AU633166B2 - Use of aminoxides as antistatic agents - Google Patents
Use of aminoxides as antistatic agents Download PDFInfo
- Publication number
- AU633166B2 AU633166B2 AU68067/90A AU6806790A AU633166B2 AU 633166 B2 AU633166 B2 AU 633166B2 AU 68067/90 A AU68067/90 A AU 68067/90A AU 6806790 A AU6806790 A AU 6806790A AU 633166 B2 AU633166 B2 AU 633166B2
- Authority
- AU
- Australia
- Prior art keywords
- aminoxide
- aromox
- carbon atoms
- antistatic composition
- weight
- 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.)
- Ceased
Links
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 title claims description 19
- 239000002216 antistatic agent Substances 0.000 title description 12
- 239000000203 mixture Substances 0.000 claims description 22
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- -1 alkyl aminoxide Chemical compound 0.000 claims description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229920002545 silicone oil Polymers 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims 2
- 239000004744 fabric Substances 0.000 description 28
- 229920000728 polyester Polymers 0.000 description 10
- 238000005406 washing Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 101100194706 Mus musculus Arhgap32 gene Proteins 0.000 description 1
- HSOKJTAWWUMYPV-UHFFFAOYSA-N N-(2-methylpentadecan-2-yl)hydroxylamine Chemical compound CCCCCCCCCCCCCC(C)(C)NO HSOKJTAWWUMYPV-UHFFFAOYSA-N 0.000 description 1
- 101100194707 Xenopus laevis arhgap32 gene Proteins 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- HBBCCFNWKGYQQK-UHFFFAOYSA-N hydroxylamine propan-2-ol Chemical compound NO.CC(C)O HBBCCFNWKGYQQK-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/144—Alcohols; Metal alcoholates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/388—Amine oxides
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
AUSTRALIA 6 PATENTS ACT 1952 Form COMPLETE SPECIFICATION
(ORIGINAL)
FOR OFFICE USE Short Title: Int. Cl: Application Number: Lodged: Complete Specification-Lodged: Accepted: Lapsed: Published: S. Priority: Related Art: TO BE COMPLETED BY APPLICANT Name of Applicant: UNILEVER PLC Address of Applicant: UNILEVER HOUSE
BLACKFRIARS
LONDON EC4
ENGLAND
Actual Inventor: Address for Service: GRIFFITH HACK CO., 601 St. Kilda Road, 5 Melbourne, Victoria 3004, Australia.
*ee Complete Specification for the invention entitled: USE OF AMINOXIDES AS ANTISTATIC AGENTS.
The following statement is a full description of this invention including the best method of performing it known to me:- II_. i. i i C7221 (R) USE OF AMINOXIDES AS ANTISTATIC AGENTS The present invention relates to antistatic compositions and their use in reducing the propensity of fabrics to accumulate electrostatic charges. More in particular, it relates to the use of aminoxides as antistatic agents on fabrics which comprise polyester.
Many types of fabric have a tendency to accumulate electrical charges. Clothes which are manufactured using such fabrics are then likely to become carriers of electrostatic charges.
This is unpleasant fo-. the person who is wearing the 15 clothing, as the m'utual attraction of oppositely charged ~surfaces may lead Lo lead to clinging of the clothing to the body and to undergarments. Furthermore, static charges may contribute to the soiling of garments, draperies and other eas textile products by attracting oppositely charged particles of dust and dirt from the atmosphere onto the charged fabric.
The generation of electrostatic charges on fabrics is also undesirable in manufacturing processes of sheets, films, :25 filaments, etc, as the charges tend to cause the articles to cling together or to the processing equipment. Electrostatic S" charges are particularly dangerous in the manufacturing process of integrated circuits, especially of the MOS-type, as these may be irreversibly damaged by such charges. It is S 30 therefore essential that the protective clothing which is worn by the laborers in this branch of industry is treated in such way that accumulation of electrostatic charges is prevented or effectively reduced.
In order to reduce the propensity of fabrics to accumulate electrostatic charges it is known to provide the fabric with a finish of substances which have a high conductivity, such as quaternary ammonium compounds. Such antistatic agents may i iii C~L_ 2 C7221 (R) be added to the fabric in the rinse cycle of the fabric washing process and may provide a surface resistivity in the order of 109 ohm/square.
However, it was found that the use of quaternary ammonium compounds as antistatic agents for fa'rics may lead to serious chemical damage to the fabric upon repeated washing, especially if the fabric comprises polyester. This damage was found to increase with the amount of quaternary ammonium compound used, such that a compromise must be made between an effective antistatic treatment and an economically acceptable amount of damage to the protective clothing.
We have now found that this damage may be reduced or 15 obviated when an aminoxide is used for reducing the propensity of fabrics to accumulate electrostatic charges.
According to a first aspect, the present invention relates to the use of aminoxides for reducing the propensity of fabrics *to accumulate electrostatic charges, especially when the fabrics comprise polyester.
According to a second aspect, the invention provides an aqueous antistatic composition comprising 10 80 by :25 weight of an aminoxide and 2.5 20 by weight of a lower alkanol.
According to third aspect of the present invention, there is provided a method for reducing the propensity of fabrics to accumulate electrostatic charges which comprises treating the fabrics, preferably after or during the rinse cycle of a wash process, with an antistatic composition according to the invention.
Aminoxides are well-known surfactants having a cationic character at low and neutral pH and a nonionic character at alkaline pH. Aminoxides which are advantageously used in the present invention correspond to the general formula: 3 C7221 (R)
R
1 R2 N 0 R3 wherein R 1 and R 3 are independently CH 3 or C 2
H
4 0H and R 2 is an alkyl group having 12 to 18 carbon atoms. Preferably, R 2 is an alkyl group having 14 to 16 carbon atoms.
Such aminoxides are commercially available, for instance from AKZO Chemie under the trade name "Aromox". They are supplied as solutions having an active content of 30 to by weight in water/isopropanol (50/50) or in water.
The antistatic compositions according to the invention are aqueous compositions comprising 10 to 80% by weight of an 15 aminoxide and 2.5 to 20% by weight of a lower alkanol, preferably isopropanol. Preferably they comprise 20 to aminoxide and 5 to 10% isopropanol.
Surprisingly, it was also found that antistatic compositions containing mixtures of a dimethyl alkyl aminoxide And a bis- (2-hydroxyethyl) alkyl aminoxide, whereby the alkyl groups comprise 12 to 18 carbon atoms, exhibit a more pronounced antistatic effect than compositions which contain either one of these aminoxides.
It is advantageous when the antistatic compositions according to the invention further comprise an anti-foam agent, preferably a silicone oil, in an amount of 0.01 to S wt%, calculated on the total composition.
The compositions according to the invention may be used after or in the rinse cycle of a wash process for the treatment of fabrics in an amount of 1 to 100 g, preferably 3 to 20 g per kg wash load. Although not exclusively, the process of the present invention is primarily suitable for industrial applications, such as the industrial cleaning of overalls.
C7221 (R) However, the compositions according to the invention may also be used in the pre-wash cycle of such a fabric washing process. In that case it was surprisingly found that the number of fluffs was significantly reduced. This proved to be a significant advantage for the washing of coloured linen for surgery rooms were conventional wash processes inevitably leave a large number of fluffs which have to be removed manually.
The invention will now be further illustrated by means of the following examples in which the amounts are given as by weight, unless otherwise indicated. In the Examples, the following abbreviation is used: ISA Isopropanol The following aminoxide products were used which are commercially available from Akzc Chemie: a o a n oo 0* 0 .000.
b* 0 Aromox T/12 20 Aromox DMCD Aromox DM16D Aromox DMMCD-W Aromox DM14D-W bis-(2-hydroxyethyl) tallow aminoxide dimethyl coconut aminoxide dimethyl hexadecyl aminoxide dimethyl coconut aminoxide, purified dimethyl tetradecyl aminoxide o I f Aromox T/12, DMCD and DM16D contain 40 by weight of aminoxide in a solvent mixture consisting of 50 isopropanol and 50 water. Aromox DMMCD-W and DM14D-W contain 30 by weight of aminoxide in water.
EXAMPLES 1-21 28 kg overalls made of polyester comprising fabric were subjected to a conventional industrial fabric washing process in a Spencer O.E. washing machine. The dosage of detergent product was 5 g/kg and the water hardness was 0 degrees German Hardness. The process consisted of a prewash of 2.5 minutes at 40 a main wash of 6.5 minutes at 55 °C followed by two rinse cycles of 2.5 minutes each. After the last rinse cycle, the wash load was treated for 5 minutes at
IY~I
C7221 (R) 18 OC with the amounts of the various antistatic compositions as indicated in Table I. After draining the overalls were removed and dried for 20 minutes in a tumble dryer at a temperature of 50 The surface resistivity of the overalls was then determined by measuring the resistance of the fabric according to British Standard 5958:1980 using a Philips Model 262 resistivity meter. The results are also shown in Table I. In all cases, the chemical damage which the fabrics incurred after several washes was much less than when a conventional quaternary ammonium antistatic composition was used.
0* go.
I
S* 0 i I: j;
C
C. S
C..
V C
C
S. I
S
C
055 S S S 5* 0 S. S 0 TABLE I Type of Aminoxide Aromox T/12 Aroinox T/12 Aromox T/12 Aromox DMCD Arotnox DMCD Aromox DMCD Aromox DIMf4CD-W Aromox DMMCD-W Aromox DMMCD-W Aromox T/12: Aromox Idem, Content: aminoxide isopropanol 40 30 40 30 40 30 40 30 40 30 40 30 DM16D: water (10:20:70) 12. Aromox T/12: Aromox DM16D: water (20:40:40) 13. Idem, 14. Aromox T/12: Aromnox DMCD: water (5:10:85) Idem, 16. Aromox T/12: Aromox DMCD: water (10:20:70) 17. Idem, 18. Aromox T/12: Aromox DM14D-W: water (20:40:40) 19. Arornox T/12: Aromox DM14D-W: water: isopropanol 40: 30: 10) Idem, (10:20:65:5) 21. 1I-'1ern, 9 18 4. 5 water 30 30 30 30 30 30 70 70 70 79 58 89. 5 79 74 64 82 Dosage (g/kg) 16 24 32 16 24 32 16 24 32 8 16 8 10 8 16 8 16 10 10 5 Resistivity (log ohm/square) 9 9 9 9 8-9 8-9 9-10 9-10 9-10 9 9 9 8-9 9-10 9-10 9-10 9-10 7-8
C)
-j 7-8 8 8
I
7 C7221 (R) EXAMPLES 22-24 The effect of an anti-static composition according to the invention was compared with the effect caused by a conventional anti-static agent of the quaternary ammonium type. Samples of three different types of polyester fabrics were soaked for 10 minutes at 40 0 C and at a liquid to cloth ratio of 20 to 1, using 2 g anti-static agent per litre.
Subsequently, the samples were dried for 20 minutes at 60 0
C.
This procedure was repeated 25 times and then the tensile strength of a test cloth having a width of 5 cm was measured (in kg) on a Louis Schopper tensile strength meter Type MT34.
The tensile strength is believed to be a good measure of the chemical damage due to the anti-static treatment. The results for three different polyester fabrics are shown below.
"15 TABLE II S_ Example 22 Polyester Fabric I.
Anti-static Agent: None Conventional Example Tensile Strength: in kg/5 cm 140.0 137.2 139.5 difference 0.0 2.0 0.4 Example 23 Polyester Fabric II Anti-static Agent: None Conventional Exs--le *B Tensile Strength: in kg/5 cm 116.5 112.6 113.4 difference 0.0 3.3 2.7 Example 24 Polyester Fabric III Anti-static Agent: None Conventional Example Tensile Strength, in kg/5 cm 143.7 140.0 143.6 difference 0.0 2.6 0.1 These results show that the composition of Example according to the invention leads to less chemical damage on all three different types of polyester fabric then the conventional anti-static agent of the quaternary ammonium type.
Claims (2)
1. An aqueous antistatic composition suitable to be applied during or after the rinse cycle of the wash process consisting essentially of:
10-80% by weight of an amine oxide; 2.5-20% by weight of a lower alkanol containing at most 3 carbon atoms; 0.01-1.0% by weight of an anti-foaming agent; and the balance being water, wherein the amine oxide has the formula: R15 Ri N R2 N 0 wherein R i and R 3 are independently CH 3 or C 2 H4OH and R 2 is an alkyl group having 12 to 18 carbon atoms. 2. Antistatic composition according to claim 1, wherein the anti-foam agernt is a silicone oil. 3. Antistatic composition according to claim 1 or 2, wherein the aminoxide has the formula: R H N- 0 R 3 L wherein R i and R 3 are independently CH 3 or C 2 H 4 OH and R 2 is an alkyl group having 14 to 16 carbon atoms. 4. Antistatic composition according to claim 3, comprising a mixture of a dimethyl alkyl aminoxide and a bis-(2-hydroxyethyl) alkyl aminoxide, wherein the alkyl groups comprise 12 to 18 carbon atoms. Antistatic composition according to claim 1, wherein the lower alkanol is isopropanol. DATED THIS 17TH DAY OF NOVEMBER 1992 UNILEVER PLC By its Patent Attorneys: GRIFFITH HACK CO Fellows Institute of Patent Attorneys of Australia. o* ooo o oo* o 1 o*o*
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB898928512A GB8928512D0 (en) | 1989-12-18 | 1989-12-18 | Antistatic compositions |
| GB8928512 | 1989-12-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU6806790A AU6806790A (en) | 1991-06-20 |
| AU633166B2 true AU633166B2 (en) | 1993-01-21 |
Family
ID=10668098
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU68067/90A Ceased AU633166B2 (en) | 1989-12-18 | 1990-12-14 | Use of aminoxides as antistatic agents |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0434118B2 (en) |
| AU (1) | AU633166B2 (en) |
| CA (1) | CA2032184C (en) |
| DE (1) | DE69023747T3 (en) |
| ES (1) | ES2081345T5 (en) |
| FI (1) | FI98735C (en) |
| GB (1) | GB8928512D0 (en) |
| NZ (1) | NZ236496A (en) |
| ZA (1) | ZA9010182B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102015214056A1 (en) * | 2015-07-24 | 2017-01-26 | Henkel Ag & Co. Kgaa | Detergency enhancing hydroxyamine oxides |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1066763A (en) * | 1964-05-11 | 1967-04-26 | Marconi Products Ltd | Production and'use of amine oxide surface-active agents |
| US3501335A (en) * | 1965-11-26 | 1970-03-17 | Lever Brothers Ltd | Fabric conditioner |
| US4014800A (en) * | 1973-05-26 | 1977-03-29 | Hoechst Aktiengesellschaft | Fiber-lubricating compositions |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB538711A (en) * | 1939-10-30 | 1941-08-13 | Tootal Broadhurst Lee Co Ltd | Improvements in treating materials with alkaline reagents and reagents therefor |
| FR1545719A (en) * | 1966-09-02 | 1968-11-15 | Eastman Kodak Co | Improvement of the mechanical resistance of fibrous products, and new fibrous products with improved resistance |
-
1989
- 1989-12-18 GB GB898928512A patent/GB8928512D0/en active Pending
-
1990
- 1990-12-07 DE DE69023747T patent/DE69023747T3/en not_active Expired - Fee Related
- 1990-12-07 ES ES90203230T patent/ES2081345T5/en not_active Expired - Lifetime
- 1990-12-07 EP EP90203230A patent/EP0434118B2/en not_active Expired - Lifetime
- 1990-12-12 FI FI906100A patent/FI98735C/en not_active IP Right Cessation
- 1990-12-13 CA CA002032184A patent/CA2032184C/en not_active Expired - Fee Related
- 1990-12-14 AU AU68067/90A patent/AU633166B2/en not_active Ceased
- 1990-12-17 NZ NZ236496A patent/NZ236496A/en unknown
- 1990-12-18 ZA ZA9010182A patent/ZA9010182B/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1066763A (en) * | 1964-05-11 | 1967-04-26 | Marconi Products Ltd | Production and'use of amine oxide surface-active agents |
| US3501335A (en) * | 1965-11-26 | 1970-03-17 | Lever Brothers Ltd | Fabric conditioner |
| US4014800A (en) * | 1973-05-26 | 1977-03-29 | Hoechst Aktiengesellschaft | Fiber-lubricating compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0434118A2 (en) | 1991-06-26 |
| FI98735B (en) | 1997-04-30 |
| NZ236496A (en) | 1992-08-26 |
| EP0434118A3 (en) | 1991-09-11 |
| ES2081345T3 (en) | 1996-03-01 |
| ES2081345T5 (en) | 1999-02-16 |
| FI906100L (en) | 1991-06-19 |
| DE69023747D1 (en) | 1996-01-04 |
| GB8928512D0 (en) | 1990-02-21 |
| DE69023747T2 (en) | 1996-04-18 |
| EP0434118B1 (en) | 1995-11-22 |
| FI906100A0 (en) | 1990-12-12 |
| FI98735C (en) | 1997-08-11 |
| DE69023747T3 (en) | 1999-04-15 |
| CA2032184C (en) | 1999-11-30 |
| AU6806790A (en) | 1991-06-20 |
| EP0434118B2 (en) | 1998-10-28 |
| CA2032184A1 (en) | 1991-06-19 |
| ZA9010182B (en) | 1992-08-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC | Assignment registered |
Owner name: JOHNSONDIVERSEY, INC. Free format text: FORMER OWNER WAS: UNILEVER PLC |