US3607761A - Soap bars containing salts of fatty acids derived from the guerbet reaction - Google Patents

Soap bars containing salts of fatty acids derived from the guerbet reaction Download PDF

Info

Publication number
US3607761A
US3607761A US3607761DA US3607761A US 3607761 A US3607761 A US 3607761A US 3607761D A US3607761D A US 3607761DA US 3607761 A US3607761 A US 3607761A
Authority
US
Grant status
Grant
Patent type
Prior art keywords
acids
weight percent
salt
magnesium
soap
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
Inventor
George C Feighner
William L Groves Jr
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Vista Chemical Co
Original Assignee
ConocoPhillips Holding Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Grant date

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL AND VEGETABLE OILS, FATS, FATTY SUBSTANCES AND WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/005Synthetic soaps
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL AND VEGETABLE OILS, FATS, FATTY SUBSTANCES AND WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/007Soaps or soap mixtures with well defined chain length

Abstract

A detergent bar comprising an alkali metal salt or a blended magnesium-alkali metal salt of blends of C12 to C16 acids derived from the oxidation of alcohols produced by the Guerbet reaction and an alkali metal soap or a blended magnesium-alkali metal soap of a C16-C18 fatty acid.

Description

United States Patent Appl. No. Filed Patented Assignee SOAP BARS CONTAINING SALTS OF FATTY ACIDS DERIVED FROM THE GUERBET REACTION 5 Claims, No Drawings US. Cl 252/108, 252/367, 260/413, 260/414 Int. Cl. Clld 9/00, Cl 1d 9/18,C11d 17/00 Field of Search 252/1 10,

[56] References Cited UNITED STATES PATENTS 3,520,816 7/1970 De Acetis et al.. 252/108 3,070,547 12/1962 Chaffee 252/121 OTHER REFERENCES The Merck Index," 8th Edition, Apr., 1968, Pg. 1173.

Primary Examiner Leon D. Rosdol Assistant ExaminerDennis L. Albrecht Attorneys-Joseph C. Kotarski, Henry H. Huth, Jerry B.

Peterson, Glen M. Burdick, Carroll Palmer and Kemon, Palmer and Estabrook ABSTRACT: A detergent bar comprising an alkali metal salt or a blended magnesium-alkali metal salt of blends of C to C acids derived from the oxidation of alcohols produced by the Guerbet reaction and an alkali metal soap or a blended magnesium-alkali metal soap ofa C C fatty acid.

SOAP BARS CONTAINING SALTS OF FATTY ACIDS DERIVED FROM THE GUERBET REACTION BACKGROUND OF THE INVENTION 1. Field of the Invention This invention relates to am improved detergent bar composition. In another aspect this invention relates to a detergent bar composition which has excellent washing property characteristics in both hard and soft water and which can be milled, plodded, and pressed on soapmaking equipment and possesses many of the more desirable products characteristics of soap. More particularly, this invention relates to a detergent bar comprising a major portion of an alkali metal soap or a blended magnesium-alkali metal soap of a C to C fatty acid, and a minor portion of an alkali metal salt or a blended magnesium-alkali metal salt of a blend of C to C acids derived from the oxidation of alcohols produced by the Guerbet reaction.

2. Brief Description of the Prior Art Toilet bars are conventionally of tallow and coconut oil fatty acid soaps. The ratio of the tallow and coconut oil fatty acid soaps present in the toilet bars are usually about 80 percent tallow to 20 percent coconut oil fatty acid soaps in order to form a toilet bar having desirable lathering characteristics in both warm and cold water. The cost of the coconut oil fatty acid soap is usually much greater than that of the tallow fatty acid soap because of the nature of its source and limited supply. Therefore, it is desirable to reduce or eliminate the quantity of the higher priced coconut oil fatty acid soap component in the milled toilet soap for economical reasons. However, problems have occurred in providing detergent bar compositions from synthetic detergents which produce the same desirable characteristics as the soap bar formed from the tallow and coconut oil fatty acid soap blends.

In recent years much time and money have been expended in an effort to produce bar and cake detergents based on synthetic organic detersive materials, or bar or cake detergents containing a synthetic organic detersive material as one of the components. However, in the manufacture of detergent bars, problems have occurred in that the final shape, appearance, cohesiveness and solubility properties of the products produced wherein synthetic organic detergents employed in the detergent blend are not comparable to those obtained with soap. Further, the use of synthetic organic detersive materials as one of the components in the detergent bar has often resulted in that the finished bar is very tacky and, consequently, unattractive for use. Further, the prior art synthetic organic detergent bars are not of the same character as the toilet bars formed from the conventional coconut-tallow fatty acid soap blends. Thus, the above-mentioned defects in the final shape, appearance, cohesiveness, and solubility properties of the detergent bars wherein a synthetic organic detersive material is employed as one of the components have had a substantial effect on the marketability of such detergent bars.

Therefore, in order to produce an acceptable toilet bar A composition containing a synthetic organic detersive material as one of the components, the detergent bar composition must be capable of being milled, plodded, and pressed so as to obtain a bar of satisfactory appearance and suitable structure. Also, it is necessary that the compositions employed to produce the detergent bar be capable of being worked and readily shaped. In the consideration of the acceptability of a detergent bar composition designed for personal use on the hands, face, and body of the user, it is also necessary to consider objective factors, such as scum, dispersion, and soil removal with a multitude of subjective considerations such as the many personal considerations of feel, effect on the skin, and the like. Thus, new and novel detergent bar compositions are constantly being sought which are equal to or superior to the washing properties of the conventional coconut-tallow fatty acid soap blend and, at the same time, are equivalent or better than such soap in their physical characteristics, such as hardness, plasticity under pressure, workability, extrusion, film formation, solubility rate, reduced curd formation, re hardening after moisture, and the like.

OBJECTS OF THE INVENTION An object of the invention is to provide a detergent bar which possesses desirable physical characteristics. Another object of the invention is to provide a detergent bar which exhibits the excellent washing property characteristics of detergents while still possessing favorable appearance and processing properties of soap. Another object of the invention is to provide a detergent bar which functions equally well in hard water and soft water and which can be manufactured in suitable milled and plodded form. Other objects and advantages of the invention will become apparent to those skilled in the art from a study of the following detailed description and appended claims.

SUMMARY OF THE INVENTION A novel, satisfactory detergent bar is prepared from a mixture of about 10 to 15 weight percent of an alkali metal salt or a blended magnesium-alkali metal salt of a blend of a C to C acids derived from the oxidation of alcohols produced by the Guerbet reaction and from about 90 to weight percent of an alkali metal soap or a blended magnesium-alkali metal soap of a C to C fatty acid. More specifically, the alkali metal soap of the detergent bar is a sodium soap of a C -C fatty acid, or a blended magnesium-sodium soap of a C to C carbon fatty acid containing from about 25 to 40 weight percent magnesium soap constituent, and the alkali metal salt of the blend of C to C acids is the sodium salt or a blended magnesium-sodium salt. The detergent bar of the invention forms a plastic, cohesive mass from which a bar having a low slough loss, good lathering characteristics, and low wear can be produced. Moreover, the aforesaid mixtures can be shaped or pressed into a bar that has a pleasant feel on contact with the skin, is harmless to the human body, and is nonsticky.

DESCRIPTION OF THE PREFERRED EMBODIMENTS The preparation of a detergent bar containing a mixture of a metal soap of a C to C fatty acid wherein the metal constituent of the soap is an alkali metal, magnesium, and mixtures thereof, and a blend of C to C metal salts of acids derived from the oxidation of alcohols produced by the delayed reaction wherein the metal constituent of the salt is an alkali metal, magnesium, and mixtures thereof, produces a detergent bar having the desirable features of a toilet bar formed from the conventional blends of tallow and coconut oil fatty acids.

The alkali metal salts of the C to C fatty acids employed in the detergent bar of the present invention may be derived from any convenient source. The only criteria is that the C to C fatty acids be straight chain fatty acids. However, it is preferred ordinarily to use the alkali metal salts of C to C fatty acids derived from tallow. Desirable results have been obtained wherein the sodium salts or a mixture of sodium salt and magnesium slat of the C to C fatty acids derived from tallow are employed as one of the constituents of the composition employed to produce the detergent bar of the present invention.

The alkali metal salts or the blends of alkali metal salt and magnesium of C to C acids which are employed as the other constituent of the detergent bar composition of the present invention are derived from the oxidation of alcohols produced by the Guerbet reaction and the subsequent neutralization of the resulting acids. The process of neutralization of the acid components of both the C to C fatty acids and the blends of C to C acids produced by the oxidation of the product resulting from the Guerbet reaction are well known in the art and, in view of such, further detail is believed unnecessary.

The Guerbet reaction involves the dimerization of straight chain alcohols in the presence of an alkali or metallic catalyst to form a single molecule containing l-hydroxyl group. The resulting molecule has twice the number of carbon atoms as the original straight chain alcohol. The oxidation of the resulting alcohol thus produces the desired acids. The number of carbon atoms present in the resulting acid can be readily controlled by employing the proper straight chain alcohol or alcohols which are to be dimerized. However, we have found that the amount and type of acids derived from the oxidation of alcohols produced by the Guerbet reaction must be closely controlled in order to provide a detergent bar containing same which possesses satisfactory characteristics. For example, we have found that blends of alkali metal salt of magnesium alkali metal salts of C to C carbon acids derived from alcohols which are produced by the Guerbet reaction when incorporated into the alkali metal or magnesium alkali metal salt of tallow acid, commonly referred to as tallow soap, that the resulting composition can be readily plodded, milled, and shaped into a desirable detergent bar which has good lathering, and the advantages of conventional soap formed from the tallow-coconut oil fatty acid soaps. Further, we have found that it is necessary to restrict the chain lengths of the acids produced by the oxidation of the alcohols produced by the Guerbet reaction because branched C carbon acids and higher are not satisfactory for introduction into the composition due to the poor lathering properties of the resulting detergent bar.

We have unexpectedly found, however, that by employing a blend of n-hexanol and n-octanol as the straight chain alcohol to undergo dimerization and subsequent oxidation and neutralization a salt of a blend of C C and C salts was produced, which, when employed in the composition produces a very desirable detergent bar. It is preferred that the blend contains from about 25 to 65 weight percent of the C constituent, from about 37.5 to 17.5 weight percent of the C constituent, and from about 37.5 to 17.5 weight percent of the C constituent. Further, we have found that it is desirable to employ from about to weight percent of the blend described above with from about 85 to 90 weight percent of the salt of the tallow acid in order to produce a detergent bar having the required characteristics to produce good lathering, and appearance which is required of all toilet bars.

As previously stated, the toilet detergent bar of the present invention comprises from about 10 to 15 weight percent of salts of blends ofC to C acids derived from the oxidation of alcohols produced by the Guerbet reaction wherein the salts of the blends are selected from the group consisting of alkali metal salts, and blends of alkali metal salts and magnesium salts, and from about 90 to 85 weight percent of a salt ofa C to C fatty acid wherein the salts of the C to C fatty acids are also selected from the group consisting of alkali metal salts, and mixtures of alkali metal salts and magnesium salts. Desirable results, however, have been obtained wherein the salt for both constituents described above is the sodium salt of the blends of the C to C carbon acids and the sodium salt of the C to C fatty acids. The amounts of magnesium salt incorporated when the salt constituents are a mixture of magnesium and sodium salt must be carefully controlled in order to provide a resulting product which is not tacky and possesses the desirable foaming properties of the detergent bar. We have thus found that when employing a salt mixture of an alkali metal salt, such as sodium, and a magnesium salt it is necessary that the mixture contain about 25 to 40 weight percent magnesium salt in order to provide a composition which is not tacky and possesses the desirable foam characteristics, while at the same time preventing the problem of extreme brittleness in the resulting bar. However, if the amount of the magnesium constituent exceeds about 25 to 40 weight percent, one is faced with the problem of extreme brittleness of the resulting bar.

in order to further illustrate the detergent bar of the present invention the following specific examples are given. These ex- Example 1 Detergents bars were formed from blends of 12 to 16 carbon acids derived from the oxidation of the alcohol resulting from the dimerization of normal hexanol and normal octanol by the reaction known as the Guerbet reaction. The resulting blends contained the carbon atom distribution shown as follows:

Blend l Blend 2 C, acids 65 25 C acids 175 37.5 C acids 17.5 37.5

Each of blend 1 and blend 2 was then converted to the sodium soaps and the resulting soaps were added at both a 10 weight percent and 15 weight percent level to the sodium soap of tallow acid so as to form compositions which could be stamped into toilet bars. The toilet bars so produced were not tacky, stamped without mold release, and lathered as well as the conventional soap made from the slats of natural coconut oil acids and tallow acids. Further, the slough, i.e., the weight loss after removing soap softened from soaking in water, was essentially the same for the detergent bar of the present invention as for toilet bars employing the conventional blends of tallow and coconut oil fatty acid soaps. Thus, it is clearly evident that the sodium salts of the two blends described can be satisfactorily substituted for the costly coconut oil derived acids, while, at the same time, producing a detergent bar from a blend of tallow soap and the salts of blends of C to C acids which can be processed with ease, are not tacky and which possesses the desirable characteristics of the conventional toilet bars made from conventional coconut oil-tallow fatty acid soaps.

EXAMPLE 2 A number of detergent bars were made wherein the sodium soap of the tallow acid and the sodium soap of the blends of C to C acids were partially converted to a magnesium soap by blending in magnesium sulfate immediately after neutralization. Having a level of 20 weight percent magnesium-8O weight percent sodium soap the product was tacky and had unusually poor foaming characteristics. However, at 36 percent magnesium soap, the product was hard, more soaplike, and exhibited improved foaming characteristics. The bars made containing the mixed sodium and magnesium salts were harder than the percent sodium-containing detergent toilet bars. However, when controlling the amount of magnesium constituent present in the magnesium-sodium salt soaps within the range of about 25 to 40 weight percent magnesium soap produced a harder bar, while at the same time did not result in a brittle bar. Further, the resulting bar was more soaplike.

Therefore, it is clearly evident from the above description that detergent bars can be formed wherein the coconut oil fatty acids soaps are replaced by salts of blends of C to C acids derived by the oxidation of the reaction product formed by the Guerbet reaction without sacrificing the desirable properties of the toilet bars prepared from the conventional blends of tallow and coconut oil fatty acid soaps.

Having thus described the invention, we claim:

1. A toilet detergent bar consisting essentially of about 10 to 15 weight percent of salts of blends of C C and C acids derived from the oxidation of alcohols produced by the Guerbet reaction having the general formula:

(I 02H where p is an integer from 4 to 6; n is an integer from 6 to 8 and N+p is always equal to an even number, said blends consisting of about 30 to 70 percent of the C acids, from about 40 to 15 weight percent of the C acids and from about 40 to 15 weight percent of the C acids wherein said salts of said blends are selected from the group consisting of the sodium salts of said acids and blends of sodium and magnesium salts of said acids and from about 90 to 85 weight percent of a salt of a C, to C straight chain fatty acid wherein said salt of said C to C straight chain fatty acid is selected from the group consisting of the sodium salts of said acids and blends of the sodium and magnesium salts of said acids.

2 The toilet detergent bar of claim 1 wherein said salts of blends of said C C and C acids and said salts of said C to C straight chain fatty acids are the sodium salt or a blended magnesium-sodium salt of said acids containing from about 25 to 40 weight percent magnesium salt.

3. The toilet detergent bar of claim 2 wherein said magnesium salt is present in an amount of about 36 weight percent.

4. The toilet detergent bar of claim 1 wherein said blend of C C and C acids contains about 65 weight percent C acids, about 17.5 weight percent C acids and about 17.5 weight percent C acids and said salt of said acid is a sodium salt.

5. The toilet detergent bar of claim 1 wherein said blend of said C C and C carbon acids contains about 25 weight percent C acid, about 37.5 weight percent C acid and about 37.5 weight percent C acid and said salt of said acid is a sodium salt.

Claims (4)

  1. 2. The toilet detergent bar of claim 1 wherein said salts of blends of said C12, C14 and C16 acids and said salts of said C16 to C18 straight chain fatty acids are the sodium salt or a blended magnesium-sodium salt of said acids containing from about 25 to 40 weight percent magnesium salt.
  2. 3. The toilet detergent bar of claim 2 wherein said magnesium salt is present in an amount of about 36 weight percent.
  3. 4. The toilet detergent bar of claim 1 wherein said blend of C12, C14 and C16 acids contains about 65 weight percent C12 acids, about 17.5 weight percent C14 acids and about 17.5 weight percent C16 acids and said salt of said acid is a sodium salt.
  4. 5. The toilet detergent bar of claim 1 wherein said blend of said C12, C14 and C16 carbon acids contains about 25 weight percent C12 acid, about 37.5 weight percent C14 acid and about 37.5 weight percent C16 acid and said salt of said acid is a sodium salt.
US3607761A 1968-12-09 1968-12-09 Soap bars containing salts of fatty acids derived from the guerbet reaction Expired - Lifetime US3607761A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US78241668 true 1968-12-09 1968-12-09

Publications (1)

Publication Number Publication Date
US3607761A true US3607761A (en) 1971-09-21

Family

ID=25125987

Family Applications (1)

Application Number Title Priority Date Filing Date
US3607761A Expired - Lifetime US3607761A (en) 1968-12-09 1968-12-09 Soap bars containing salts of fatty acids derived from the guerbet reaction

Country Status (1)

Country Link
US (1) US3607761A (en)

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3793214A (en) * 1971-10-22 1974-02-19 Avon Prod Inc Transparent soap composition
US3844951A (en) * 1970-01-14 1974-10-29 Henkel & Cie Gmbh Detergent compositions containing a textile softener
US4741853A (en) * 1986-02-12 1988-05-03 Lever Brothers Company Solid bleaching block
EP0296431A2 (en) * 1987-06-25 1988-12-28 Kao Corporation Use of a branched carboxylic acid as additive for an alkaline detergent composition for cleaning metallic articles in an electrolytic cleaning operation
WO1994009107A1 (en) * 1992-10-13 1994-04-28 The Procter & Gamble Company Personal cleansing bar
US5417869A (en) * 1989-11-27 1995-05-23 Mobil Oil Corporation Surfactants and cutting oil formulations using these surfactants which resist microbial degradation
US5489393A (en) * 1993-09-09 1996-02-06 The Procter & Gamble Company High sudsing detergent with n-alkoxy polyhydroxy fatty acid amide and secondary carboxylate surfactants
US5500150A (en) * 1993-09-09 1996-03-19 The Procter & Gamble Company Solidified detergent additive with n-alkoxy polyhydroxy fatty acid amide and alkoxylated surfactant
US5510049A (en) * 1993-09-09 1996-04-23 The Procter & Gamble Company Bar composition with N-alkoxy or N-aryloxy polyhydroxy fatty acid amide surfactant
US5736503A (en) * 1992-11-30 1998-04-07 The Procter & Gamble Company High sudsing detergent compositions with specially selected soaps
US20060245822A1 (en) * 2005-04-27 2006-11-02 Lockhart Gregory L Ring binder cover
US20070085447A1 (en) * 2005-10-18 2007-04-19 Larson John D Iii Acoustic galvanic isolator incorporating single insulated decoupled stacked bulk acoustic resonator with acoustically-resonant electrical insulator
US7358831B2 (en) 2003-10-30 2008-04-15 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Film bulk acoustic resonator (FBAR) devices with simplified packaging
US7369013B2 (en) 2005-04-06 2008-05-06 Avago Technologies Wireless Ip Pte Ltd Acoustic resonator performance enhancement using filled recessed region
US7367095B2 (en) 2003-10-30 2008-05-06 Avago Technologies General Ip Pte Ltd Method of making an acoustically coupled transformer
US7388455B2 (en) 2003-10-30 2008-06-17 Avago Technologies Wireless Ip Pte Ltd Film acoustically-coupled transformer with increased common mode rejection
US7391285B2 (en) 2003-10-30 2008-06-24 Avago Technologies Wireless Ip Pte Ltd Film acoustically-coupled transformer
US7424772B2 (en) 2003-10-30 2008-09-16 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Stacked bulk acoustic resonator band-pass filter with controllable pass bandwidth
US7629865B2 (en) 2006-05-31 2009-12-08 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Piezoelectric resonator structures and electrical filters
US7675390B2 (en) 2005-10-18 2010-03-09 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Acoustic galvanic isolator incorporating single decoupled stacked bulk acoustic resonator
US7791435B2 (en) 2007-09-28 2010-09-07 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Single stack coupled resonators having differential output

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3844951A (en) * 1970-01-14 1974-10-29 Henkel & Cie Gmbh Detergent compositions containing a textile softener
US3793214A (en) * 1971-10-22 1974-02-19 Avon Prod Inc Transparent soap composition
US3926828A (en) * 1971-10-22 1975-12-16 Avon Prod Inc Method of making transparent soap bars
US4741853A (en) * 1986-02-12 1988-05-03 Lever Brothers Company Solid bleaching block
EP0296431A2 (en) * 1987-06-25 1988-12-28 Kao Corporation Use of a branched carboxylic acid as additive for an alkaline detergent composition for cleaning metallic articles in an electrolytic cleaning operation
EP0296431A3 (en) * 1987-06-25 1990-12-05 Kao Corporation Use of a branched carboxylic acid as additive for an alkaline detergent composition for cleaning metallic articles in an electrolytic cleaning operation
US5417869A (en) * 1989-11-27 1995-05-23 Mobil Oil Corporation Surfactants and cutting oil formulations using these surfactants which resist microbial degradation
WO1994009107A1 (en) * 1992-10-13 1994-04-28 The Procter & Gamble Company Personal cleansing bar
US5736503A (en) * 1992-11-30 1998-04-07 The Procter & Gamble Company High sudsing detergent compositions with specially selected soaps
US5489393A (en) * 1993-09-09 1996-02-06 The Procter & Gamble Company High sudsing detergent with n-alkoxy polyhydroxy fatty acid amide and secondary carboxylate surfactants
US5500150A (en) * 1993-09-09 1996-03-19 The Procter & Gamble Company Solidified detergent additive with n-alkoxy polyhydroxy fatty acid amide and alkoxylated surfactant
US5510049A (en) * 1993-09-09 1996-04-23 The Procter & Gamble Company Bar composition with N-alkoxy or N-aryloxy polyhydroxy fatty acid amide surfactant
US7408428B2 (en) 2003-10-30 2008-08-05 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Temperature-compensated film bulk acoustic resonator (FBAR) devices
US7424772B2 (en) 2003-10-30 2008-09-16 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Stacked bulk acoustic resonator band-pass filter with controllable pass bandwidth
US7358831B2 (en) 2003-10-30 2008-04-15 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Film bulk acoustic resonator (FBAR) devices with simplified packaging
US7388455B2 (en) 2003-10-30 2008-06-17 Avago Technologies Wireless Ip Pte Ltd Film acoustically-coupled transformer with increased common mode rejection
US7367095B2 (en) 2003-10-30 2008-05-06 Avago Technologies General Ip Pte Ltd Method of making an acoustically coupled transformer
US7391285B2 (en) 2003-10-30 2008-06-24 Avago Technologies Wireless Ip Pte Ltd Film acoustically-coupled transformer
US7369013B2 (en) 2005-04-06 2008-05-06 Avago Technologies Wireless Ip Pte Ltd Acoustic resonator performance enhancement using filled recessed region
US20060245822A1 (en) * 2005-04-27 2006-11-02 Lockhart Gregory L Ring binder cover
US7425787B2 (en) 2005-10-18 2008-09-16 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Acoustic galvanic isolator incorporating single insulated decoupled stacked bulk acoustic resonator with acoustically-resonant electrical insulator
US20070085447A1 (en) * 2005-10-18 2007-04-19 Larson John D Iii Acoustic galvanic isolator incorporating single insulated decoupled stacked bulk acoustic resonator with acoustically-resonant electrical insulator
US7675390B2 (en) 2005-10-18 2010-03-09 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Acoustic galvanic isolator incorporating single decoupled stacked bulk acoustic resonator
US7629865B2 (en) 2006-05-31 2009-12-08 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Piezoelectric resonator structures and electrical filters
US7791435B2 (en) 2007-09-28 2010-09-07 Avago Technologies Wireless Ip (Singapore) Pte. Ltd. Single stack coupled resonators having differential output

Similar Documents

Publication Publication Date Title
US3326808A (en) Antiseptic detergent composition
US3247121A (en) Washing composition
US5225097A (en) Skin pH freezer bar and process
US5925603A (en) Stable liquid delivery system for acyl isethionates
US5227086A (en) Framed skin pH cleansing bar
US4695395A (en) Cleaning compositions with skin protection agents
US5520840A (en) Detergent bars comprising water soluble starches
US4985170A (en) In beta-phase bar form containing soap, high HLB nonionic surfactant, and water-soluble polymer
US3576749A (en) Soap toilet bars having improved smear characteristics
US4808322A (en) Skin cleansing-cream conditioning bar
US4387040A (en) Liquid toilet soap
US4338211A (en) Liquid surfactant skin cleanser with lather boosters
US5202048A (en) Personal cleansing product with odor compatible bulky amine cationic polymer with reduced odor characteristics
US4941990A (en) Skin cleansing-cream conditioning bar
US6255265B1 (en) Low synthetic soap bars comprising organic salts and polyalkylene glycol
US3376229A (en) Synthetic detergent bar
US4663070A (en) Process for preparing soap-acyl isethionate toilet bars
US3223647A (en) Mild detergent compositions
US4874538A (en) Toilet soap bar compositions containing water soluble polymers
US5264145A (en) Personal cleansing freezer bar with selected fatty acid soaps and synthetic surfactant for reduced bathtub ring, improved mildness, and good lather
US2374187A (en) Detergent composition
US4234464A (en) Detergent bar composition and binder therefor
US4198311A (en) Skin conditioning toilet bar
US5264144A (en) Freezer personal cleansing bar with selected fatty acid soaps for improved mildness and good lather
US2894912A (en) Isethionate detergent bar

Legal Events

Date Code Title Description
AS Assignment

Owner name: VISTA CHEMICAL COMPANY, 15990 NORTH BARKERS LANDIN

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST. SUBJECT TO TERMS OF AGREEMENT DATED JUNE 26,1984;ASSIGNOR:CONOCO INC.;REEL/FRAME:004349/0285

Effective date: 19840720