# US 2010/0167614 A1 · Microsphere pressure sensitive adhesive composition > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2010/0167614 A1 - Document ID: US20100167614A1 - Status: Published application - Kind: A1 - Application number: 12/644,645 - Filed: 2009-12-22 - Published: 2010-07-01 - Earliest claimed: 2008-12-24 - Assignees: 3M Innovative Properties Company - Inventors: Ying-Yuh LU; Kelly S. ANDERSON - Web page: https://patentgrep.com/patent/US20100167614A1 ## CPC - C09J 133/08: Homopolymers or copolymers of acrylic acid esters - C09J 4/06: {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00 - C09J 7/385: {Acrylic polymers} - C09J 133/066: {containing -OH groups} - C09J 139/06: Homopolymers or copolymers of N-vinyl-pyrrolidones - C09J 2301/302: the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C - Y10T 428/2804: Next to metal - Y10T 428/2848: Three or more layers - Y10T 428/2891: including addition polymer from alpha-beta unsaturated carboxylic acid [e.g., acrylic acid, methacrylic acid, etc.] Or derivative thereof - Y10T 442/2754: Pressure-sensitive adhesive - C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H) - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract The present disclosure provides an adhesive made from a reaction product of: (a) one or more polymerizable monomer selected from the group consisting of n-C6 to n-C14 (meth)acrylates derived at least in part from non-petroleum resources; (b) an initiator; (c) a polymeric stabilizer, wherein the reaction occurs in water to yield a microsphere adhesive. The microsphere adhesive can be formulated into a pressure sensitive adhesive composition that can be applied to various substrates such as paper and polymeric film to produce repositionable adhesive coated articles such as tapes, notes, flags, easels, and the like. ## Claims ### Claim 1 An adhesive comprising a reaction product of (a) at least one polymerizable (meth)acrylate monomer derived at least in part from palm oil, coconut oil, tallow, or lard; (b) an initiator; and (c) a stabilizer, wherein the reaction occurs in water to yield a microsphere adhesive. ### Claim 2 (depends on 1) The adhesive of claim 1 wherein the polymerizable (meth)acrylate monomer is selected from the group consisting of n-C6 to n-C14 (meth)acrylates prepared by reacting one or more (meth)acrylic acids with one or more n-C6, n-C7, n-C8, n-C9, n-C10, n-C11, n-C12, n-C13, and n-C14 alcohols derived from a non-petroleum resource. ### Claim 3 (depends on 1) The adhesive of claim 1 wherein said adhesive has a biobased carbon content of at least about 30%. ### Claim 4 (depends on 1) The adhesive of claim 1 wherein said adhesive has a biobased carbon content of at least about 40%. ### Claim 5 (depends on 1) The adhesive of claim 1 wherein said adhesive has a biobased carbon content of at least about 50%. ### Claim 6 (depends on 1) The adhesive of claim 1 wherein said adhesive has a biobased carbon content of at least about 65%. ### Claim 7 (depends on 1) The adhesive of claim 1 wherein the reaction product further comprises a surfactant. ### Claim 8 (depends on 1) The adhesive of claim 1 comprising from about 92.0 to 99.9 wt % of component (a), from about 0.01 to 4.0 wt % component (b); and from about 0.01 to 4 wt % of component (c), wherein the wt % of each component is based on the total weight of all the components. ### Claim 9 A pressure sensitive adhesive composition comprising: (a) microsphere adhesive comprising a reaction product of (i) one or more polymerizable monomer(s) derived at least in part from palm oil, coconut oil, tallow, or lard; (ii) one or more initiator(s); and (iii) one or more stabilizer(s), wherein the reaction occurs in water; (b) a pressure sensitive adhesive binder; and (c) a thickener. ### Claim 10 (depends on 9) The adhesive of claim 9 wherein the polymerizable (meth)acrylate monomer is selected from the group consisting of n-C6 to n-C14 (meth)acrylates prepared by reacting one or more (meth)acrylic acid with one or more n-C6, n-C7, n-C8, n-C9, n-C10, n-C11, n-C12, n-C13, and n-C14 alcohols derived from a non-petroleum resource. ### Claim 11 (depends on 9) The composition of claim 9 comprising from about 90 to 98 wt % component (a), from about 1 to 10 wt % component (b), and from about 0.1 to 3.0 wt % component (c). ### Claim 12 (depends on 11) The composition of claim 11 disposed on at least a portion of a first surface of a backing selected from the group consisting of paper, polymeric film, woven fabric, non-woven fabric of synthetic or natural materials, metal, metallized polymeric film, and ceramic sheet. ### Claim 13 An adhesive comprising a reaction product of: (a) from about 92.0 to 99.9 wt % of one or more n-C6 to n-C14 (meth)acrylates prepared by reacting one or more (meth)acrylic acid with one or more n-C6, n-C7, n-C8, n-C9, n-C10, n-C11, n-C12, n-C13, and n-C14 alcohols derived from a non-petroleum resource; (b) from about 0.01 to 4.0 wt % of polymeric stabilizer; and (c) from about 0.01 to 4.0 wt % of initiator; and wherein the wt % of each component is based on the total of components (a) to (c) and wherein the reaction occurs in water to yield a microsphere adhesive. ### Claim 14 (depends on 13) The adhesive of claim 13, wherein one or more of the following was used in the reaction product per 100 parts by weight of the n-C6 to n-C14 (meth)acrylate content; (1) up to about 75 parts by weight of at least one alkyl(meth)acrylate comonomer having from about 1 to 14 carbon atoms; (2) up to about 30 parts by weight of at least one solute polymer; (3) less than about 5 parts by weight of at least one polar comonomer; (4) up to about 10 parts by weight of at least one amido comonomer; (5) up to about 10 parts by weight of at least one polyethylene oxide (meth)acrylate comonomer; (6) up to about 5 parts by weight of at least one ionic comonomer; (7) up to about 1 parts by weight of at least one crosslinker; and (8) up to 0.2 parts by weight of one or more chain transfer agents; and (9) combinations thereof. ### Claim 15 (depends on 9) The adhesive of claim 9 further comprising up to about 0.2 wt %, based on the n-C6 to n-C14 (meth)acrylate content, of a chain transfer agent. ### Claim 16 (depends on 9) A microsphere adhesive composition comprising: (a) from about 90 to 98 wt % of the microsphere adhesive of claim 9; (b) from about 1 to 10 wt % of at least one binder; and (c) from about 0.1 to 3.0 wt % of at least one thickener. ### Claim 17 (depends on 9) An adhesive article comprising the microsphere adhesive of claim 9 disposed on at least a portion of a first surface of a backing selected from the group consisting of paper, polymeric film, woven fabric, non-woven fabric of synthetic or natural materials, metal, metallized polymeric film, and ceramic sheet. ### Claim 18 (depends on 17) The article of claim 17 further comprising a release coating disposed on at least a portion of a second surface of the backing such that the release coating lies substantially opposing the adhesive composition. ### Claim 19 An adhesive consisting of a reaction product of: (a) from about 87 to 99.9 wt % of one or more n-C6 to n-C14 (meth)acrylate(s) prepared by reacting (meth)acrylic acid and one or more n-C6, n-C7, n-C8, n-C9, n-C10, n-C11, n-C12, n-C13, and n-C14 alcohols derived from a non-petroleum resource; (b) from about 0.01 to 5 wt % of at least one surfactant; (c) from about 0.01 to 4 wt % of at least one polymeric stabilizer; and (d) from about 0.01 to 4.0 wt % of at least one initiator; wherein the wt % of each component is based on the total of components (a) to (d), with optionally, per 100 parts by weight of the n-C6 to n-C14 (meth)acrylate content, one or more of the following: (e) up to about 75 parts by weight of at least one alkyl(meth)acrylate comonomer having from about 1 to 14 carbon atoms; (f) less than about 5 parts by weight of at least one polar comonomer; (g) up to about 10 parts by weight of at least one amido comonomer; (h) up to about 10 parts by weight of at least one polyethylene oxide (meth)acrylate; (i) up to about 30 parts by weight of at least one solute polymer; and (j) up to about 0.2 parts by weight of at least one chain transfer agent, (k) up to about 5 parts by weight of at least one ionic monomer; (l) up to about 1 parts by weight of at least one crosslinker; wherein the reaction occurs in water to yield a microsphere adhesive. ### Claim 20 (depends on 19) The adhesive of claim 19 wherein the alkyl(meth)acrylate comonomer is selected from the group consisting of isooctyl acrylate, isononyl(meth)acrylate, isoamyl(meth)acrylate, isodecyl(meth)acrylate, 2-ethylhexyl acrylate, n-butyl(meth)acrylate, sec-butyl(meth)acrylate, propyl(meth)acrylate, ethyl(meth)acrylate, methyl(meth)acrylate, isobornyl(meth)acrylate, 4-methyl-2-pentyl(meth)acrylate, 2-methylbutyl(meth)acrylate, t-butyl(meth)acrylate, and combinations thereof. ### Claim 21 (depends on 19) The adhesive of claim 19 wherein the polar comonomer is selected from the group consisting of (meth)acrylic acid, 2-hydroxyethyl(meth)acrylate, and combinations thereof. ### Claim 22 (depends on 19) The adhesive of claim 19 wherein the amido comonomer is selected from the group consisting of N-vinyl pyrrolidone, N-vinyl caprolactum, acrylamide, N,N-dimethyl acrylamide, and combinations thereof. ### Claim 23 (depends on 15) A microsphere adhesive composition comprising: (a) from about 90 to 98 wt % of the microsphere adhesive of claim 15; (b) from about 1 to 10 wt % of at least one binder; and (c) from about 0.1 to 3.0 wt % of at least one thickener. ### Claim 24 (depends on 23) An adhesive article comprising the microsphere adhesive of claim 23 disposed on at least a portion of a first surface of a backing selected from the group consisting of paper, polymeric film, woven fabric, non-woven fabric of synthetic or natural materials, metal, metallized polymeric film, and ceramic sheet. ### Claim 25 (depends on 24) The article of claim 24 further comprising a release coating disposed on at least a portion of a second surface of the backing such that the release coating lies substantially opposing the adhesive composition.