CA1120820A - Pine oil cleaner disinfectant compositions containing quaternary ammonium compound - Google Patents
Pine oil cleaner disinfectant compositions containing quaternary ammonium compoundInfo
- Publication number
- CA1120820A CA1120820A CA000324946A CA324946A CA1120820A CA 1120820 A CA1120820 A CA 1120820A CA 000324946 A CA000324946 A CA 000324946A CA 324946 A CA324946 A CA 324946A CA 1120820 A CA1120820 A CA 1120820A
- Authority
- CA
- Canada
- Prior art keywords
- percent
- weight
- quaternary ammonium
- pine oil
- moles
- 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
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- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Detergent Compositions (AREA)
- Non-Volatile Memory (AREA)
- Read Only Memory (AREA)
Abstract
ABSTRACT OF THE DISCLOSURE
Pine oil, cleaner disinfectant compositions, comprising pine oil having a minimum of 50% terpene alcohols, a nonionic surface active agent, a quaternary ammonium compound, isopropanol, and water.
Pine oil, cleaner disinfectant compositions, comprising pine oil having a minimum of 50% terpene alcohols, a nonionic surface active agent, a quaternary ammonium compound, isopropanol, and water.
Description
Pine oil compositions axe well-known as cleansing agents fox a wide ~7ariety of surfaces; see Pine Oil Formular~7, Section B, Pine and Paper Chemicals Department, Hercules, Inc., p. 13 - 42. Although pine oil compositions are known which are acti~7e against both gram-positi~7e and gram-negative micxoorganisms, improvements in both efficacy and consumer aesthetics are desired. Pine oil formulations heretofore have used pine oil containing a m mimum of about 80% terpene alcohols, typically about 85 - 90% terp,ene alcohols, and by the addition of a suitable nonionic sux-face active agent and a suitable quate m ary ammonium compoNnd, such compo-sitions have been efficacious. However, efficacy against both gram-positive and gram-negati~7e microorganisms using pine oil with low terpene alcohol, e.g., minimum 50% terpene alcohols, has not been demonstrated.
m e present invention provides pine oil compositions oomprising pine oil having a minimum of 50% terpene aloohols, a nonionic surface active agent, a particular quate mary ammonium oompound, isopropanol, and water.
MDre particulaxly, the present invention relates to a cleansing agent oomposition oonsisting essentially of (1) about 5 to 30 peroent by weight of pine oil oontaining at least about 50 percent terpene aloohols;
m e present invention provides pine oil compositions oomprising pine oil having a minimum of 50% terpene aloohols, a nonionic surface active agent, a particular quate mary ammonium oompound, isopropanol, and water.
MDre particulaxly, the present invention relates to a cleansing agent oomposition oonsisting essentially of (1) about 5 to 30 peroent by weight of pine oil oontaining at least about 50 percent terpene aloohols;
(2) about 1 to 20 percent by weight of a nonionic surface active agent select-ed fron lineax prim~y (C12 to C18) aloohols ethoxylated with about 7 to 15 moles of ethylene oxide and ethoxylated aIkyl phenols with about 7 to 18 moles of ethylene oxide; (3) about 1.5 to 5 percent by weight of a quaternary ammDnium oompound selected from diaLkyldimethylamm~nium chlorides wherein the aIkyl groups are identical or different and contain from 8 to 12 carbon atoms; (4) ethanol or i~opropanol; and (5) water.
m e main component of the pine oil is alpha terpineol along with other co~ponents, terpene diols and terpene hydrocarbons. For use in the present invention, terpene aloohol content is at least about 50%.
me amount of pine oil used in the oompositions of the invention ranges from about 5 to 30 peroent by weight, preferably about 20 percent by weight.
0t320 The nonionic surface active agents used in combination with the quaternary ammonium compounds described hereinbelow are selected from linear pirmary alcohols ~C12 to C18) ethoxylated with from 7 to 15 moles of ethylene oxide and ethoxylated alkyl phenols ranging from 7 to 1~ moles of ethylene oxide. Such com-pounds include Neodol 25-9 and Neodol 25-12 (Shell Chemical Co.), Alfonic 1218-70 (Conoco Chemicals Co.), and Igepal C0-7-30 (GAF Corp.). The amount of nonionic surface active agent used ranges from about 1 to 20 percent by weight, preferably about 2 to 15 percent by weight.
The quaternary ammonium compound used in combination with the above described nonionic surface active agents are selected from dialkyldimethylammonium chlorides wherein the alkyl group contains from 8 to 12 carbon atoms. The dialkyl quaternary ammonium compounds may be symmetrical or assymmetrical, that is the long alkyl groups may be identical or different. A commerc-ially available suitable quaternary ammonium compound for the invention is Bardac 20, a mixture of 25% dioctyldimethylammonium chloride, 25% didecyldimethylammonium chloride, and 50% octyl-decyldimethylammonium chloride.
The amount of quaternary ammonium compound used will range from about 1.5 to 5 percent by weight, preferably about 2-3 percent by weight.
The compositions also contain 10 to 20 percent by weight of a lower aliphatic alcohol. The alcohol may preferably be iso-propanol in an amount of about 15-16 percent by weight. The re-mainder of the composition is water. Of course small amounts of dyes and/or brighteners, etc. may be included without departing from the scope of the invention.
i~Z0~320 When diluted with water, the compositions form a white, milky emulsion. In use a dilution of about 2 ounces/gallon of water i9 practical (dilution range approximately 1:64). Thus, the quaternary content of the end use diluted composition should be adequate to provide minimum of 200 parts per million of active quaternary compound.
The efficacy of the compositions may be determined par-ticularly with respect to their action vs. gram-positive and gram-negative bacteria by conventional methods, e.g., "Disinfec-tants--Use Dilution Method" A.O.A.C. Official Final Action, p 61, 11th Ed., 1970, using Salmonella choleraesuis, Staphylococcus aureus and E. coli.
`~
Example 1 A formulation is prepared using the following materials:
Parts by Weight Pine Oil( ~% minimum terpene alcohols) 20.0 Neodol 25-9* 10.0 BTC 2125** (50~) 4-5 Isopropanol 16.0 Dyes 0'034 Water q.s.
*Shell Chemical Co. Ethoxylated mixture of normal and 2-methyl branched primary C12 - C15 fatty alcohols with an average of 9 moles of ethylene oxide.
` **Onyx Chemical Co. Mixture of:
50% n~alkyldimethylbenzylammonium chloride (C14-C18 alkyl) 50~ n-alkyldimethylethylbenzylammonium chloride (C12 C18 alkyl) Using the A.O.A.C. Use Dilution Method, A.O.A.C. Offi-cial Final Action, p 61, 11th Ed., 1970, the formulation shows efficacy (59-60 /60) in 42% of the samples against staphylococcus aureus when diluted 1:64 with water.
Note: Results are given in figures represented by X /X where X indicates no growth of bacteria in the indicated number of ` tubes and X is the total number of tubes.
11'~01~20 Example 2 A formulation is prepared using the following materials:
Parts by Weight Pine Oil (50% minimum terpene alcohols) 20.0 Neodol 25-9* 10.0 Bardac 20** (50%) 4.5 Isopropanol 16.0 Dyes 0 034 Water q.s.
*Shell Chemical Co. (See Example 1) **Lonza Chemical Co. Mixture of: 25% Dioctyldimethyl-ammonium chloride; 25% Didecyldimethylammonium chloride and 50% Octyldecyldimethylammonium chloride.
. _ .. . .
Using the A.O.A.C Use Dilution Method, A.O.A.C. Offi-cial Final Action, p 61, 11th Ed., 1970, the formulation shows efficacy (59-60 /60) in 95% of the samples against the following microorganisms when diluted 1:64 with water:
Staphylococcus aureus Salmonella choleraesuis E. ~oli It will be apparent from Examples 1 and 2 that a greatly enhanced efficacy is obtained by the use of the dialkyl-dimethyl quaternary ammonium compounds over the quaternary having only one long a]kyl group.
m e main component of the pine oil is alpha terpineol along with other co~ponents, terpene diols and terpene hydrocarbons. For use in the present invention, terpene aloohol content is at least about 50%.
me amount of pine oil used in the oompositions of the invention ranges from about 5 to 30 peroent by weight, preferably about 20 percent by weight.
0t320 The nonionic surface active agents used in combination with the quaternary ammonium compounds described hereinbelow are selected from linear pirmary alcohols ~C12 to C18) ethoxylated with from 7 to 15 moles of ethylene oxide and ethoxylated alkyl phenols ranging from 7 to 1~ moles of ethylene oxide. Such com-pounds include Neodol 25-9 and Neodol 25-12 (Shell Chemical Co.), Alfonic 1218-70 (Conoco Chemicals Co.), and Igepal C0-7-30 (GAF Corp.). The amount of nonionic surface active agent used ranges from about 1 to 20 percent by weight, preferably about 2 to 15 percent by weight.
The quaternary ammonium compound used in combination with the above described nonionic surface active agents are selected from dialkyldimethylammonium chlorides wherein the alkyl group contains from 8 to 12 carbon atoms. The dialkyl quaternary ammonium compounds may be symmetrical or assymmetrical, that is the long alkyl groups may be identical or different. A commerc-ially available suitable quaternary ammonium compound for the invention is Bardac 20, a mixture of 25% dioctyldimethylammonium chloride, 25% didecyldimethylammonium chloride, and 50% octyl-decyldimethylammonium chloride.
The amount of quaternary ammonium compound used will range from about 1.5 to 5 percent by weight, preferably about 2-3 percent by weight.
The compositions also contain 10 to 20 percent by weight of a lower aliphatic alcohol. The alcohol may preferably be iso-propanol in an amount of about 15-16 percent by weight. The re-mainder of the composition is water. Of course small amounts of dyes and/or brighteners, etc. may be included without departing from the scope of the invention.
i~Z0~320 When diluted with water, the compositions form a white, milky emulsion. In use a dilution of about 2 ounces/gallon of water i9 practical (dilution range approximately 1:64). Thus, the quaternary content of the end use diluted composition should be adequate to provide minimum of 200 parts per million of active quaternary compound.
The efficacy of the compositions may be determined par-ticularly with respect to their action vs. gram-positive and gram-negative bacteria by conventional methods, e.g., "Disinfec-tants--Use Dilution Method" A.O.A.C. Official Final Action, p 61, 11th Ed., 1970, using Salmonella choleraesuis, Staphylococcus aureus and E. coli.
`~
Example 1 A formulation is prepared using the following materials:
Parts by Weight Pine Oil( ~% minimum terpene alcohols) 20.0 Neodol 25-9* 10.0 BTC 2125** (50~) 4-5 Isopropanol 16.0 Dyes 0'034 Water q.s.
*Shell Chemical Co. Ethoxylated mixture of normal and 2-methyl branched primary C12 - C15 fatty alcohols with an average of 9 moles of ethylene oxide.
` **Onyx Chemical Co. Mixture of:
50% n~alkyldimethylbenzylammonium chloride (C14-C18 alkyl) 50~ n-alkyldimethylethylbenzylammonium chloride (C12 C18 alkyl) Using the A.O.A.C. Use Dilution Method, A.O.A.C. Offi-cial Final Action, p 61, 11th Ed., 1970, the formulation shows efficacy (59-60 /60) in 42% of the samples against staphylococcus aureus when diluted 1:64 with water.
Note: Results are given in figures represented by X /X where X indicates no growth of bacteria in the indicated number of ` tubes and X is the total number of tubes.
11'~01~20 Example 2 A formulation is prepared using the following materials:
Parts by Weight Pine Oil (50% minimum terpene alcohols) 20.0 Neodol 25-9* 10.0 Bardac 20** (50%) 4.5 Isopropanol 16.0 Dyes 0 034 Water q.s.
*Shell Chemical Co. (See Example 1) **Lonza Chemical Co. Mixture of: 25% Dioctyldimethyl-ammonium chloride; 25% Didecyldimethylammonium chloride and 50% Octyldecyldimethylammonium chloride.
. _ .. . .
Using the A.O.A.C Use Dilution Method, A.O.A.C. Offi-cial Final Action, p 61, 11th Ed., 1970, the formulation shows efficacy (59-60 /60) in 95% of the samples against the following microorganisms when diluted 1:64 with water:
Staphylococcus aureus Salmonella choleraesuis E. ~oli It will be apparent from Examples 1 and 2 that a greatly enhanced efficacy is obtained by the use of the dialkyl-dimethyl quaternary ammonium compounds over the quaternary having only one long a]kyl group.
Claims (4)
1. A cleansing agent composition consisting essen-tially of (1) about 5 to 30 percent by weight of pine oil con-taining at least about 50 percent terpene alcohols; (2) about 1 to 20 percent by weight of a nonionic surface active agent selected from linear primary (C12 to C18) alcohols ethoxylated with about 7 to 15 moles of ethylene oxide and ethoxylated alkyl phenols with about 7 to 18 moles of ethylene oxide; (3) about 1.5 to 5 percent by weight of a quaternary ammonium compound selected from dialkyldimethylammonium chlorides wherein the alkyl groups are identical or different and contain from 8 to 12 carbon atoms; (4) ethanol or isopropanol; and (5) water.
2. The composition of claim 1 wherein the nonionic surface active agent is a mixture of normal and 2-methyl branched primary alcohols containing 12 to 15 carbon atoms ethoxylated with an average of 9 moles of ethylene oxide.
3. The composition of claim 1 wherein the quaternary ammonium compound is a mixture of dioctyl-, didecyl- and octyl-decyl- dimethylammonium chlorides.
4. A cleansing agent composition consisting essen-tially of (1) about 10 to 30 percent by weight of pine oil con-taining at least about 50 percent terpene alcohols; (2) about 2 to 15 percent by weight of a nonionic surface active agent selected from linear primary (C12 to C18) alcohols ethoxylated with about 7 to 15 moles of ethylene oxide and ethoxylated alkyl phenols with about 7 to 18 moles ethylene oxide; (3) about 2 to 3 percent by weight of a quaternary ammonium selected from dialkyldimethylammonium chlorides wherein the alkyl groups are identical or different and contain from 8 to 12 carbon atoms;
(4) 10 to 20 weight percent ethanol or isopropanol; and (5) water.
(4) 10 to 20 weight percent ethanol or isopropanol; and (5) water.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US92002978A | 1978-06-28 | 1978-06-28 | |
| US920,029 | 1978-06-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1120820A true CA1120820A (en) | 1982-03-30 |
Family
ID=25443038
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000324946A Expired CA1120820A (en) | 1978-06-28 | 1979-04-05 | Pine oil cleaner disinfectant compositions containing quaternary ammonium compound |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS558099A (en) |
| CA (1) | CA1120820A (en) |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2601850A1 (en) * | 1986-07-25 | 1988-01-29 | Garcin Francoise | ANTISEPTIC COMPOSITION INCORPORATING ESSENTIAL OILS. |
| US4867898A (en) * | 1987-03-23 | 1989-09-19 | American Cyanamid Company | Broad spectrum antimicrobial system for hard surface cleaners |
| US5156760A (en) * | 1990-06-25 | 1992-10-20 | Marchemco, Inc. | Surface cleaning compositions |
| US5213624A (en) * | 1991-07-19 | 1993-05-25 | Ppg Industries, Inc. | Terpene-base microemulsion cleaning composition |
| FR2727290A1 (en) * | 1994-11-30 | 1996-05-31 | Derives Resiniques Terpenique | USE OF A COMBINATION OF TERPENIC ALCOHOL AND NON-BACTERICIDAL SURFACTANT AS A BACTERICIDE MIXTURE AND COMPOSITION THEREOF |
| US5591708A (en) * | 1995-08-04 | 1997-01-07 | Reckitt & Colman Inc. | Pine oil hard surface cleaning compositions |
| GB2304115A (en) * | 1995-08-04 | 1997-03-12 | Reckitt & Colman Inc | Pine oil hard surface cleaning compositions |
| WO1997018285A1 (en) * | 1995-11-14 | 1997-05-22 | Reckitt & Colman Inc. | Improved compositions containing organic compounds |
| GB2307915A (en) * | 1995-11-14 | 1997-06-11 | Reckitt & Colman Inc | Pine oil type cleaning compositions |
| US5728672A (en) * | 1995-08-04 | 1998-03-17 | Reckitt & Colman Inc. | Pine oil hard surface cleaning compositions |
| WO1998030665A1 (en) * | 1997-01-06 | 1998-07-16 | Reckitt & Colman Inc. | Improved blooming type disinfecting cleaning compositions |
| WO1998051770A1 (en) * | 1997-05-12 | 1998-11-19 | Exxon Chemical Patents Inc. | Cleaning composition containing pine oil extenders |
| US5939461A (en) * | 1994-08-16 | 1999-08-17 | Lever Brothers Company | Disinfecting composition |
| US5985819A (en) * | 1995-11-14 | 1999-11-16 | Reckitt & Colman Inc. | Blooming pine oil containing compositions |
| US6319958B1 (en) | 1998-06-22 | 2001-11-20 | Wisconsin Alumni Research Foundation | Method of sensitizing microbial cells to antimicrobial compound |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59157159A (en) * | 1983-02-25 | 1984-09-06 | Dainippon Ink & Chem Inc | Coating resin composition |
-
1979
- 1979-04-05 CA CA000324946A patent/CA1120820A/en not_active Expired
- 1979-06-29 JP JP8157479A patent/JPS558099A/en active Pending
Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1988000795A1 (en) * | 1986-07-25 | 1988-02-11 | Garcin Francoise | Antiseptic composition incorporating essential oils |
| FR2601850A1 (en) * | 1986-07-25 | 1988-01-29 | Garcin Francoise | ANTISEPTIC COMPOSITION INCORPORATING ESSENTIAL OILS. |
| US4867898A (en) * | 1987-03-23 | 1989-09-19 | American Cyanamid Company | Broad spectrum antimicrobial system for hard surface cleaners |
| US5156760A (en) * | 1990-06-25 | 1992-10-20 | Marchemco, Inc. | Surface cleaning compositions |
| US5213624A (en) * | 1991-07-19 | 1993-05-25 | Ppg Industries, Inc. | Terpene-base microemulsion cleaning composition |
| US5939461A (en) * | 1994-08-16 | 1999-08-17 | Lever Brothers Company | Disinfecting composition |
| FR2727290A1 (en) * | 1994-11-30 | 1996-05-31 | Derives Resiniques Terpenique | USE OF A COMBINATION OF TERPENIC ALCOHOL AND NON-BACTERICIDAL SURFACTANT AS A BACTERICIDE MIXTURE AND COMPOSITION THEREOF |
| WO1996016549A1 (en) * | 1994-11-30 | 1996-06-06 | Action Pin | Use of a combination of a terpene alcohol and a non-bactericidal surfactant as a bactericidal mixture, and resulting composition |
| GB2304115B (en) * | 1995-08-04 | 1999-08-25 | Reckitt & Colman Inc | Pine oil hard surface cleaning compositions |
| US5728672A (en) * | 1995-08-04 | 1998-03-17 | Reckitt & Colman Inc. | Pine oil hard surface cleaning compositions |
| US5591708A (en) * | 1995-08-04 | 1997-01-07 | Reckitt & Colman Inc. | Pine oil hard surface cleaning compositions |
| GB2304115A (en) * | 1995-08-04 | 1997-03-12 | Reckitt & Colman Inc | Pine oil hard surface cleaning compositions |
| GB2304111A (en) * | 1995-08-04 | 1997-03-12 | Reckitt & Colman Inc | Pine oil cleaning composition |
| GB2307915B (en) * | 1995-11-14 | 1997-11-05 | Reckitt & Colman Inc | Improved compositions containing organic compounds |
| AU704724B2 (en) * | 1995-11-14 | 1999-04-29 | Reckitt Benckiser Inc. | Improved compositions containing organic compounds |
| GB2307915A (en) * | 1995-11-14 | 1997-06-11 | Reckitt & Colman Inc | Pine oil type cleaning compositions |
| WO1997018285A1 (en) * | 1995-11-14 | 1997-05-22 | Reckitt & Colman Inc. | Improved compositions containing organic compounds |
| US5985819A (en) * | 1995-11-14 | 1999-11-16 | Reckitt & Colman Inc. | Blooming pine oil containing compositions |
| WO1998030665A1 (en) * | 1997-01-06 | 1998-07-16 | Reckitt & Colman Inc. | Improved blooming type disinfecting cleaning compositions |
| US6030936A (en) * | 1997-01-06 | 2000-02-29 | Reckitt & Colman Inc. | Blooming type disinfecting cleaning compositions |
| AU731818B2 (en) * | 1997-01-06 | 2001-04-05 | Reckitt Benckiser Inc. | Improved blooming type disinfecting cleaning compositions |
| WO1998051770A1 (en) * | 1997-05-12 | 1998-11-19 | Exxon Chemical Patents Inc. | Cleaning composition containing pine oil extenders |
| US6010998A (en) * | 1997-05-12 | 2000-01-04 | Exxon Chemical Patents, Inc. | Cleaning composition containing pine oil extenders |
| US6319958B1 (en) | 1998-06-22 | 2001-11-20 | Wisconsin Alumni Research Foundation | Method of sensitizing microbial cells to antimicrobial compound |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS558099A (en) | 1980-01-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |