Thermoresponsive adhesive material, method of making the material and methods of use

Patent metadata

Field	Value
Publication number	US-10155062-B2
Application number	US-201615163365-A
Country	US
Kind code	B2
Filing date	May 24, 2016
Priority date	May 24, 2016
Publication date	Dec 18, 2018
Grant date	Dec 18, 2018

Abstract

The present disclosure is directed to a thermoresponsive adhesive material. The material comprises a linear, phase-separated polymer having fluorinated polymer units and hydrophobic polymer units. The fluorinated polymer units and the hydrophobic polymer units are randomly ordered along the polymer. The hydrophobic polymer units include a first hydrophobic polymer unit and a second hydrophobic polymer unit. The first hydrophobic polymer unit is chosen from acrylate units or methacrylate units each substituted with one or more linear alkyl groups, linear alkenyl groups or a combination thereof, where at least one of the linear alkyl groups or alkenyl groups has 16 to 20 carbon atoms. The second hydrophobic polymer unit is chosen from acrylate units or methacrylate units each substituted with one or more linear alkyl groups, linear alkenyl groups or a combination thereof, where at least one of the linear alkyl or alkenyl groups of the second hydrophobic polymer unit has 5 to 14 carbon atoms. A peak adhesive strength of the thermoresponsive adhesive material is modifiable and reversible with a change in temperature. Methods of making thermoresponsive adhesive materials, methods employing thermoresponsive adhesive materials and self-adhesive objects that include thermoresponsive adhesive materials are also disclosed.

First claim

What is claimed is:

1. A thermoresponsive adhesive material comprising:
a linear, phase-separated polymer having fluorinated polymer units and hydrophobic polymer units, the fluorinated polymer units and the hydrophobic polymer units being randomly ordered along the polymer, the hydrophobic polymer units including a first hydrophobic polymer unit and a second hydrophobic polymer unit, the first hydrophobic polymer unit being chosen from acrylate units or methacrylate units each substituted with one or more linear alkyl groups, linear alkenyl groups or combinations thereof, where at least one of the linear alkyl groups or alkenyl groups has 18 to 20 carbon atoms, and wherein the second hydrophobic polymer unit is chosen from acrylate units or methacrylate units each substituted with one or more linear alkyl groups, linear alkenyl groups or combinations thereof, where at least one of the linear alkyl or alkenyl groups of the second hydrophobic polymer unit has 5 to 12 carbon atoms;
wherein a peak adhesive strength of the thermoresponsive adhesive material is modifiable and reversible with a change in temperature.

2. The thermoresponsive adhesive material of claim 1 , wherein the fluorinated polymer units are formed from monomers of formula 1:

where R 1 is a hydrogen or methyl and R 2 is a fluoro alkyl having 6 to 20 carbon atoms.

3. The thermoresponsive adhesive material of claim 2 wherein the fluorinated polymer units are formed from monomers of formula 2:

where R 1 is a hydrogen or methyl and n ranges from 5 to 17.

4. The thermoresponsive adhesive material of claim 3 wherein the first hydrophobic polymer unit is formed from monomers of formula 3:

where R 1 is a hydrogen or methyl group and R 3 is an alkyl or alkenyl having 18 to 19 carbon atoms.

5. The thermoresponsive adhesive material of claim 4 wherein R 3 is an alkyl having 18 carbon atoms.

6. The thermoresponsive adhesive material of claim 3 , wherein the second hydrophobic polymer unit is formed from monomers of generic formula 4:

where R 1 is a hydrogen or methyl and R 4 is an alkyl or alkenyl having 5 to 12 carbon atoms.

7. A method of making a thermoresponsive adhesive material, the method comprising:
combining at least one fluorinated monomer, a first hydrophobic monomer, and a second hydrophobic monomer and heating the monomers to form a linear, phase-separated polymer having fluorinated polymer units and hydrophobic polymer units that are randomly ordered along the phase-separated polymer, the at least one fluorinated monomer being chosen from acrylates or methacrylates each substituted with fluorinated alkyl groups, the first hydrophobic monomer being chosen from acrylates or methacrylates substituted with at least one linear alkyl group, linear alkenyl group or a combination thereof, at least one of the alkyl or alkenyl groups having 18 to 20 carbon atoms, and the second hydrophobic monomer being chosen from acrylates or methacrylates substituted with at least one linear alkyl group, linear alkenyl group or a combination thereof, at least one of the alkyl or alkenyl groups of the second hydrophobic monomer having 5 to 12 carbon atoms; and
wherein a peak adhesive strength of the thermoresponsive adhesive material is modifiable and reversible with a change in temperature.

8. The method of claim 7 , wherein the at least one fluorinated monomer is a compound of formula 1:

where R 1 is a hydrogen or methyl and R 2 is a fluoro alkyl having 6 to 20 carbon atoms.

9. The method of claim 7 , wherein the at least one fluorinated monomer is a compound of formula 2:

where R 1 is a hydrogen or methyl and n ranges from 5 to 17.

10. The method of claim 7 , wherein the first hydrophobic monomer is a compound of formula 3:

where R 1 is a hydrogen or methyl group and R 3 is an alkyl or alkenyl having 18 to 19 carbon atoms.

11. The method of claim 10 , wherein R 3 is an alkyl having 18 carbon atoms.

12. The method of claim 7 , wherein the second hydrophobic monomer is a compound of formula 4:

where R 1 is a hydrogen or methyl and R 4 is an alkyl or alkenyl having 5 to 12 carbon atoms.

13. A method, comprising:
covering a mold tool for a composite part with a parting film, the parting film comprising a polymer sheet and a thermoresponsive adhesive material on the polymer sheet, the thermoresponsive adhesive material having a property of changing adhesion with a change in temperature, the parting film being positioned so that the polymer sheet is between the mold tool and the thermoresponsive adhesive material;
laying up at least one layer of pre-preg on the parting film covering the mold tool to form a composite part, the pre-preg comprising an adhesive surface in contact with the thermoresponsive adhesive material, the thermoresponsive adhesive material resulting in the at least one layer of pre-preg adhering to the parting film with a first adhesion force while laying up occurs;
changing the temperature of the thermoresponsive adhesive material from a first temperature to a second temperature to modify the first adhesion force to a second adhesion force that is less than the first adhesion force; and
removing the composite part from the parting film,
wherein the thermoresponsive adhesive material comprises a linear, phase-separated polymer having fluorinated polymer units and hydrophobic polymer units, the fluorinated polymer units and the hydrophobic polymer units being randomly ordered along the polymer, the hydrophobic polymer units including a first hydrophobic polymer unit and a second hydrophobic polymer unit, the first hydrophobic polymer unit being chosen from acrylate units or methacrylate units each substituted with one or more linear alkyl groups, linear alkenyl groups or combinations thereof, where at least one of the linear alkyl groups or alkenyl groups has 18 to 20 carbon atoms, and wherein the second hydrophobic polymer unit is chosen from acrylate units or methacrylate units each substituted with one or more linear alkyl groups, linear alkenyl groups or combinations thereof, where at least one of the linear alkyl or alkenyl groups of the second hydrophobic polymer unit has 5 to 12 carbon atoms; and
wherein a peak adhesive strength of the thermoresponsive adhesive material is modifiable and reversible with a change in temperature.

14. The method of claim 13 , wherein the laying up and the removing the composite part are repeated a plurality of times without removing the parting film from the mold tool.

15. The method of claim 13 , wherein the polymer sheet comprises a material chosen from polyethylene, polyethylene terephthalate (“PET”), fluorinated ethylene propylene (“FEP”), nylon and combinations thereof.

16. The method of claim

Assignees

• Boeing Co

Inventors

• Dalal Hardik
• Adjorlolo Alain A
• Gross Adam F
• Sherman Elena

Classifications

• C09J2467/006

  in the substrate · CPC title

• C08F220/24 Primary

  containing perhaloalkyl radicals · CPC title

• C09J2423/006

  in the substrate · CPC title

• C09J2423/046

  in the substrate · CPC title

• C08F220/22 Primary

  Esters containing halogen · CPC title