US2486232A - Wrinkle finish - Google Patents

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US2486232A
US2486232A US742729A US74272947A US2486232A US 2486232 A US2486232 A US 2486232A US 742729 A US742729 A US 742729A US 74272947 A US74272947 A US 74272947A US 2486232 A US2486232 A US 2486232A
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volume
pound
polyvinyl butyral
coating composition
oil fatty
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US742729A
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William A Waldie
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New Wrinkle Inc
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New Wrinkle Inc
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/28—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for wrinkle, crackle, orange-peel, or similar decorative effects
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D129/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Coating compositions based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Coating compositions based on derivatives of such polymers
    • C09D129/14—Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols

Definitions

  • Example I A monoglyceride of tung oil acids was produced by mixing 26.25 pounds of raw tung oil with 5.75 of glycerine and 0.25 pound of litharge and heating the mixture to a temperature of from 440 to 450 F. for 30 minutes. Thereafter, the temperature was raised to 500 F., and then heating was immediately discontinued. Approximately 0.125 pound of cobalt acetate was then added.
  • a resin solution was prepared by mixing 2 pounds of polyvinyl butyral resin, 1.5 gallons of butanol and 1.5 gallons of butyl acetate.
  • Example II For the preparation of a monoglyceride, tWenty-' four pounds oiticica oil fatty acids and eight pounds of glycerine were mixed and heated to 65 approximately 450 F. One-eighth f a pound of cobalt acetate was then added under stirring and the mixture was heated to 500 F. and then I allowed to cool. One volume of this monoglyceride was then mixed with seven volumes of a resin solution which was prepared according to the directions given in Example I. The coating composition of this example proved to be as satisfactory as the one described in Example I.
  • the coating compositions of my invention may be applied to metals, fabrics, paper or other matcrials to be coated by any methods known in the art. Thus, for instance, they may be applied by immersion, by spraying, or by knifing.
  • the films, after application, are preferably dried prior to baking; this may be done by allowing the composition to air dry, or else'it may also be carried out by slightly heating the articles. Baking is preferably carried out with infrared heat.
  • Monoglycerides and diglycerides of the wrinkling oil fatty acids are equally satisfactory for the process and products of the invention.
  • coatings obtained from monoglycerides have a higher degree of plasticity than those produced from diglycerides; however, both kinds of coatings are plastic and flexible enough so as to make the addition of a special plasticizer material unnecessary.
  • Any wrinkling oil which is any oil having conjugated double-bonds, or the acids are operative for the process of the invention.
  • compositions for spraying require a greater quantity of solvent than do compositions for knifing.
  • a great many other solvents than those mentioned in the examples are usable; for instance, ethyl acetate or a mixture of ethyl acetate with ethanol, or mixtures of butanol and butyl acetate in proportions different from those given in the examples are a few examples of the great number of solvents which were found applicable.
  • compositions set forth above may be added to the compositions set forth above; thus, for instance, pigments, dyes and fillers may be incorporated into the compositions of the invention.
  • a method of making a wrinkling coating composition the step of mixing from 1 to parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of a glyceride of conjugated double-bonded oil fatty acid in which from one to two of the hydroxyl groups of the glycerine are bonded to said acid radical.
  • a method of making a wrinkling coating composition the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of a monoglyceride of conjugated double-bonded oil fatty acid.
  • a method of making a wrinkling coating composition the step of mixing from 1 to 10 parts .by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of a diglyceride of conjugated double-bonded oil fatty acid.
  • a method of makin a wrinkling coating composition the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of a glyceride of tung oil, said glyceride having at least one free hydroxyl group.
  • a wrinkling coating composition the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of tung oil fatty acid monoglyceride.
  • a wrinkling coating composition the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of oiticica oil fatty acid monoglyceride.
  • a method of making a wrinkling coating composition the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of oiticica oil fatty acid diglyceride.
  • a wrinkling coating composition the step of mixing from 3 to '7 parts by volume of a solution of polyvinyl butyral resin with 1 part by volume of a glyceride of conjugated double-bonded oil fatty acid in which from 1 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radical, said resin solution containing from 0.5 to 1 pound of resin per gallon of solvent.
  • a wrinkling coating composition the step of mixing from 3 to '7 parts by volume of a solution of polyvinyl butyral resin with 1 part by volume of a glyceride of conjugated double-bonded oil fatty acid in which from 1 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radical, said resin solution containing approximately 0.7 pound of resin per gallon of solvent.
  • a wrinkling coating composition comprising from 3 to 7 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per gallon of solvent, with 1 part by volume of a glyceride of tung oil fatty acid in which from 1 4 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radical.
  • a method of making a wrinkling coating composition the step of mixing from 3 to 7 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per gallon of solvent with one part by volume of a glyceride of oiticica oil fatty acid in which from 1 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radical.
  • a wrinkling coating composition the step of mixing 3 parts by volume of polyvinyl butyral resin solution with 1 part by volume of tung oil fatty acid monoglyceride.
  • a wrinkling coating composition the step of mixing 7 parts by volume of a solution of polyvinyl butyral resin with 1 part by volume of oiticica oil fatty acid monoglyceride.
  • a method of making wrinkling coating compositions comprising the step of heating 26.25 pounds of raw tung oil, 5.75 pounds of glycerine and 0.25 pound of litharge to from 440 to 450.F. for thirty minutes, raising the temperature to 500 F., adding 0.125 pound of. cobalt acetate and adding to 1 volume of said mixture approximately 3 volumes of a resin solution containing two pounds of polyvinyl butyral resin, 1.5 gallons of butanol and 1.5 gallons of butyl acetate.
  • a method of making a wrinkling coating composition comprising the steps of heating 24 pounds of oiticica oil fatty acids and 8 pounds of glycerine to approximately 450 F., adding oneeighth of a pound of cobalt acetate and heating the mixture to 500 F., adding to 1 volume of said mixture, after cooling, 7 volumes of a resin solution, said resin solution containing 2 pounds of polyvinyl butyral resin, 1.5 gallons of butanol and 1.5 gallons of butyl acetate.
  • a wrinkling coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent, admixed with 1 part by volume of a glyceride of conjugated double-bonded oil fatty acids in which from 1 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radicals.
  • a wrinkling coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent, admixed with 1 part by volume of a monoglyceride of conjugated double-bonded oil fatty acid.
  • a wrinkling coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent, admixed with 1 part by volume of a diglyceride of conjugated douhie-bonded oil fatty acid.
  • a wrinkle coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent, mixed with 1 part by volume of monoglyceride of tung oil fatty acids.
  • a wrinkle coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent mixed with 1 part by volume of monoglyceride of oiticica oil fatty acids.
  • a wrinkle coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent mixed with 1 part by volume of diglyceride of oiticica oil fatty acids.
  • a wrinkle coating composition comprising from 3 to 7 parts by volume of 'a polyvinyl butyral resin solution having 0.? pound of resin per 1 gallon of solvent and 1 volume of glyceride of conjugated double-bonded oil fatty acids in which from 1 to 2 of the hydroxyl grops of the glycerine arebonded to said acid radicals.
  • a wrinkle coating composition comprising 3 parts by volume of'a solution of polyvinyl butyral resin and 1 part by volume of monoglyceride of tung oil fatty acids.
  • a wrinkle coating composition comprising approximately 7 parts by volume of polyvinyl butyral resin solution and 1 -part by volume of monoglyceride of oiticica oil fatty acids.
  • a wrinkling coating composition the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by acid diglyceride.
  • a wrinkle coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of "resin per 1 gallon of solvent mixed with 1 part by volume of diglyceride of tung oil fatty acids.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)

Description

Nata 0a. 25,1949
WRINKLE FINISH William A. Waldie, Dayton, Ohio, assignor to New Wrinkle, Inc., Dayton, Ohio, a corporation of Delaware No Drawing. Application April 19, 1947, Serial No. 742,729
26 Claims. (Cl. 260-23) This invention deals with a new wrinkling coating composition and-a method of making it.
It is an object of this invention to provide wrinkling coating compositions which yield coatings of a great durability.
It is still another object of this invention to provide coatings which are characteristic by a very uniform wrinkle-textured surface.
It is still another object of this invention to provide wrinkle coatin compositions which do not require the addition of a plasticizer.
These and other objects are accomplished by mixing a mono-' or diglyceride of conjugated double-bonded fatty acids, the so called wrinkling oil fatty acids, with a solution of a resin of the polyvinyl butyral group.
It has been found that a mixture containing from 1 to 10 parts by volume of a resin solution that contains from 0.5 to 1 pound resin per 1 gallon of solvent, and one volume of monoglyceride or diglyceride of wrinkling oil fatty acid are satisfactory. However, a ratio of 1 volume of glyceride' to from 3 to '7 parts by volume of a solution having approximately 0.7 pound of resin per 1 gallon of solvent is preferred.
In the following, two examples are given for the purpose of illustrating th invention without the intention of limiting it to the data given in the examples.
Example I A monoglyceride of tung oil acids was produced by mixing 26.25 pounds of raw tung oil with 5.75 of glycerine and 0.25 pound of litharge and heating the mixture to a temperature of from 440 to 450 F. for 30 minutes. Thereafter, the temperature was raised to 500 F., and then heating was immediately discontinued. Approximately 0.125 pound of cobalt acetate was then added.
-In a separate batch, a resin solution was prepared by mixing 2 pounds of polyvinyl butyral resin, 1.5 gallons of butanol and 1.5 gallons of butyl acetate.
Finally, 1 volume of the monoglyceride and 3 volumes of the resin solution were mixed. A surface coated with this composition showed, after drying and baking, a uniformly textured wrinkle pattern, had great hardness and yet sufllcient flexibility so as to prevent cracking when it was subjected to bending or the like stresses.
Example II For the preparation of a monoglyceride, tWenty-' four pounds oiticica oil fatty acids and eight pounds of glycerine were mixed and heated to 65 approximately 450 F. One-eighth f a pound of cobalt acetate was then added under stirring and the mixture was heated to 500 F. and then I allowed to cool. One volume of this monoglyceride was then mixed with seven volumes of a resin solution which was prepared according to the directions given in Example I. The coating composition of this example proved to be as satisfactory as the one described in Example I.
The coating compositions of my invention may be applied to metals, fabrics, paper or other matcrials to be coated by any methods known in the art. Thus, for instance, they may be applied by immersion, by spraying, or by knifing. The films, after application, are preferably dried prior to baking; this may be done by allowing the composition to air dry, or else'it may also be carried out by slightly heating the articles. Baking is preferably carried out with infrared heat.
Monoglycerides and diglycerides of the wrinkling oil fatty acids are equally satisfactory for the process and products of the invention. The
coatings obtained from monoglycerides have a higher degree of plasticity than those produced from diglycerides; however, both kinds of coatings are plastic and flexible enough so as to make the addition of a special plasticizer material unnecessary.
Any wrinkling oil, which is any oil having conjugated double-bonds, or the acids are operative for the process of the invention.
The quantity of the solvent is not critical, it being greatly dependent upon the way by which the composition is applied to the articles to be coated. Thus, compositions for spraying require a greater quantity of solvent than do compositions for knifing. A great many other solvents than those mentioned in the examples are usable; for instance, ethyl acetate or a mixture of ethyl acetate with ethanol, or mixtures of butanol and butyl acetate in proportions different from those given in the examples are a few examples of the great number of solvents which were found applicable.
It Will be understood that other additional materials which are known to those skilled in the art may be added to the compositions set forth above; thus, for instance, pigments, dyes and fillers may be incorporated into the compositions of the invention.
It will be also understood that while there have been described herein certain specific embodiments of my invention, it is not intended thereby to have the invention limited to or subscribed by thesespecific details given in view of the fact that the invention is susceptible to various modifications and changes which come within the spirit of the disclosure and the scope of a the appended claims. a
I claim:
1. In a method of making a wrinkling coating composition, the step of mixing from 1 to parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of a glyceride of conjugated double-bonded oil fatty acid in which from one to two of the hydroxyl groups of the glycerine are bonded to said acid radical.
2. In a method of making a wrinkling coating composition, the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of a monoglyceride of conjugated double-bonded oil fatty acid.
3. In a method of making a wrinkling coating composition, the step of mixing from 1 to 10 parts .by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of a diglyceride of conjugated double-bonded oil fatty acid.
4. In a method of makin a wrinkling coating composition, the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of a glyceride of tung oil, said glyceride having at least one free hydroxyl group.
5. In a method of making a wrinkling coating composition, the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of tung oil fatty acid monoglyceride.
6. In a method of making a wrinkling coating composition, the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of oiticica oil fatty acid monoglyceride.
7. In a method of making a wrinkling coating composition, the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by volume of oiticica oil fatty acid diglyceride.
8. In a method of making a wrinkling coating composition, the step of mixing from 3 to '7 parts by volume of a solution of polyvinyl butyral resin with 1 part by volume of a glyceride of conjugated double-bonded oil fatty acid in which from 1 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radical, said resin solution containing from 0.5 to 1 pound of resin per gallon of solvent.
9. In a method of making a wrinkling coating composition, the step of mixing from 3 to '7 parts by volume of a solution of polyvinyl butyral resin with 1 part by volume of a glyceride of conjugated double-bonded oil fatty acid in which from 1 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radical, said resin solution containing approximately 0.7 pound of resin per gallon of solvent.
10. In a method of making a wrinkling coating composition, the step of mixing from 3 to 7 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per gallon of solvent, with 1 part by volume of a glyceride of tung oil fatty acid in which from 1 4 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radical.
11. In a method of making a wrinkling coating composition, the step of mixing from 3 to 7 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per gallon of solvent with one part by volume of a glyceride of oiticica oil fatty acid in which from 1 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radical.
12. In a method of making a wrinkling coating composition, the step of mixing 3 parts by volume of polyvinyl butyral resin solution with 1 part by volume of tung oil fatty acid monoglyceride.
13. In a method of making a wrinkling coating composition, the step of mixing 7 parts by volume of a solution of polyvinyl butyral resin with 1 part by volume of oiticica oil fatty acid monoglyceride.
14. A method of making wrinkling coating compositions comprising the step of heating 26.25 pounds of raw tung oil, 5.75 pounds of glycerine and 0.25 pound of litharge to from 440 to 450.F. for thirty minutes, raising the temperature to 500 F., adding 0.125 pound of. cobalt acetate and adding to 1 volume of said mixture approximately 3 volumes of a resin solution containing two pounds of polyvinyl butyral resin, 1.5 gallons of butanol and 1.5 gallons of butyl acetate.
15. A method of making a wrinkling coating composition comprising the steps of heating 24 pounds of oiticica oil fatty acids and 8 pounds of glycerine to approximately 450 F., adding oneeighth of a pound of cobalt acetate and heating the mixture to 500 F., adding to 1 volume of said mixture, after cooling, 7 volumes of a resin solution, said resin solution containing 2 pounds of polyvinyl butyral resin, 1.5 gallons of butanol and 1.5 gallons of butyl acetate.
16. A wrinkling coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent, admixed with 1 part by volume of a glyceride of conjugated double-bonded oil fatty acids in which from 1 to 2 of the hydroxyl groups of the glycerine are bonded to said acid radicals.
17. A wrinkling coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent, admixed with 1 part by volume of a monoglyceride of conjugated double-bonded oil fatty acid.
18. A wrinkling coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent, admixed with 1 part by volume of a diglyceride of conjugated douhie-bonded oil fatty acid.
19. A wrinkle coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent, mixed with 1 part by volume of monoglyceride of tung oil fatty acids.
20. A wrinkle coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent mixed with 1 part by volume of monoglyceride of oiticica oil fatty acids.
21. A wrinkle coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of resin per 1 gallon of solvent mixed with 1 part by volume of diglyceride of oiticica oil fatty acids.
22. A wrinkle coating composition comprising from 3 to 7 parts by volume of 'a polyvinyl butyral resin solution having 0.? pound of resin per 1 gallon of solvent and 1 volume of glyceride of conjugated double-bonded oil fatty acids in which from 1 to 2 of the hydroxyl grops of the glycerine arebonded to said acid radicals.
23. A wrinkle coating composition comprising 3 parts by volume of'a solution of polyvinyl butyral resin and 1 part by volume of monoglyceride of tung oil fatty acids.
24. A wrinkle coating composition comprising approximately 7 parts by volume of polyvinyl butyral resin solution and 1 -part by volume of monoglyceride of oiticica oil fatty acids.
25. In a method of making a wrinkling coating composition, the step of mixing from 1 to 10 parts by volume of a resin solution having from 0.5 to 1 pound of polyvinyl butyral resin per 1 gallon of solvent with 1 part by acid diglyceride.
26. A wrinkle coating composition comprising from 1 to 10 parts by volume of a solution of polyvinyl butyral resin having from 0.5 to 1 pound of "resin per 1 gallon of solvent mixed with 1 part by volume of diglyceride of tung oil fatty acids.
WILLIAM AILSI-IIRE WALDIE.
REFERENCES CITED The following references are of record inthe file of this patent:
Johnson Nov. 5, 1946 volume of tung oil fatty
US742729A 1947-04-19 1947-04-19 Wrinkle finish Expired - Lifetime US2486232A (en)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2381885A (en) * 1945-08-14 Mixed esters
US2410414A (en) * 1943-08-17 1946-11-05 Du Pont Adhesive composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2381885A (en) * 1945-08-14 Mixed esters
US2410414A (en) * 1943-08-17 1946-11-05 Du Pont Adhesive composition

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