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Formulating Concepts Of Energy Curable Laminating Adhesives

Over the past decade, laminating adhesives have become a relevant sector of energy curable technology. Initially disregarded as too expensive and not technically advanced enough for laminating applications, energy curable formulations become a major player in the converting and packaging industry especially for specialty applications. Recently, development work into the realm of food packaging has begun to build profitable businesses for those willing to use this technology. Benefits of UV Laminating Adhesives Laminating adhesives generally bond clear laminate plastic films to various plastic films, paper or metallic foil substrates. For this purpose, curing by UV and "dry" laminating adhesives are usually adequate. Upon curing, this type of adhesive offers a non-tacky film that bonds sufficiently to the respective substrates and achieves excellent T-Peel properties. However, when a specific application requires laminating opaque substrates or films that exhibit adherence difficulties, EB curing or PSA-type (wet) laminating adhesives may be necessary. After cure, this type of adhesive results in a tacky PSA-like adhesive. EB cure is not negatively affected by opaque substrates, and PSA-type laminating adhesives can be cured prior to the lamination. Targets RAHN is a supplier of energy curable raw materials, utilised in finished formulated products. Our goal and interest lies in supporting industry needs with functional formulations that serve as starting points for specific projects. RAHN has formulated four different laminating adhesives with different end properties to suit industry needs. 1 1.1 Starting point Formulations PSA-Type Laminating Adhesive US03003

Component GENOMER* 4188/EHA GENOMER* 6043/M22 GENOMER* 1121 GENOMER* 1122 MIRAMER M170 GENOCURE* LTM TOTAL Properties Viscosity (mPas) Reactivity (mJ/cm²) Adhesion - T-Peel (N/25 mm) OPP/PE PE/PE PET/PE Met. OPP/PE PE/Paper 560 500 9.34 10.45 7.78 6.67 SF Supplier RAHN RAHN RAHN RAHN RAHN RAHN US03003 26.1% 35.1% 5.6% 5.6% 23.6% 4.0% 100.0% Remarks Urethane Acrylate Mod. Polyester/M22 IBOA Aliph. Ureth. Acrylate EOEOEA Initiator

RAHN AG Dörflistrasse 120 CH-8050 Zürich Phone +41 (44) 315 42 00 Fax +41 (44) 315 43 50 [email protected] www.rahn-group.com RAHN GmbH Hahnstrasse 68 D-60528 Frankfurt/M Phone 0800 1 816 015 Fax 0800 1 816 016 [email protected] www.rahn-group.com RAHN USA Corp. 1005 N.-Commons Drive Aurora IL 60504 USA Phone +1 630 851 4220 Fax +1 630 851 4863 [email protected] www.rahn-group.com

-1Excellence in Energy Curing

1.2

Laminating Adhesive Formulations US03012A, US03012B and US03012C

Component Supplier RAHN RAHN RAHN RAHN RAHN RAHN RAHN RAHN RAHN RAHN RAHN RAHN US03012A 62.0% --------22.0% 10.0% ----3.0% 3.0% --100.0% US03012B --30.0% 8.0% --10.0% 18.0% --7.0% 20.0% 3.0% 3.0% 1.0% 100.0% US03012C ------60.0% --34.0% ------3.0% 3.0% --100.0% Remarks Inert Resin cut in TPGDA Mod. Epoxy Acrylate Aliphatic Urethane Acrylate Inert Resin cut in TPGDA Acid Functional Acrylate Oligomer DPGDA TPGDA DPHA TMP(EO)3TA Adhesion Promoter Initiator Inhibitor

GENOMER* 6058/TP GENOMER* 2254 GENOMER* 4312 GENOMER* 6083/TP GENOMER* 7154 MIRAMER M222 MIRAMER M220 MIRAMER M600 MIRAMER M3130 GENORAD* 40 GENOCURE* DMHA GENORAD* 20 TOTAL Properties Viscosity (mPas) Reactivity (mJ/cm²) Adhesion ­ T-Peel (N/25mm)

OPP/PE OPP/OPP Met. OPP/PE PE/PE PET/PE AL/PET PE/Paper

550 150 5.56 ----3.56 ----SF

670 100 --5.78 ----SF SF SF

450 100 --SF SF 3.78 ----SF

SF=Substrate Failure

Each adhesive offers the preceding properties at a film thickness of 0.3 mil (7.7 µm) on substrate that has been corona treated to 42 dynes/cm and cured through the laminate film using a 300 wpi (120 W/cm) Hg bulb. It is not possible to have one formula for each specific substrate and specially the combination of those. One of the most versatile formulas is the wet type LA US03003. For specific combinations of plastic substrates, you may refer to the above table.

RAHN AG Dörflistrasse 120 CH-8050 Zürich Phone +41 (44) 315 42 00 Fax +41 (44) 315 43 50 [email protected] www.rahn-group.com RAHN GmbH Hahnstrasse 68 D-60528 Frankfurt/M Phone 0800 1 816 015 Fax 0800 1 816 016 [email protected] www.rahn-group.com RAHN USA Corp. 1005 N.-Commons Drive Aurora IL 60504 USA Phone +1 630 851 4220 Fax +1 630 851 4863 [email protected] www.rahn-group.com

-2Excellence in Energy Curing

2

Modifications to the Starting Formulations

2.1 T-Peel Properties PSA-type Laminating Adhesive (US03003) T-peel values are dictated by the elastic and adhesive properties of a laminating adhesive. GENOMER* 4188/EHA exhibited the highest peel results with each plastic film combination tested, resulting in exceptional elongation properties (384%) and good cohesive strength. This balance of flexibility and cohesion coupled with excellent adhesion attributes produces high peel values in a laminating adhesive. An increase in GENOMER* 4188/EHA will raise the adhesive's T-peel performance. In general: § The best two monomers for T-Peel strength properties were the GENOMER* 1122 and the GENOMER* 1121. Best to use in combination. Lower T-Peel but good cutting power has MIRAMER M170. Low cost (A), with PET (B) and with non-PET (C) type LA In all three formulations, an increase in the overall oligomer/monomer ratio, despite increasing the viscosity, will offer enhanced T-Peel performance. For example: § Additional GENOMER* 6058/TP or small amounts of GENOMER* 6083/TP will benefit the T-Peel properties of Formulation A. § With regard to Formulation B, if a very rigid PET is the substrate of choice, additions of GENOMER* 4269/M22 combined with GENOMER* 1121, will assist in flexibilizing the adhesive and offer improved adhesion properties. For each formula, an increase in the amount of GENORAD* 40 will increase the T-Peel performance through improved substrate adhesion. Finally for the European market, ACMO has been observed as an exceptionally efficient diluent for laminating adhesives with excellent adhesive properties especially with regard to PET film combinations. 2.2 Viscosity § For Formulation A, MIRAMER M170 is the most efficient reactive diluent for reducing viscosity. § For all three formulations, MIRAMER M222, MIRAMER M200 and ACMO (for Europe) offer exceptional viscosity cutting properties while maintaining good adhesion performance. § MIRAMER M3130 and GENOMER* 3364 offer higher viscosity alternatives with increased reactivity and good adhesion properties, especially regarding GENOMER* 3364 on treated PE and OPP.

RAHN AG Dörflistrasse 120 CH-8050 Zürich Phone +41 (44) 315 42 00 Fax +41 (44) 315 43 50 [email protected] www.rahn-group.com RAHN GmbH Hahnstrasse 68 D-60528 Frankfurt/M Phone 0800 1 816 015 Fax 0800 1 816 016 [email protected] www.rahn-group.com RAHN USA Corp. 1005 N.-Commons Drive Aurora IL 60504 USA Phone +1 630 851 4220 Fax +1 630 851 4863 [email protected] www.rahn-group.com

-3Excellence in Energy Curing

2.3 Reactivity PSA-type Laminating Adhesive Increasing the crosslink density the peel strength, elasticity and adhesion will significantly be reduced. Be aware, that the cure window of a PSA formula has to be matched carefully. If not necessarily needed, do not use a higher dose of curing energy. Following changes could be done without dramatic influence of the adhesives properties. e.g. in Formulation C, replacing a portion of the monofunctional GENOMER* 7154 with trifunctional GENOMER* 4312 instead of hexafunctional MIRAMER M600 will help to maintain adhesive flexibility. Replacing GENOCURE* DMHA with a more efficient photoinitiator like GENOCURE* LTM or GENOCURE* MBF will increase adhesive reactivity without too negative influence of the adhesive's properties. Especially PET and other plastic films may absorb UV B and C. We recommend to add GENOCURE* LTM or GENOCURE* TPO in this case in combination with a Fe-doped bulb. 3 Summary The four different LA-formulas are good for: · US03003 : Low viscosity PSA-type (wet) laminating adhesive with adhesion to a wide variety of substrates including treated PET, PE, OPP, metallized foils and paper. · US03012A : Low cost low viscosity laminating adhesive for treated OPP, PE and paper. · US03012B : Low viscosity laminating adhesive for Plastic Film, Paper and Al Foil in combination with treated PET. · US03012C : Versatile low viscosity laminating adhesive for treated non-PET Film, metallized OPP, Al foil and paper . More specific product description are available on the internet www.rahn-group.com. Non-commercial samples of the starting point formulas are available for testing purposes. For further information please contact your local RAHN sales representative or our main offices.

RAHN AG Dörflistrasse 120 CH-8050 Zürich Phone +41 (44) 315 42 00 Fax +41 (44) 315 43 50 [email protected] www.rahn-group.com RAHN GmbH Hahnstrasse 68 D-60528 Frankfurt/M Phone 0800 1 816 015 Fax 0800 1 816 016 [email protected] www.rahn-group.com RAHN USA Corp. 1005 N.-Commons Drive Aurora IL 60504 USA Phone +1 630 851 4220 Fax +1 630 851 4863 [email protected] www.rahn-group.com

Author: Sean Des Roches Laboratory Manager US Lab RAHN USA Corp.

-4Excellence in Energy Curing

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Microsoft Word - LA_ adhesives Magazine Edit _engl_.doc