EP1235652B1 - Lichthärtung von strahlungshärtbaren massen unter schutzgas - Google Patents

Lichthärtung von strahlungshärtbaren massen unter schutzgas Download PDF

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Publication number
EP1235652B1
EP1235652B1 EP00981286A EP00981286A EP1235652B1 EP 1235652 B1 EP1235652 B1 EP 1235652B1 EP 00981286 A EP00981286 A EP 00981286A EP 00981286 A EP00981286 A EP 00981286A EP 1235652 B1 EP1235652 B1 EP 1235652B1
Authority
EP
European Patent Office
Prior art keywords
radiation
process according
lamp
lamps
curable composition
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
Application number
EP00981286A
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German (de)
English (en)
French (fr)
Other versions
EP1235652A2 (de
Inventor
Erich Beck
Oliver Deis
Peter Enenkel
Wolfgang Schrof
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to EP09151021A priority Critical patent/EP2047916A3/de
Publication of EP1235652A2 publication Critical patent/EP1235652A2/de
Application granted granted Critical
Publication of EP1235652B1 publication Critical patent/EP1235652B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F26—DRYING
    • F26B—DRYING SOLID MATERIALS OR OBJECTS BY REMOVING LIQUID THEREFROM
    • F26B3/00—Drying solid materials or objects by processes involving the application of heat
    • F26B3/28—Drying solid materials or objects by processes involving the application of heat by radiation, e.g. from the sun
    • F26B3/283—Drying solid materials or objects by processes involving the application of heat by radiation, e.g. from the sun in combination with convection
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
    • B05D3/04—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to gases
    • B05D3/0486—Operating the coating or treatment in a controlled atmosphere
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
    • B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
    • B05D3/061—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using U.V.
    • B05D3/065—After-treatment
    • B05D3/067—Curing or cross-linking the coating
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F26—DRYING
    • F26B—DRYING SOLID MATERIALS OR OBJECTS BY REMOVING LIQUID THEREFROM
    • F26B21/00—Arrangements or duct systems, e.g. in combination with pallet boxes, for supplying and controlling air or gases for drying solid materials or objects
    • F26B21/14—Arrangements or duct systems, e.g. in combination with pallet boxes, for supplying and controlling air or gases for drying solid materials or objects using gases or vapours other than air or steam, e.g. inert gases
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F26—DRYING
    • F26B—DRYING SOLID MATERIALS OR OBJECTS BY REMOVING LIQUID THEREFROM
    • F26B2210/00—Drying processes and machines for solid objects characterised by the specific requirements of the drying good
    • F26B2210/12—Vehicle bodies, e.g. after being painted

Definitions

  • the invention relates to a process for the production of coatings on substrates according to claim 1.
  • This oxygen inhibition effect can be achieved by the use of high amounts of photoinitiator, by co-using coinitiators, for. Amines, high energy, high dose UV radiation, e.g. be reduced with high pressure mercury lamps or by the addition of barrier-forming waxes.
  • Radiation-curable compositions can be processed without water or organic solvents. Therefore, the process of radiation curing is suitable for coatings which are carried out in medium or small crafts or in the home. So far, however, the complex implementation of the method and the devices required for this purpose, in particular the UV lamps, has prevented the application of radiation curing in these areas.
  • the object of the invention was therefore a simple method of radiation curing, which is also applicable in small craft or in the domestic sector and is generally suitable to cure three-dimensionally coated objects.
  • coatings on planar surfaces can be cured on several sides or on all sides (three-dimensional hardening process)).
  • the process uses a shielding gas that is heavier than air.
  • the molecular weight of the gas is therefore greater than 28.8 g / mol (corresponds to the molecular weight of a gas mixture of 20% oxygen and 80% nitrogen), preferably greater than 32, in particular greater than 35 g / mol.
  • Noble gases such as argon, hydrocarbons and halogenated hydrocarbons.
  • Particularly preferred is carbon dioxide.
  • the supply of carbon dioxide may be from pressurized containers, filtered combustion gases, e.g. of natural gas or as dry ice.
  • the supply of dry ice is considered advantageous, in particular for applications in the non-industrial or small-scale industries. Since dry ice can be transported and stored as a solid in simple containers insulated with foams. The dry ice can be used as such, it is then in gaseous form at the usual temperatures of use.
  • the inert gas is heavier than air, so air is displaced upwards. To prevent the lateral escape of the gas must.
  • One possibility is the use of a container as Tauchbekken. This method is particularly suitable for the three-dimensional coating method.
  • the protective gas is filled into the container and the air displaced from it.
  • the container now contains a protective gas atmosphere in which the substrate, which is coated with the radiation-curable composition, or the molded body can be immersed. Then you can the radiation hardening done, for example, by sunlight or by suitably mounted lamps.
  • the respective surface to be hardened can be delimited by suitable devices, in particular partitions, so that the protective gas can not escape during the irradiation period.
  • the process further allows printable or printed substrates to be coated and radiation cured.
  • Suitable substrates include e.g. Paper, cardboard, foils or textiles.
  • the radiation-curable coating can be the printing ink or an overprint varnish. Radiation curing can be used immediately in the printing process, e.g. done in the printing press. As a printing process called his offset, gravure, high, flexo or pad printing.
  • the oxygen content in the protective gas atmosphere is preferably less than 15% by weight, more preferably less than 10% by weight, most preferably less than 5% by weight, based on the total amount of gas in the protective gas atmosphere;
  • easily oxygen contents of less than 1%, even less than 0.1% and even less than 0.01% by weight can be set using the process according to the invention.
  • a protective gas atmosphere is understood to be the gas volume which surrounds the substrate at a distance of up to 10 cm from its surface.
  • the plunge pool which may be storage containers for dry ice at the same time, easily done.
  • the monitoring of carbon dioxide consumption is directly related to the consumption of dry ice solids. Dry ice evaporates directly to gaseous carbon dioxide at -78.5 ° C. As a result, atmospheric oxygen is displaced upwards out of the basin in a basin without swirling.
  • the residual oxygen can be determined with commercially available atmospheric oxygen meters.
  • the basin can be covered to minimize gas losses and possibly also against heating during periods of non-operation. Due to the oxygen-depleted atmosphere in the dipping and supply tanks and the associated risk of suffocation, suitable safety measures should be taken.
  • the painted objects can be lowered individually with lifting and lowering devices or on conveyor belt-like devices in series coatings in the plunge pool for exposure.
  • a slow lowering or lifting or the use of pre-and post-floods is suitable.
  • the pre-and post-floods are an extension of the inert gas tanks to separate air swirling zones from the irradiation zone.
  • the inert gas tank can be extended from the exposure zone both in the height and on both sides in the width.
  • the dimensions of the receiving waters are primarily dependent on the speed of entry and exit and on the geometry of the object.
  • the duration of the irradiation depends on the desired degree of hardening of the coating or of the shaped body.
  • the degree of hardening can be in the simplest case at the Entklebung or at the scratch resistance, e.g. against the fingernail or against other objects such as pencil, metal or plastic tips.
  • usual resistance tests to chemicals e.g. Solvents, inks, etc. suitable.
  • spectroscopic methods in particular Raman and infrared spectroscopy, or measurements of the dielectric or acoustic properties, etc., are suitable without damaging the painted surfaces.
  • the radiation curing can be carried out by sunlight or by lamps, which are preferably mounted in the dip tank so that the desired multi-sided or all-sided curing of the coated substrates takes place.
  • the radiation-curable composition contains radiation-curable compounds as a binder. These are compounds with free-radically or cationically polymerizable and therefore radiation-curable ethylenically unsaturated groups.
  • the radiation-curable composition 0.001 to 12, particularly preferably 0.1 to 8 and very particularly preferably 0.5 to 7 mol, radiation-curable ethylenically unsaturated groups per 1000 g of radiation-curable compounds.
  • (meth) acrylate compounds such as polyester (meth) acrylates, polyether (meth) acrylates, urethane (meth) acrylates, epoxy (meth) acrylates, silicone (meth) acrylates, acrylated polyacrylates.
  • At least 40 mol%, more preferably at least 60 mol%, of the radiation-curable ethylenically unsaturated groups are (meth) acrylic groups.
  • the radiation-curable compounds may contain other reactive groups, e.g. Melamine, isocyanate, epoxide, anhydride, alcohol, carboxylic acid groups for additional thermal cure, e.g. B. by chemical reaction of alcohol, carboxylic acid, amine, epoxy, anhydride, isocyanate or melamine groups containing (dual cure).
  • other reactive groups e.g. Melamine, isocyanate, epoxide, anhydride, alcohol, carboxylic acid groups for additional thermal cure, e.g. B. by chemical reaction of alcohol, carboxylic acid, amine, epoxy, anhydride, isocyanate or melamine groups containing (dual cure).
  • the radiation-curable compounds may be e.g. as a solution, e.g. in an organic solvent or water, as an aqueous dispersion, as a powder.
  • the radiation-curable compounds and thus also the radiation-curable compositions are preferably free-flowing at room temperature.
  • the radiation-curable compositions preferably contain less than 20% by weight, in particular less than 10% by weight, of organic solvents and / or water. They are preferably solvent-free and anhydrous (100% solids).
  • the radiation-curable compositions may contain other constituents in addition to the radiation-curable compounds as a binder.
  • constituents for example, Pigments, leveling agents, dyes, stabilizers etc.
  • photoinitiators are generally used.
  • photoinitiators examples include benzophenone, alkylbenzophenones, halomethylated benzophenones, Michler's ketone, anthrone and halogenated benzophenones. Also suitable are benzoin and its derivatives.
  • photoinitiators are anthraquinone and many of its derivatives, for example ⁇ -methylanthraquinone, tert-butylanthraquinone and Anthrachinoncarbonklareester and, most effective, photoinitiators with a Acylphosphinoxid devis such as Acylphosphinoxide or Bisacylphosphinoxide, eg 2,4,6-Trimethylbenzoyldiphenylphosphinoxid (Lucirin ® TPO).
  • Acylphosphinoxide or Bisacylphosphinoxide eg 2,4,6-Trimethylbenzoyldiphenylphosphinoxid (Lucirin ® TPO).
  • these photoinitiators should have absorption wavelengths in the range of the emitted light.
  • Suitable visible light photoinitiators which contain no UV components are in particular the abovementioned photoinitiators with acylphosphine oxide groups.
  • the content of the photoinitiators in the radiation-curable composition can be low or can be completely dispensed with photoinitiators.
  • the radiation-curable compositions contain less than 10 parts by weight, in particular less than 4 parts by weight, more preferably less than 1.5 parts by weight of photoinitiator per 100 parts by weight of radiation-curable compounds.
  • the radiation-curable composition can be applied by conventional methods to the substrate to be coated or brought into the appropriate form.
  • the radiation curing can then take place as soon as the substrate is surrounded by the protective gas.
  • the radiation curing can be done with all lamps, which were previously used for radiation curing.
  • the radiation curing can be done with electron beams, X-rays or gamma rays, UV radiation or visible light. It is an advantage of the method according to the invention that the radiation curing with visible light, which contains little or no (wavelengths below 300 nm, can be made.
  • the radiation curing in the process according to the invention can therefore be carried out with sunlight or with lamps which serve as sunlight replacement. These lamps emit in the visible range above 400 nm and have no or hardly any UV light components below 300 nm).
  • the proportion of radiation in the wavelength range below 300 nm is less than 20%, preferably less than 10%, more preferably less than 5%, in particular less than 1 or 0.5% or less than 0.1% of Integrals of radiated intensity over the entire wavelength range below 1000 nm.
  • the above radiation is the radiation actually available for curing, that is to say when filters are used around the radiation after passage through the filter.
  • broad band spectrum lamps that is, a distribution of emitted light over a range of wavelengths.
  • the intensity maximum is preferably in the visible range above 400 nm.
  • Incandescent lamps halogen lamps, xenon lamps. Mention is also mercury vapor lamps with filters to prevent or reduce radiation below 300 nm.
  • pulsed lamps e.g. Photo flash lamps or high-power flash lamps (VISIT).
  • VISIT high-power flash lamps
  • a particular advantage of the method is the usability of low energy and low UV lamps, e.g. 500 watt halogen lamps, as they are used for general lighting purposes.
  • a high-voltage unit for power supply in the case of mercury vapor lamps
  • optionally light protection measures can be dispensed with.
  • lamps for mobile use and for applications that require a variety of lamps for illuminating the substrate are especially lamps, including lamp housing with reflector, possibly existing Cooling devices, radiation filters and power source connection are suitable, which have a low weight, for example less than 20 kg, preferably less than 8 kg.
  • Particularly light lamps are e.g. Halogen lamps, incandescent lamps, light-emitting diodes, portable lasers, photo flash lamps, etc. These lamps are also characterized by particularly easy installation in container interior or container walls. Likewise, the technical complexity of the power supply is reduced, especially in comparison to previously customary mercury vapor radiators in the medium and high pressure range.
  • As a preferred power source of the lamps are used in addition to mains power especially household normal AC voltage, e.g. 220 V / 50 Hz or the supply of transportable generators, batteries, accumulators, solar cells, etc.
  • the inventive method is suitable for the production of coatings on substrates and for the production of moldings.
  • Suitable substrates for z As those made of wood, plastics, metal, mineral or ceramic materials.
  • Another advantage of the method is that the distances between lamps and radiation-curable composition over the curing in air can be increased. Overall, lower radiation doses can be used and a radiator unit can be used to cure larger areas.
  • the process enables new applications in the field of curing coatings and molding compounds of complex three-dimensionally shaped articles, e.g. Furniture, vehicle bodies, housing and equipment, in mobile applications such as floor and floor painting. Because of the low technical and material effort, the method is also suitable for medium and small craft businesses, the home-working and do it your self-area.
  • a radiation-curable composition was prepared by mixing the following ingredients. 35% by weight Laromer® LR 8987 (BASF Aktiengesellschaft), a urethane acrylate 20% by weight hexanediol, 38.5% by weight Laromer® LR 8863, a polyether acrylate 3.5% by weight Iragucure® 184 (Ciba Specialty Chemicals), a photoinitiator 0.5% by weight Lucirin® TPO (BASF) a photoinitiator 2% by weight Tinuvin® 400 (Ciba Specialty Chemicals), a UV absorber 1.5% by weight Tinuvin® 292, a UV absorber
  • the radiation-curable composition corresponded to Example 1.
  • the radiation-curable composition was applied as a clearcoat to the housing of an automobile exterior mirror and cured according to the invention as described in Example 1.
  • the paint obtained was highly scratch resistant.

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  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • General Engineering & Computer Science (AREA)
  • Plasma & Fusion (AREA)
  • Microbiology (AREA)
  • Physics & Mathematics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Heating, Cooling, Or Curing Plastics Or The Like In General (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Catching Or Destruction (AREA)
  • Polymerisation Methods In General (AREA)
  • Treatments Of Macromolecular Shaped Articles (AREA)
  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
  • Paints Or Removers (AREA)
EP00981286A 1999-12-01 2000-11-21 Lichthärtung von strahlungshärtbaren massen unter schutzgas Expired - Lifetime EP1235652B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP09151021A EP2047916A3 (de) 1999-12-01 2000-11-21 Lichthärtung von Strahlungshärtbaren Massen unter Schutzgas

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19957900A DE19957900A1 (de) 1999-12-01 1999-12-01 Lichthärtung von strahlungshärtbaren Massen unter Schutzgas
DE19957900 1999-12-01
PCT/EP2000/011589 WO2001039897A2 (de) 1999-12-01 2000-11-21 Lichthärtung von strahlungshärtbaren massen unter schutzgas

Related Child Applications (1)

Application Number Title Priority Date Filing Date
EP09151021A Division EP2047916A3 (de) 1999-12-01 2000-11-21 Lichthärtung von Strahlungshärtbaren Massen unter Schutzgas

Publications (2)

Publication Number Publication Date
EP1235652A2 EP1235652A2 (de) 2002-09-04
EP1235652B1 true EP1235652B1 (de) 2009-04-01

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Family Applications (2)

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EP00981286A Expired - Lifetime EP1235652B1 (de) 1999-12-01 2000-11-21 Lichthärtung von strahlungshärtbaren massen unter schutzgas
EP09151021A Withdrawn EP2047916A3 (de) 1999-12-01 2000-11-21 Lichthärtung von Strahlungshärtbaren Massen unter Schutzgas

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP09151021A Withdrawn EP2047916A3 (de) 1999-12-01 2000-11-21 Lichthärtung von Strahlungshärtbaren Massen unter Schutzgas

Country Status (7)

Country Link
US (2) US7105206B1 (enrdf_load_stackoverflow)
EP (2) EP1235652B1 (enrdf_load_stackoverflow)
JP (1) JP2003515445A (enrdf_load_stackoverflow)
AT (1) ATE427167T1 (enrdf_load_stackoverflow)
DE (2) DE19957900A1 (enrdf_load_stackoverflow)
ES (1) ES2321799T3 (enrdf_load_stackoverflow)
WO (1) WO2001039897A2 (enrdf_load_stackoverflow)

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WO2001039897A3 (de) 2002-03-14
US20060115602A1 (en) 2006-06-01
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ES2321799T3 (es) 2009-06-12
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