US3546118A - Metal working operations and lubricants - Google Patents

Description

United States Patent 3,546,118 METAL WORKING OPERATIONS AND LUBRICANTS Marvin M. Johnson and Paul R. Stapp, Bartlesville,

0kla., assignors to Phillips Petroleum Company, a corporation of Delaware No Drawing. Filed Nov. 25, 1968, Ser. No. 778,746

Int. Cl. Cm 1/30 US. Cl. 252-54 3 Claims ABSTRACT OF THE DISCLOSURE Cyclic ethers having the formula where R is hydrogen or an alkyl or cycloalkyl radical or combination thereof such as alkylcycloalkyl having up to and including 17 carbon atoms and where X is a halogen are lubricants used in metal working operations.

This invention relates to a method of metal working.

There are a number of metal working operations, most of which require the use of a lubricant or a coolant. More and more mechanical devices, engines, etc. are being designed, most of which require lubricants both in production and operation.

Accordingly, an object of this invention is to provide a method of metal working comprising lubricating said metal working operations. Other objects, advantages, features of our invention will become apparent to one skilled in the art from the following disclosure and claims.

We have discovered that a cyclic ether having the formula mi l run where R is hydrogen or an alkyl or cycloalkyl radical or combinations thereof such as alkylcycloalkyl having up to and including 17 carbon atoms and wherein X is a halogen can be emploed as a lubricant in metal working operations. Specific examples of such cyclic ethers are 4-chlorotetrahydropyran, 3 methyl 4-chlorotetrahydropyran, 3-propyl 4 bromotetrahydropyran, 3- amyl-4-chlorotetrohydropyran, 3 heptyl 4 iodotetrahydropyran, 3 nonyl 4 chlorotetrahydropyran, 3- cyclohexyl 4 fluorotetrahydropyran, 3-(4-butylcyclohexyl) 4 chlorotetrahydropyran, 3 heptadecyl-4- bromotetrahydropyran, 3 (2 propyltetradecyl) 4- chlorotetrahydropyran, 3 (4 cyclohexyldecyl-4-iodotetrahydropyran, 3-(6 cyclopentyldodecyl) fluorotetrahydropyran, and the like. The lubricants of this invention provide reduced galling and dragging tendencies in these metal working operations.

3,546,118 Patented Dec. 8, 1970 Typical metal working operations are cutting, machining, grinding, molding, forging, rolling, threading, and the like. Lubricants of this invention are particularly useful in metal working operations such as cutting, cutting threads, threading, and the like.

The cyclic ether lubricants of this invention can be prepared by reacting l-olefins having the formula where R is as hereinbefore described with formaldehyde and a halogenated compound selected from the hydrogen halides, thionyl halides, and carbonyl halides. These cyclic ethers can be prepared according to reaction conditions and procedures which are known to the art.

These lubricants can be applied to the surface of the metal by any conventional method known to one skilled in the art. Generally, the lubricant can be applied to the metal by Nalgene squeeze bottle. The amount of lubricant employed is only an amount sufiicient to cover the surface of the metal to be worked.

The advantages of this invention are further illustrated by the following examples. The reactants, portions and other specific conditions are presented as being typical and should not be construed to limit the invention unduly.

EXAMPLE I Threads on new stainless steel connectors using no lubricant, tightened up and backed out very easily with no pulling and galling.

Threads on used stainless steel connectors using no lubricant, tightened up and backed out with considerable pulling and galling.

Threads on used stainless steel connectors using a lubricant 4-chlorotetrahydropyran, tightened up and backed out with no pulling and galling. The used connectors were smoother threading after lubricating with 4-chlorotetrahydropyran.

The above example demonstrates the lubricating qualities of 4-chlorotetrahydropyran.

EXAMPLE II Using an AB 1 coning tool, Ml-lllCh OD 2 X 0.083 inch ID 304 stainless steel tubing was cut using 4-chlorotetrahydropyran as a cutting lubricant. The cutting was every fast leaving a smooth surface on the tubing.

Threads were cut on the above-mentioned tubing using 4-chlorotetrahydropyran as a cutting lubricant. Threads were cut with little effort leaving smooth threads and collars, which tightened up and backed out with no dragging or binding.

This example again demonstrates the lubricating quali ties of 4-chlorotetrahydropyran.

EXAMPLE III Using 4-chlorotetrahydropyran as a lubricant for threading Ai-inch 321 stainless steel, thread /4-ll1Ch 16 NF 6 dies ran very smoothly with no galling or dragging. Again, lubricating ability of 4-chlorotetrahydropyran is demonstrated.

1 Aluto-Clave Engineers, Erie, Pa. 2 O!ntside diameter 3 Inside diameter 4 American Iron and Steel Type No. 5 American Iron and Steel Type No. 6 National Fine Thread 3 We claim: 1. A method of metal working comprising lubricating said metal working operations with a cyclic ether having the formula R E El H H OAH wherein R is hydrogen or an alkyl or cycloalkyl radical or combinations thereof having up to and including 17 carbon atoms and X is a halogen.

References Cited UNITED STATES PATENTS 2,017,811 10/1935 COX 252-54X 2,318,013 5/1943 Pl'uttOn et a]. 252-54 10 3,275,555 9/1966 Waight et a1. 25254X DANIEL E. WYMAN, Primary Examiner W. H. CANNON, Assistant Examiner