description 6
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 5
- -1 tert-butylboroxol Chemical compound 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000012552 review Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 229920006163 vinyl copolymer Polymers 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 30
- 229910052757 nitrogen Inorganic materials 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000002978 peroxides Chemical class 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 150000001639 boron compounds Chemical class 0.000 description 3
- 239000011049 pearl Substances 0.000 description 3
- 229920002689 polyvinyl acetate Polymers 0.000 description 3
- 239000011118 polyvinyl acetate Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 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
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- 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
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 239000003426 co-catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 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
- 239000011521 glass Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- QPKFVRWIISEVCW-UHFFFAOYSA-N 1-butane boronic acid Chemical compound CCCCB(O)O QPKFVRWIISEVCW-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-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
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical class [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- NFMHSPWHNQRFNR-UHFFFAOYSA-N hyponitrous acid Chemical class ON=NO NFMHSPWHNQRFNR-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- AMWRITDGCCNYAT-UHFFFAOYSA-L manganese oxide Inorganic materials [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- OHENQANLQNOMAO-UHFFFAOYSA-N oxaborole Chemical compound O1B=CC=C1 OHENQANLQNOMAO-UHFFFAOYSA-N 0.000 description 1
- 150000002927 oxygen compounds Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G13/00—Electrographic processes using a charge pattern
- G03G13/26—Electrographic processes using a charge pattern for the production of printing plates for non-xerographic printing processes
- G03G13/28—Planographic printing plates
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G17/00—Electrographic processes using patterns other than charge patterns, e.g. an electric conductivity pattern; Processes involving a migration, e.g. photoelectrophoresis, photoelectrosolography; Processes involving a selective transfer, e.g. electrophoto-adhesive processes; Apparatus essentially involving a single such process
- G03G17/02—Electrographic processes using patterns other than charge patterns, e.g. an electric conductivity pattern; Processes involving a migration, e.g. photoelectrophoresis, photoelectrosolography; Processes involving a selective transfer, e.g. electrophoto-adhesive processes; Apparatus essentially involving a single such process with electrolytic development
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Molecular Biology (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE595687D BE595687A (enrdf_load_html_response) | 1959-10-03 | ||
| DEF29532A DE1099736B (de) | 1959-10-03 | 1959-10-03 | Verfahren zur Herstellung von Polymerisaten von Vinylestern |
| FR840194A FR1274718A (fr) | 1959-10-03 | 1960-10-03 | Procédé de préparation de produits de polymérisation d'esters vinyliques |
| GB33926/60A GB961307A (en) | 1959-10-03 | 1960-10-03 | Process for the manufacture of polymerisation products of vinyl esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF29532A DE1099736B (de) | 1959-10-03 | 1959-10-03 | Verfahren zur Herstellung von Polymerisaten von Vinylestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1099736B true DE1099736B (de) | 1961-02-16 |
Family
ID=7093358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF29532A Pending DE1099736B (de) | 1959-10-03 | 1959-10-03 | Verfahren zur Herstellung von Polymerisaten von Vinylestern |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE595687A (enrdf_load_html_response) |
| DE (1) | DE1099736B (enrdf_load_html_response) |
| FR (1) | FR1274718A (enrdf_load_html_response) |
| GB (1) | GB961307A (enrdf_load_html_response) |
-
0
- BE BE595687D patent/BE595687A/xx unknown
-
1959
- 1959-10-03 DE DEF29532A patent/DE1099736B/de active Pending
-
1960
- 1960-10-03 FR FR840194A patent/FR1274718A/fr not_active Expired
- 1960-10-03 GB GB33926/60A patent/GB961307A/en not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| BE595687A (enrdf_load_html_response) | |
| FR1274718A (fr) | 1961-10-27 |
| GB961307A (en) | 1964-06-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69129216T2 (de) | Hochtemperatur-Dispersionspolymerisation von Äthylen | |
| CH515941A (de) | Verfahren zur Mischpolymerisation von Monoolefinen | |
| DE1165856B (de) | Verfahren zur Polymerisation von radikalisch polymerisierbaren ungesaettigten Verbindungen | |
| DE2019209C3 (de) | Verfahren zur Copolymerisation von Tetrafluoräthylen und Hexafluorpropylen | |
| DE1104182B (de) | Polymerisationskatalysator fuer die Block- und Loesungspolymerisation | |
| DE1099736B (de) | Verfahren zur Herstellung von Polymerisaten von Vinylestern | |
| DE1152263B (de) | Verfahren zur Herstellung von Polymerisaten oder Mischpolymerisaten des Acrylnitrils | |
| DE1570834C3 (de) | Verfahren zur Herstellung von Polymeren oder Mischpolymeren von Öle finen | |
| DE2409800B2 (de) | Verfahren zur Herstellung carboxylgruppenhaltiger Terpolymerer mit verbesserter MetaUhaftung | |
| DE1904372A1 (de) | Verfahren zur Herstellung von Polymerisaten und Mischpolymerisaten auf der Basis von Vinylchlorid und die dabei enthaltenen Produkte | |
| DE1593163A1 (de) | Verfahren zur Herstellung von substituierten oder unsubstituierten Vinylperessigsaeure-tert.alkylestern und zur Hochdruckpolymerisation von aethylenungesaettigten Kohlenwasserstoffen | |
| DE1068895B (de) | Verfahren zur Polymerisation von Acrylnitril | |
| DE1106501B (de) | Verfahren zur Polymerisation aethylenisch ungesaettigter Verbindungen | |
| AT221813B (de) | Verfahren zur Polymerisation und bzw. oder Copolymerisation von eine Äthylendoppelbindung enthaltenden polaren Verbindungen | |
| DE1927761B2 (de) | Verfahren zur polymerisation olefinisch ungesaettigter ver bindungen | |
| DE1088230B (de) | Verfahren zur Herstellung von Polymerisaten und Mischpolymerisaten | |
| DE1181420B (de) | Verfahren zur Herstellung von Misch-polymerisaten aus AEthylen und Vinylestern | |
| DE1004380B (de) | Verfahren zur Polymerisation olefinischer Verbindungen | |
| DE1595504A1 (de) | Verfahren zur Entfernung farbiger Vanadium-Bestandteile in Katalysatorrueckstaenden von Polymeren | |
| DE656134C (de) | Verfahren zum Polymerisieren von Acrylsaeureestern und deren Homologen zu festen Polymerisaten | |
| DE1247664B (de) | Verfahren zur Herstellung von Polyacrolein | |
| DE1105178B (de) | Verfahren zur Herstellung von Polymerisaten und Mischpolymerisaten von Vinylestern | |
| DE1126613B (de) | Verfahren zur Herstellung von Mischpolymerisaten aus AEthylen und Vinylestern | |
| AT271878B (de) | Verfahren zur Herstellung von Vinylchlorid-Polymerisaten | |
| DE888007C (de) | Verfahren zur Herstellung von Polymerisaten oder Mischpolymerisaten von Vinylestern |