CA1282198C - Process for preparing polyamide-based, titanium-dioxide pigmented pulverulent coating means with at least ten aliphatically bound carbon atoms per carbonamide group - Google Patents
Process for preparing polyamide-based, titanium-dioxide pigmented pulverulent coating means with at least ten aliphatically bound carbon atoms per carbonamide groupInfo
- Publication number
- CA1282198C CA1282198C CA000504771A CA504771A CA1282198C CA 1282198 C CA1282198 C CA 1282198C CA 000504771 A CA000504771 A CA 000504771A CA 504771 A CA504771 A CA 504771A CA 1282198 C CA1282198 C CA 1282198C
- Authority
- CA
- Canada
- Prior art keywords
- polyamide
- titanium dioxide
- solution
- precipitation
- ethanol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229920002647 polyamide Polymers 0.000 title claims abstract description 62
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 239000004408 titanium dioxide Substances 0.000 title claims abstract description 27
- 125000005521 carbonamide group Chemical group 0.000 title claims abstract description 14
- 125000004432 carbon atom Chemical group C* 0.000 title claims abstract description 10
- 238000000576 coating method Methods 0.000 title claims description 20
- 239000011248 coating agent Substances 0.000 title claims description 16
- 238000004519 manufacturing process Methods 0.000 title description 3
- 229960005196 titanium dioxide Drugs 0.000 title 1
- 235000010215 titanium dioxide Nutrition 0.000 title 1
- 239000004952 Polyamide Substances 0.000 claims abstract description 65
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 55
- 239000000049 pigment Substances 0.000 claims abstract description 18
- 230000000694 effects Effects 0.000 claims abstract description 13
- 230000001376 precipitating effect Effects 0.000 claims abstract description 4
- 239000007888 film coating Substances 0.000 claims abstract description 3
- 238000009501 film coating Methods 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 45
- 239000000843 powder Substances 0.000 claims description 36
- 238000001556 precipitation Methods 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 12
- 239000002245 particle Substances 0.000 claims description 12
- 229920001577 copolymer Polymers 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 9
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 8
- 239000010936 titanium Substances 0.000 claims description 8
- 229910052719 titanium Inorganic materials 0.000 claims description 8
- 229920001519 homopolymer Polymers 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 229920000299 Nylon 12 Polymers 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 2
- 238000002425 crystallisation Methods 0.000 abstract description 3
- 230000008025 crystallization Effects 0.000 abstract description 3
- 239000000243 solution Substances 0.000 description 19
- 229960004756 ethanol Drugs 0.000 description 17
- 235000019441 ethanol Nutrition 0.000 description 17
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 150000003951 lactams Chemical class 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- 239000000428 dust Substances 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000000875 corresponding effect Effects 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000006399 behavior Effects 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- HASUJDLTAYUWCO-UHFFFAOYSA-N 2-aminoundecanoic acid Chemical compound CCCCCCCCCC(N)C(O)=O HASUJDLTAYUWCO-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229920003180 amino resin Chemical group 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229920006018 co-polyamide Polymers 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 1
- -1 dodecanoic diacid Chemical compound 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000009503 electrostatic coating Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920006017 homo-polyamide Polymers 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000001038 titanium pigment Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D177/00—Coating compositions based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Coating compositions based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyamides (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853510687 DE3510687A1 (de) | 1985-03-23 | 1985-03-23 | Verfahren zur herstellung von mit titandioxid pigmentierten pulverfoermigen beschichtungsmitteln auf der basis von polyamiden mit mindestens zehn aliphatisch gebundenen kohlenstoffatomen pro carbonamidgruppe |
| DEP3510687.5 | 1985-03-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1282198C true CA1282198C (en) | 1991-03-26 |
Family
ID=6266204
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000504771A Expired - Lifetime CA1282198C (en) | 1985-03-23 | 1986-03-21 | Process for preparing polyamide-based, titanium-dioxide pigmented pulverulent coating means with at least ten aliphatically bound carbon atoms per carbonamide group |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4689364A (en, 2012) |
| EP (1) | EP0202393B1 (en, 2012) |
| JP (1) | JPS61223058A (en, 2012) |
| AT (1) | ATE52529T1 (en, 2012) |
| AU (1) | AU565925B2 (en, 2012) |
| CA (1) | CA1282198C (en, 2012) |
| DE (2) | DE3510687A1 (en, 2012) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3510689A1 (de) * | 1985-03-23 | 1986-09-25 | Hüls AG, 4370 Marl | Verfahren zur herstellung von pulverfoermigen beschichtungsmitteln praktisch einheitlicher korngroessen auf der basis von polyamiden mit mindestens 10 aliphatisch gebundenen kohlenstoffatomen pro carbonamidgruppe |
| AU4059489A (en) * | 1988-05-13 | 1989-11-29 | Advanced Polymer Systems Inc. | Protective coating for boat hulls and method of applying the same |
| DE3908931A1 (de) * | 1989-03-18 | 1990-09-20 | Huels Chemische Werke Ag | In der kaelte schlagzaehe thermoplastische formmassen |
| DE10248406A1 (de) * | 2002-10-17 | 2004-04-29 | Degussa Ag | Laser-Sinter-Pulver mit Titandioxidpartikeln, Verfahren zu dessen Herstellung und Formkörper, hergestellt aus diesem Laser-Sinterpulver |
| US7588658B2 (en) * | 2003-08-27 | 2009-09-15 | Orient Chemical Industries, Ltd. | Laser-transmissible resin composition and method for laser welding using it |
| DE102005053071A1 (de) * | 2005-11-04 | 2007-05-16 | Degussa | Verfahren zur Herstellung von ultrafeinen Pulvern auf Basis Polymaiden, ultrafeinen Polyamidpulver sowie deren Verwendung |
| CN100432019C (zh) * | 2007-04-11 | 2008-11-12 | 华中科技大学 | 一种尼龙覆膜陶瓷粉末材料的制备方法 |
| DE102011078721A1 (de) | 2011-07-06 | 2013-01-10 | Evonik Degussa Gmbh | Pulver enthaltend mit Polymer beschichtete polymere Kernpartikel |
| DE102011078720A1 (de) | 2011-07-06 | 2013-01-10 | Evonik Degussa Gmbh | Pulver enthaltend mit Polymer beschichtete Kernpartikel enthaltend Metalle, Metalloxide, Metall- oder Halbmetallnitride |
| DE102011078719A1 (de) | 2011-07-06 | 2013-01-10 | Evonik Degussa Gmbh | Pulver enthaltend mit Polymer beschichtete Partikel |
| DE102011078722A1 (de) | 2011-07-06 | 2013-01-10 | Evonik Degussa Gmbh | Pulver enthaltend mit Polymer beschichtete anorganische Partikel |
| CN108970257B (zh) * | 2018-07-12 | 2021-02-02 | 永嘉县城东市政建设有限公司 | 一种室内装饰施工灰尘隔离装置 |
| EP4245506A1 (de) | 2022-03-15 | 2023-09-20 | Evonik Operations GmbH | Pulver zur verarbeitung in einem schichtweisen verfahren mit lasern im sichtbaren und nahinfrarotbereich |
| DE202022000644U1 (de) | 2022-03-15 | 2022-04-21 | Evonik Operations Gmbh | Pulver zur Verarbeitung in einem schichtweisen Verfahren mit Lasern im sichtbaren und Nahinfrarotbereich |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH372423A (de) * | 1958-08-12 | 1963-10-15 | Ciba Geigy | Verfahren zur Herstellung von Feststoffpräparaten |
| GB1311526A (en) * | 1970-03-31 | 1973-03-28 | Akademie Der Wissenscbaften De | Process for the production of light-stable delustred polyamides |
| DE2906647C2 (de) * | 1979-02-21 | 1980-12-11 | Chemische Werke Huels Ag, 4370 Marl | Verfahren zur Herstellung von pulver· förmigen Beschichtungsmittel!! auf der Basis von Polyamiden mit mindestens 10 aliphatisch gebundenen Kohlenstoffatomen pro Carbonamidgruppe |
-
1985
- 1985-03-23 DE DE19853510687 patent/DE3510687A1/de not_active Withdrawn
-
1986
- 1986-02-08 AT AT86101635T patent/ATE52529T1/de not_active IP Right Cessation
- 1986-02-08 EP EP86101635A patent/EP0202393B1/de not_active Expired - Lifetime
- 1986-02-08 DE DE8686101635T patent/DE3671036D1/de not_active Expired - Lifetime
- 1986-03-18 US US06/840,640 patent/US4689364A/en not_active Expired - Lifetime
- 1986-03-21 AU AU55003/86A patent/AU565925B2/en not_active Ceased
- 1986-03-21 CA CA000504771A patent/CA1282198C/en not_active Expired - Lifetime
- 1986-03-24 JP JP61064297A patent/JPS61223058A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| EP0202393A3 (en) | 1987-08-26 |
| DE3671036D1 (de) | 1990-06-13 |
| AU565925B2 (en) | 1987-10-01 |
| JPH0141186B2 (en, 2012) | 1989-09-04 |
| JPS61223058A (ja) | 1986-10-03 |
| US4689364A (en) | 1987-08-25 |
| AU5500386A (en) | 1986-09-25 |
| ATE52529T1 (de) | 1990-05-15 |
| EP0202393A2 (de) | 1986-11-26 |
| DE3510687A1 (de) | 1986-09-25 |
| EP0202393B1 (de) | 1990-05-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKLA | Lapsed |