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US 6,730,397 B2Granted
Silicone pressure sensitive adhesives, articles and methods
Assignee3M Innovative Properties Company
InventorsKurt C. Melancon, Anthony M. Kremer, Audrey A. Sherman, Zhiming Zhou, Michael L. Tumey, Duane A. Lunsford
Life of this patent
Estimating the term…
Abstract
Pressure sensitive adhesives and methods wherein the pressure sensitive adhesives include a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups and a polydiorganosiloxane polyurea copolymer.
Claims70
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, wherein the mole ratio of isocyanate to amine is in a range of about 0.9:1 to about 1.1:1.
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, wherein the mole ratio of isocyanate to amine is in a range of about 0.9:1 to about 1.1:1;
- wherein the pressure sensitive adhesive satisfies at least one of the following criteria:
- the pressure sensitive adhesive adheres to both high and low surface energy materials as well as those in between, wherein the high surface energy material has a surface energy above about 70 dynes/cm and the low surface energy material has a surface energy below about 50 dynes/cm;
- when the adhesive is disposed on a 50.8-micrometer thick PET backing at an adhesive thickness of 50.8 micrometers to form a single-coated tape and adhered to a high density polyethylene coupon, the tape displays a 180° peel force of at least about 55 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of one minute at room temperature;
- when the adhesive is disposed on a 50.8-micrometer thick PET backing at an adhesive thickness of 50.8 micrometers to form a single-coated tape and adhered to a stainless steel coupon, the tape displays a 180° peel force of at least about 60 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of one minute at room temperature;
- when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a high density polyethylene coupon, the tape displays a 90° peel force of at least about 230 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of 72 hours at room temperature;
- when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a stainless steel coupon, the tape displays a 90° peel force of at least about 300 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of 72 hours at room temperature;
- or
- when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a polypropylene coupon, the tape displays a 90° peel force of at least about 400 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of 72 hours at room temperature.
8 more elements
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups and an M/Q ratio of at least about 0.7:1.0;
- and
- a polydiorganosiloxane polyurea copolymer;
- wherein the pressure sensitive adhesive adheres to both high and low surface energy materials as well as those in between, wherein the high surface energy material has a surface energy above about 70 dynes/cm and the low surface energy material has a surface energy below about 50 dynes/cm and
- wherein an adhesive tape construction comprising the adhesive displays an at least about 53% greater aged peel performance to high density polyethylene or an at least about 24% greater aged peel performance to stainless steel relative to an adhesive tape construction comprising a comparable molecular weight silicone tackifying resin with greater than 1.5 wt-% silanol functionality.
2 more elements
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups and an M/Q ratio of at least about 0.7:1.0;
- and
- a polydiorganosiloxane polyurea copolymer;
- wherein the pressure sensitive adhesive adheres to both high and low surface energy materials as well as those in between, wherein the high surface energy material has a surface energy above about 70 dynes/cm and the low surface energy material has a surface energy below about 50 dynes/cm and
- wherein a sample comprising the adhesive coated on a fluorosilicone-coated 50.8-micrometer-thick PET film at an adhesive thickness of about 50.8 micrometers and aged for one week at 70° C. followed by one day at room temperature, the force required to remove the film at an angle of 180° is no greater than about 20 N/dm.
2 more elements
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups silicone and an M/Q ratio of at least about 0.7:1.0;
- and
- a polydiorganosiloxane polyurea copolymer having a mole ratio of isocyanate to amine in a range of about 0.9:1 to 1.1:1 and comprising the following repeating unit:
- where:
- each R is independently an alkyl moiety, a vinyl moiety or higher alkenyl moiety, a cycloalkyl moiety, an aryl moiety, or a fluorine-containing group;
- each Z is independently a polyvalent moiety that is an arylene moiety, an aralkylene moiety, an alkylene moiety, or a cycloalkylene moiety;
- each Y is independently a polyvalent moiety that independently is an alkylene moiety, an aralkylene moiety or an arylene moiety;
- each E is independently hydrogen, an alkyl moiety of 1 to 10 carbon atoms, phenyl, or a moiety that completes a ring structure including Y to form a heterocycle;
- each A is independently oxygen or —N(G) —, wherein each G is independently hydrogen, an alkyl moiety of 1 to 10 carbon atoms, phenyl, or a moiety that completes a ring structure including B to form a heterocycle;
- B is an alkylene, aralkylene, cycloalkylene, phenylene, polyalkylene, polyalkylene oxide, copolymers, or mixtures thereof, or a moiety completing a ring structure including A to form a heterocycle;
- m is a number that is 0 to about 1000;
- n is a number that is equal to or greater than 1;
- and
- p is a number that is about 5 or larger.
11 more elements
A pressure sensitive adhesive solution comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- a polydiorganosiloxane-polyurea copolymer, wherein the mole ratio of isocyanate to amine is in a range of about 0.9:1 to about 1.1:1;
- an organic solvent;
- and
- a processing aid.
2 more elements
A method of making a pressure sensitive adhesive comprising combining a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups and a polydiorganosiloxane polyurea copolymer;
- wherein the mole ratio of isocyanate to amine is in a range of about 0.9:1 to about 1.1:1.
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, wherein when the adhesive is disposed on a 50.8-micrometer thick PET backing at an adhesive thickness of 50.8 micrometers to form a single-coated tape and adhered to a high density polyethylene coupon, the tape displays a 180° peel force of at least about 55 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of one minute at room temperature.
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, wherein when the adhesive is disposed on a 50.8 micrometer thick PET backing at an adhesive thickness of 50.8 micrometers to form a single-coated tape and adhered to a high density polyethylene coupon, the tape displays a 180° peel force of at least about 60 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of one minute at room temperature.
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, wherein when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a high density polyethylene coupon, the tape displays a 90° peel force of at least about 230 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of 72 hours at room temperature.
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, wherein when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a high density polyethylene coupon, the tape displays a 90° peel force of at least about 300 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of 72 hours at room temperature.
A pressure sensitive adhesive comprising:
- a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, wherein when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a high density polyethylene coupon, the tape displays a 90° peel force of at least about 400 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of 72 hours at room temperature.
An adhesive article comprising a backing and a pressure sensitive adhesive comprising a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, disposed on at least one major surface thereof, and a primer between the backing and the pressure sensitive adhesive wherein the primer comprises a polydiorganosiloxane polyurea copolymer comprising electron rich groups.
An adhesive article comprising:
- a backing;
- a pressure sensitive adhesive comprising a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, disposed on at least one major surface thereof;
- and a primer comprising a polydiorganosiloxane polyurea copolymer comprising electron rich groups disposed between the backing and the pressure sensitive adhesive, wherein the pressure sensitive adhesive satisfies at least one of the following criteria:
- the pressure sensitive adhesive adheres to both high and low surface energy materials as well as those in between, wherein the high surface energy material has a surface energy above about 70 dynes/cm and the low surface energy material has a surface energy below about 50 dynes/cm;
- when the adhesive is disposed on a 50.8-micrometer thick PET backing at an adhesive thickness of 50.8 micrometers to form a single-coated tape and adhered to a high density polyethylene coupon, the tape displays a 180° peel force of at least about 55 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of one minute at room temperature;
- when the adhesive is disposed on a 50.8 micrometer thick PET backing at an adhesive thickness of 50.8 micrometers to form a single-coated tape and adhered to a stainless steel coupon, the tape displays a 180° peel force of at least about 60 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of one minute at room temperature;
- when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a high density polyethylene coupon, the tape displays a 90° peel force of at least about 230 N/dm when measured at a rate of 30.5 cm/mm at room temperature after a dwell time of 72 hours at room temperature;
- when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a stainless steel coupon, the tape displays a 90° peel force of at least about 300 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of 72 hours at room temperature;
- or
- when the adhesive is disposed on a 1 millimeter thick 87.5/12.5 isooctyl acrylate/acrylic acid foam backing at an adhesive thickness of 50.8 micrometers to form a double-coated tape and adhered to a polypropylene coupon, the tape displays a 90° peel force of at least about 400 N/dm when measured at a rate of 30.5 cm/min at room temperature after a dwell time of 72 hours at room temperature.
9 more elements
An adhesive article comprising:
- a backing;
- a pressure sensitive adhesive comprising a silicone tackifying resin having no greater than about 1.5 wt-% Si—OH functional groups;
- and
- a polydiorganosiloxane polyurea copolymer, disposed on at least one major surface thereof;
- and a primer comprising a polydiorganosiloxane polyurea copolymer comprising electron rich groups disposed between the backing and the pressure sensitive adhesive, wherein the polydiorganosiloxane polyurea copolymer comprises the repeating unit:
- where:
- each R is independently an alkyl moiety, a vinyl moiety or higher alkenyl moiety, a cycloalkyl moiety, an aryl moiety, or a fluorine-containing group;
- each Z is independently a polyvalent moiety that is an arylene moiety, an aralkylene moiety, an alkylene moiety, or a cycloalkylene moiety;
- each Y is independently a polyvalent moiety that independently is an alkylene moiety, an aralkylene moiety or an arylene moiety;
- each E is independently hydrogen, an alkyl moiety of 1 to 10 carbon atoms, phenyl, or a moiety that completes a ring structure including Y to form a heterocycle;
- each A is independently oxygen or —N(G)—, wherein each G is independently hydrogen, an alkyl moiety of 1 to 10 carbon atoms, phenyl, or a moiety that completes a ring structure including B to form a heterocycle;
- B is an alkylene, aralkylene, cycloalkylene, phenylene, polyalkylene, polyalkylene oxide, copolymers, or mixtures thereof, or a moiety completing a ring structure including A to form a heterocycle;
- m is a number that is 0 to about 1000;
- n is a number that is equal to or greater than 1;
- and
- p is a number that is about 5 or larger.
13 more elements
Dependencies are inferred from the claim text.