SOLVENT COMPOSITIONS CONTAINING 1,2,2-TRIFLUORO-1-TRIFLUOROMETHYLCYCLOBUTANE (TFMCB)

20200199501 ยท 2020-06-25

    Inventors

    Cpc classification

    International classification

    Abstract

    The use of compositions comprising 1,2,2-trifluoro-1-trifluoromethyl cyclobutane (TFMCB) as a solvent are disclosed, wherein the TFMCB may be formulated into solvent compositions including a co-solvent such as ethanol or trans-dichloroethylene (trans-DCE). The solvent compositions may be in the form of a sprayable aerosol composition, and may be used for applications including degreasing or removal of coatings such as paints and adhesives.

    Claims

    1. A solvent composition comprising at least about 5% by weight of 1-trifluoromethyl-1,2,2-trifluorocyclobutane (TFMCB) and at least one co-solvent.

    2. The solvent composition of claim 1, wherein the co-solvent is selected from the group consisting of ethanol and trans-dichloroethylene (trans-DCE).

    3. An aerosol and/or a sprayable composition comprising the solvent composition of claim 2.

    4. A method of removing a contaminant from an article comprising contacting the contaminated article with the solvent composition of claim 2.

    5. The method of claim 4, wherein the article is selected from the group consisting of a metal, a glass, silica, and alumina.

    6. A method of removing a coating from an article comprising contacting the contaminated article with the solvent composition of claim 2.

    7. The method of claim 6, wherein the coating is selected from the group consisting of a paint and an adhesive.

    8. The solvent composition of claim 2, wherein the solvent composition has a Global Warming potential (GWP) of not greater than about 1000.

    9. The solvent composition of claim 2, wherein the co-solvent is ethanol, and the solvent composition comprises from about 95% to about 99% by weight of TFMCB and from about 1% to about 5% by weight ethanol.

    10. The solvent composition of claim 9, wherein the co-solvent is ethanol, and the solvent composition comprises from about 96% to about 98% by weight of TFMCB and from about 2% to about 4% by weight ethanol.

    11. An aerosol and/or a sprayable composition comprising the solvent composition of claim 9.

    12. A method of removing a contaminant from an article comprising contacting the contaminated article with the solvent composition of claim 9.

    13. The method of claim 12, wherein the article is selected from the group consisting of a metal, a glass, silica, and alumina.

    14. The solvent composition of claim 2, wherein the co-solvent is trans-dichloroethylene (trans-DCE), and the solvent composition comprises a non-azeotropic mixture of less than about 50% by weight of TFMCB and greater than about 50% by weight trans-dichloroethylene (trans-DCE).

    15. The solvent composition of claim 14, wherein the co-solvent is trans-dichloroethylene (trans-DCE), and the solvent composition comprises a non-azeotropic mixture of from about 10% to about 50% by weight of TFMCB and from about 50% to about 90% by weight trans-dichloroethylene (trans-DCE).

    16. The solvent composition of claim 15, wherein the co-solvent is trans-dichloroethylene (trans-DCE), and the solvent composition comprises a non-azeotropic mixture of from about 20% to about 40% by weight of TFMCB and from about 60% to about 80% by weight trans-dichloroethylene (trans-DCE).

    17. A method of removing a coating from an article comprising contacting the contaminated article with the solvent composition of claim 14.

    18. The method of claim 17, wherein the coating is selected from the group consisting of a paint and an adhesive.

    19. The solvent composition of claim 14, wherein the solvent composition has a Global Warming potential (GWP) of not greater than about 1000.

    Description

    EXAMPLES

    Example 1

    [0060] The performance of a solvent-solvent composition of the invention in the displacement of water is evaluated by placing 35 mL of solvent (which is TFMCB and optionally 5% by weight trans-DCE, ethanol, isopropanol or n-propanol) in a 100 mL beaker fitted with a cooling coil. The solution is brought to a boil whereby the coiling coil confines the solvent vapor to the beaker. Duplicate 316 stainless steel coupons, wet abraded to a water-break-free condition, are immersed in water and then into the boiling sample solution. The time required to displace the water from the coupon is recorded using a minimum observation time of 5 seconds. The solvent alcohol blend could remove water completely from the substrate.

    Example 2

    [0061] A solvent (which is TFMCB and optionally 5% by weight trans-DCE, ethanol, isopropanol or n-propanol) is demonstrated to be an acceptable carrier and extraction agent for Jasmone. Approximately 0.39 g of Jasmone is added to a heavy walled glass tube and approximately 1.73 g of solvent (and optional co-solvent) are added to the glass tube. The tube is then frozen and sealed. Upon thawing the tube, it is observed whether the composition has one liquid phase. This example demonstrates that fragrances, such as plant-derived fragrances (e.g. Jasmone) are soluble in the solvent compositions of the invention, and thus the solvent compositions can be used as an extractant or carrier.

    Example 3

    [0062] An oil (specifically mineral oil, silicone oil or a cutting oil) is added to a vial containing A solvent (which is TFMCB and optionally 5% by weight trans-DCE, ethanol, isopropanol or n-propanol). A homogeneous single phase solution is formed at concentrations of greater than 10% by weight of oil.

    Example 4

    [0063] Solvent compositions including mixtures of TFMCB and ethanol and mixtures of TFMCB and trans-dichloroethylene (DCE) at various weight proportions are loaded into aerosol cans. An aerosol valve is crimped into place on each can and HFC-134a is added through the valves to achieve a pressure in the cans of about 20 PSIG. The mixtures are then sprayed onto surfaces demonstrating that the compositions are useful as an aerosol.

    [0064] Additionally, the aerosol compositions are sprayed onto surfaces which include oil, grease, dirt, or solder flux, and are effective in solvating and removing such materials.

    Example 5

    [0065] A mixture containing 98% by weight TFMCB and 2% by weight ethanol is loaded into an aerosol can. An aerosol valve is crimped into place and HFC-134a is added through the valve to achieve a pressure in the can of about 20 PSIG. The mixture is then sprayed onto a metal coupon soiled with solder flux. The flux is removed and the coupon is visually clean.

    Example 6

    [0066] Example 5 above is repeated, except the method of applying the composition as a cleaning agent is vapor degreasing or wiping instead of spraying. Optionally, the cleaning agent is applied neat. Optionally, the material to be cleaned was changed from solder flux to a mineral oil, silicon oil, or other lubricant. Similar results are demonstrated in each case.

    Example 7

    [0067] Mixtures are prepared containing 98% by weight TFMCB with about 2 weight percent ethanol. Several stainless steel coupons are soiled with mineral oil. Then these coupons are immersed in these solvent blends. The blends remove the oils in a short period of time. The coupons are observed visually and look clean.

    Example 8

    [0068] A mixture containing 40% by weight TFMCB and 60% by weight trans-dichloroethylene (DCE) is used as a cleaning agent in vapor degreasing or wiping. Optionally, the cleaning agent is applied neat. Optionally, the material to be cleaned was changed from solder flux to a mineral oil, silicon oil, or other lubricant. Similar results are demonstrated in each case.

    Example 9

    [0069] An aerosol solvent blend is prepared containing 98% by weight of TFMCB and 2% by weight of ethanol as in Example 4. Kester 1544 Rosin Soldering Flux is placed on stainless steel coupons and heated to approximately 300-400 F., which simulates contact with a wave soldier normally used to solder electronic components in the manufacture of printed circuit boards. The coupons are then sprayed with the solvent mixture and removed after 15 seconds without rinsing. Results show that the coupons appeared clean by visual inspection.

    Example 10

    [0070] A mixture containing 40% by weight TFMCB and 60% by weight trans-dichloroethylene (DCE) is used as a solvating agent for removing paints, coatings and adhesives from surfaces. The solvating agent is effective for solvating the paints, coatings and adhesives and allowing the removal of same from the surfaces.

    ASPECTS

    [0071] The invention will now be illustrated by reference to the following numbered embodiments. The subject matter of the numbered embodiments may be additionally combined with subject matter from the description or from one or more of the claims.

    [0072] Aspect 1 is a solvent composition comprising at least about 5% by weight of 1-trifluoromethyl-1,2,2-trifluorocyclobutane (TFMCB) and at least one co-solvent.

    [0073] Aspect 2 is the solvent composition of Aspect 1, wherein the co-solvent is selected from the group consisting of ethanol and trans-dichloroethylene (trans-DCE).

    [0074] Aspect 3 is an aerosol and/or a sprayable composition comprising the solvent composition of Aspect 1 or Aspect 2.

    [0075] Aspect 4 is a method of removing a contaminant from an article comprising contacting the contaminated article with the solvent composition of Aspect 1 or Aspect 2.

    [0076] Aspect 5 is the method of claim Aspect 4, wherein the article is selected from the group consisting of a metal, a glass, silica, and alumina.

    [0077] Aspect 6 is a method of removing a coating from an article comprising contacting the contaminated article with the solvent composition of Aspect 1 or Aspect 2.

    [0078] Aspect 7 is the method of Aspect 6, wherein the coating is selected from the group consisting of a paint and an adhesive.

    [0079] Aspect 8 is the solvent composition of Aspect 1 or Aspect 2, wherein the solvent composition has a Global Warming potential (GWP) of not greater than about 1000.

    [0080] Aspect 9 is the solvent composition of Aspect 1 or Aspect 2, wherein the co-solvent is ethanol, and the solvent comprises from about 95% to about 99% by weight of TFMCB and from about 1% to about 5% by weight ethanol.

    [0081] Aspect 10 is the solvent composition of Aspect 9, wherein the co-solvent is ethanol, and the solvent comprises from about 96% to about 98% by weight of TFMCB and from about 2% to about 4% by weight ethanol.

    [0082] Aspect 11 is an aerosol and/or a sprayable composition comprising the solvent composition of Aspect 9 or Aspect 10.

    [0083] Aspect 12 is a method of removing a contaminant from an article comprising contacting the contaminated article with the solvent composition of Aspect 9 or Aspect 10.

    [0084] Aspect 13 is the method of Aspect 12, wherein the article is selected from the group consisting of a metal, a glass, silica, and alumina.

    [0085] Aspect 14 is the solvent composition of Aspect 2, wherein the co-solvent is trans-dichloroethylene (trans-DCE), and the solvent comprises a non-azeotropic mixture of less than about 50% by weight of TFMCB and greater than about 50% by weight trans-dichloroethylene (trans-DCE).

    [0086] Aspect 15 is the solvent composition of Aspect 14, wherein the co-solvent is trans-dichloroethylene (trans-DCE), and the solvent comprises a non-azeotropic mixture of from about 10% to about 50% by weight of TFMCB and from about 50% to about 90% by weight trans-dichloroethylene (trans-DCE).

    [0087] Aspect 16 is the solvent composition of Aspect 15, wherein the co-solvent is trans-dichloroethylene (trans-DCE), and the solvent comprises a non-azeotropic mixture of from about 20% to about 40% by weight of TFMCB and from about 60% to about 80% by weight trans-dichloroethylene (trans-DCE).

    [0088] Aspect 17 is a method of removing a coating from an article comprising contacting the contaminated article with the solvent composition of any of Aspects 14-16.

    [0089] Aspect 18 is the method of Aspect 17, wherein the coating is selected from the group consisting of a paint and an adhesive.

    [0090] Aspect 19 is the solvent composition of any of Aspects 14-16, wherein the solvent composition has a Global Warming potential (GWP) of not greater than about 1000.

    [0091] As used herein, the phrase within any range defined between any two of the foregoing values literally means that any range may be selected from any two of the values listed prior to such phrase regardless of whether the values are in the lower part of the listing or in the higher part of the listing. For example, a pair of values may be selected from two lower values, two higher values, or a lower value and a higher value.

    [0092] It should be understood that the foregoing description is only illustrative of the present disclosure. Various alternatives and modifications can be devised by those skilled in the art without departing from the disclosure. Accordingly, the present disclosure is intended to embrace all such alternatives, modifications and variances that fall within the scope of the appended claims.