Language selection

Search

Patent 2172395 Summary

Third-party information liability

Some of the information on this Web page has been provided by external sources. The Government of Canada is not responsible for the accuracy, reliability or currency of the information supplied by external sources. Users wishing to rely upon this information should consult directly with the source of the information. Content provided by external sources is not subject to official languages, privacy and accessibility requirements.

Claims and Abstract availability

Any discrepancies in the text and image of the Claims and Abstract are due to differing posting times. Text of the Claims and Abstract are posted:

  • At the time the application is open to public inspection;
  • At the time of issue of the patent (grant).
(12) Patent: (11) CA 2172395
(54) English Title: FABRIC CONDITIONING COMPOSITION
(54) French Title: COMPOSITION ADOUCISSANTE POUR TISSUS
Status: Deemed expired
Bibliographic Data
(51) International Patent Classification (IPC):
  • D06M 13/342 (2006.01)
  • C11D 1/94 (2006.01)
  • C11D 3/00 (2006.01)
  • D06M 13/46 (2006.01)
  • C11D 1/62 (2006.01)
  • C11D 1/90 (2006.01)
(72) Inventors :
  • FRASER, STUART BERNARD (United Kingdom)
  • NEILLIE, WILLIAM FREDERICK SOUTAR (United Kingdom)
  • NESS, JEREMY NICHOLAS (United Kingdom)
  • THORPE, JACQUELINE MARIE (United Kingdom)
(73) Owners :
  • THE SUN PRODUCTS CORPORATION (United States of America)
(71) Applicants :
  • UNILEVER PLC (United Kingdom)
(74) Agent: GOWLING WLG (CANADA) LLP
(74) Associate agent:
(45) Issued: 2007-10-09
(86) PCT Filing Date: 1994-10-13
(87) Open to Public Inspection: 1995-05-18
Examination requested: 2001-08-16
Availability of licence: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): Yes
(86) PCT Filing Number: PCT/EP1994/003388
(87) International Publication Number: WO1995/013346
(85) National Entry: 1996-03-21

(30) Application Priority Data:
Application No. Country/Territory Date
9323268.4 United Kingdom 1993-11-11

Abstracts

English Abstract




A concentrated fabric conditioning composition comprising greater than 7 wt. %
of a cationic softening agent and a zwitterionic compound of formula (I),
wherein R is a C7-C27 alkyl or alkenyl group; R1 and R2 are independently
selected from C1-14 alkyl groups; Z is O or NH; a is an integer from 0 to 1; b
and c are independently selected from integers from 1 to 4; and x- is a
compatible anion. The composition can tolerate high levels of perfume and
recovers quickly to a liquid state when frozen.


French Abstract

Composition adoucissante concentrée pour tissus comprenant plus de 7 % en poids d'un agent adoucissant cationique et un composé zwittérionique de la formule (I). Dans cette formule, R représente un groupe alcényle ou alkyle C¿7?-C¿27?; R?1¿ et R?2¿ sont indépendamment sélectionnés parmi des groupes alkyle C¿1-14?; Z représente O ou NH; a représente un entier sélectionné entre 0 et 1; b et c sont indépendamment sélectionnés parmi des entiers compris entre 1 et 4; et x représente un anion compatible. Cette composition peut tolérer des taux élevés de parfum et reprend rapidement sa forme liquide après avoir été congelée.

Claims

Note: Claims are shown in the official language in which they were submitted.




-13-


CLAIMS


1. An aqueous dispersion of a fabric conditioning
composition comprising greater than 7 wt% of a fabric
softening agent which is a water insoluble
biodegradable quaternary ammonium with at least one
ester link between 0.5 wt% and 3.0 wt% of a perfume
characterized in that the composition further
comprises 0.1 to 8 wt% of a zwitterionic compound of
the formula:

Image
wherein R is an C7-27 alkyl or alkenyl group, R1 and R2
are independently selected from C1-4 alky groups; a is
an integer from 0 to 1; b and c are independently
selected from integers from 1 to 4; Z is oxygen or
nitrogen and X is a compatible anion.

2. A fabric conditioning composition according to claim 1
in which the biodegradable quaternary ammonium fabric
softening agent comprises a compound having two C12-28
alkyl or alkenyl groups connected to a quaternary
nitrogen via an ester link.

3. A fabric conditioning composition according to claim 2
in which the biodegradable quaternary ammonium fabric
softening agent is of the formula:



-14-


Image

wherein R1, R2 and R3 are each an alkyl or hydroxyalkyl
group containing from 1 to 4 carbon atoms, or an
alkenyl with 2 to 4 carbon atoms, or a benzyl group, R4
and R5 are each alkyl chains containing from 8 to 28
carbon atoms and X is a water soluble anion.

4. A fabric conditioning composition according to any one
of claims 1 to 3 in which the zwitterionic material is
an alkyl amido propyl dimethyl amino acetic acid
betaine of the formula:

Image
wherein R is a C11-17 alkyl chain or mixtures thereof.

5. A fabric conditioning composition according to any one
of claims 1 to 4 in which the level of zwitterionic
material is from 0.4 wt% to 5 wt%.

6. A fabric conditioner according to any one of claims 1
to 5 which comprises an aqueous base.



-15-



7. A composition according to any one of claims 1 to 6
which further comprises a fatty acid.

8. Use of an alkyl amido propyl dimethyl amino acetic
acid betaine of the formula:

Image
wherein R is a C11-17 alkyl chain or mixtures thereof,
to stabilize an aqueous dispersion of a perfumed
fabric conditioner comprising greater than 7 wt% of a
fabric softening agent which is a water insoluble
biodegradable quaternary ammonium with at least one
ester link and between 0.5 wt% and 3.0 wt% of a
perfume.

9. Use of an alkyl amido propyl dimethyl amino acetic
acid betaine of the formula:

Image
wherein R is a C11-17 alkyl chain or mixtures thereof,
to form an aqueous dispersion of a concentrated fabric
conditioner comprising greater than 7 wt% of a fabric
softening agent which is a water insoluble
biodegradable quaternary ammonium with at least one
ester link and between 0.5 wt% and 3.0 wt% of a
perfume.

Description

Note: Descriptions are shown in the official language in which they were submitted.



WO 95/13346 i-PCTlEP94/03388
7
-1-

Fabric conditioning coimosition
Field of the Invention

The present invention relates to a fabric conditioning
composition, in particular the invention relates to aqueous
dispersions of fabric conditioning compositions comprising a
water insoluble quaternary ammonium material and a
zwitterionic compound suitable for a rinse-added fabric
softener compositions.
Backaround of the Invention

Rinse added fabric conditioning composition are known.
Typically such compositions contain a water insoluble
quaternary ammonium fabric softening agent dispersed in water
at a level of softening agent up to a:bout 7 wt%, in which
case the compositions are considered dilute, or at levels
from 7 wto to 50 wt%, in which case the compositions are
known as concentrates.

In US 4 137 180 (Lever Brothers Company) discloses cationic
di-esters of the formula

R4COOCHI

CH-CH .-NRiR,R3 X
/
R5COO
wherein R1, R, and R3are each an alkyl or hydroxyalkyl group
containing from 1 to 4 carbon atoms, or a benzyl group, R9
and Rsare each alkyl chains containing from 11 to 23 carbon
atoms and X- is a water soluble anion.


C3563

- 2 -
2172395'
One of the problems associated with many fabric conditioning
compositions including those containing cationic di-esters as
disclosed in US 4 137 180 is the physical instability of these
compounds, the problem is aggravated at high and low
temperatures and by the addition of perfume. When a fabric
conditioner is in concentrated form the stability issue is
further exacerbated and for this reason concentrated
conditioners with high levels of perfume are rarely marketed.
Even when_,the perfume is encapsulated in a solid matrix,
stability problems can occur due to leakage of the capsules.
A further problem that arises in colder climates is when a
fabric conditioner is transported or stored in a cold place the
product gels to form a solid. In some cases.the product does
not recover and in others the time taken to thaw back to a
liquid product frequently takes a couple<.of days. This~poses
a problem to supermarkets whom can not place the frozen product
directly onto supermarket shelves.

EP 280 550 and EP 507 478 (Unilever) disclose the use of
selected nonionic stabilising agents to overcome the poor
stability. However no mention is made of the instability o~,,xthe
formulation when perfume is added.

US 3 984 335 (Ciko et al) discloses compositions containing a
quaternised fatty amine and a fatty acid zwitterionic compound
as a softening agent.
-
Zwitterionic softening agents such as amine oxides are
disclosed in EP 0 332 270 . (Unilever) in combination with
cationic softening agents and an amine, and in EP - 326 213 in
combination with a co-active material.
The problem of forming a concentrated fabric conditioner with
relatively high levels of perfume is mitigated by the present
invention.

E DED E


CA 02172395 2006-09-21
- 3 -

Furthermore the present invention aids recovery of a liquid
fabric conditioner from a frozen state to a homogeneous
liquid.
Description of the Invention

The present invention claims an aqueous dispersion of a
fabric conditioning composition comprising greater than 7
wt% of a water insoluble biodegradable quaternary ammonium
with at least one ester link, fabric softening agent, and
between 0.5 wt% and 3.0 wt% of a perfume characterized in
that the composition further comprises from 0.1 to 8 wt% of
a zwitterionic compound of the formula:

R (COZ)a(CHz)y - N (CHz)c~X
R
wherein R is an C7_27 alkyl or alkenyl group; R' and R2 are
independently selected from Cz_4 alkyl groups; a is an
integer from 0 to 1; b and c are independently selected
from integers from 1 to 4; Z is oxygen or nitrogen and X is
a compatible anion.
At low pH's the anion may be protonated.

The invention also discloses the use of an alkyl amido
propyl dimethyl amino acetic acid betaine of the formula:


CA 02172395 2006-09-21
- 4 -

CH3
R CONH ( CHZ ) 3 N* ( CH,) 3 COO Na~
1
CH3
wherein R is a C11_17 alkyl chain or mixtures thereof, to
stabilize an aqueous dispersion of a perfumed fabric
conditioner or to form an aqueous dispersion of a
concentrated fabric conditioner, both comprising greater
than 7 wt% of a fabric softening agent which is a water
insoluble biodegradable quaternary ammonium with at least
one ester link and between 0.5 wt% and 3.0 wt% of a
perfume.

The cationic active used in the present invention comprises
a water insoluble cationic fabric softening agent
comprising a biodegradable quaternary ammonium material
with at least one ester link. Preferred materials are
water insoluble cationic fabric softening agents comprising
a compound having two C12-28 alkyl or alkenyl groups
connected to a quaternary nitrogen via an ester link.

Of particular interest with the present invention are
softening compouhds having the formula:

Rl ( CHZ ) n-T-R3
~
~
x"
Rl ( CHz ) n-T-R~


CA 02172395 2006-09-21
- 5 -

in which R1 is a C1-C4 alkyl groups, R 2 and R3 are the same
or different C12-C22 alkyl or alkenyl groups and T is the
same or different
II -0 or -0-II- or -0-1-0
O 0 0
groups and X- is a water soluble anion.
It is especially preferred if the quaternary ammonium
material is of the formula:

RaCOOCHz
\CH-CH2-NRRZ R3 X
R,COO

wherein R1, R2 and R3 are each an alkyl or hydroxyalkyl
group containing from 1 to 4 carbon atoms, or an alkenyl
with 2 to 4 carbon atoms, or a benzyl group, R4 and R5 are
each alkyl chains containing from 8 to 28 carbon atoms and
X- is a water soluble anion.

It is further preferred if the water insoluble cationic
active is N,N-dihardened(tallowoyl-oxy)N,N-trimethyl
ammoniopropane chloride.


CA 02172395 2006-09-21
- 6 -

Preferred materials and their method of preparation are
described in US 4 137 180 (Lever Brothers) . Preferably
these materials comprise small amounts of the corresponding
monoester as described in US 4 137 180 for example 1-
tallow, 2-hydroxytrimethyl ammonium propane chloride.

The level of ester linked ammonium compound is above 7% by
weight of the composition; more preferably above 15% by
weight of the composition; most preferably from 15% to 40%
by weight of the composition.

It is advantageous if the zwitterionic material used in the
present invention is an alkyl amido propyl dimethyl amino
acetic acid betaine of the formula:

CH,
R CONH (CH2) a N' (CH2) , COO' Na'
CH~
wherein R is a C11-17 alkyl chain or mixtures thereof.

The level of zwitterionic material is preferably from 0.1
wt% to B wt% of the composition; more preferably from 0.4
wt% to 5 wt% of the total composition.

The fabric conditioning composition may be formed from any
base but it is especially preferred if the base is aqueous.


CA 02172395 2006-09-21
- 7 -

The composition may also contain long chain fatty acid
material for example C8-C24 alkyl or alkenyl monocarboxylic
acids or polymers thereof. Preferably saturated fatty
acids are used, in particular hardened tallow C16-C18 fatty
acids. Preferably the fatty acid is non-saponified, more
preferably the fatty acid is free for example oleic acid,
lauric acid or tallow fatty acid.

The level of fatty acid material is preferably more than
0.1%, more preferably more than 0.2% by weight. Especially
preferred are dilutes in which the fatty acid material is
present from 0.25 wt% to 20 wt%. The weight ratio of
quaternary ammonium compound to fatty acid material is
preferably from 1:10 to 10:1.

The composition can also contain one or more optional
ingredients, selected from the group consisting of
nonaqueous solvents, pH buffering agents, perfume carriers,
inorganic salts, fluorescers, colorants, hydrotopes,
antifoaming agents, antiredeposition agents, enzymes,
optical brighteners, opacifiers, antishrinking agents,
drape imparting agents, antistatic agents and ironing aids
and concentrating agents such as glycerol monostearate.
It is also preferable if ethoxylated fatty alcohols are
present in the composition. It is especially advantageous
if they are present from 0.5 wt% to 2 wt% of the total
composition.


CA 02172395 2006-09-21
- 8 -

The perfume may be encapsulated or free. The level of
perfume in the product is between 0.5 wt% and 3.0 wt%.

The composition may also contain nonionic fabric softening
agents such as lanolin and derivatives thereof.

It is desirable if the viscosities of these fabric
compositions lie in the range from 15 mPa.s to 120 mPa.s at
a shear rate of 110s-1.

The compositions of the invention preferably have a pH of
more than 2, more preferably between 2 and 5.

The invention will now be illustrated by the following
nonlimiting examples.

EXAMPLES
In the examples all percentages are expressed by weight.
Comparative examples are represented by a letter while
examples of the invention are represented by a number.

Preparation of Fabric Conditioning Composition

Liquid fabric softening agents were made up as follows:


CA 02172395 2006-09-21
- 9 -

The cationic fabric softening agent and nonionic
stabilizing agent were premixed and heated together to form
a clear melt. The molten mixture thus formed was added
over a period of at least one minute to water at ambient
temperature with constant stirring to form a dispersion.
Perfume was added to the aqueous mixture. Addition of the
zwitterionic material occurred either

a) to the molten melt

b) to the aqueous mixture prior to or with the additon of
the perfume.

Examples 1,2,3,A,B,C,D,E and F

O O N
0
G4 N I -I .-1 1 O
tn
N O O
W N I 0 .-i I N
0 ~+
N O O N
tr
A N ! O .-t O
O !f1
N o N
y U N 1 O .-1 IO

~ O dP
3 ~ IA o N 4j
LI1 N l o i -1 0
O '{
d 'n O N 0
R,' N I O rl I O ~

N 0 O N
m O
N fn r{ 'i I
1
O
1
t0 1l1 O N I
N N O O I e-I q
O
lI! !A O N
.
ry N O O -1 1 p
O7 fA ~
ri y t
aa +~ a
Ea~ U ~
X~ ~ GE 3 0 O 5~
Wu o~ w oo 000 0o a~'i
tJ1 01 u k -4 U W U U W ~1 r1 a.i
~0+ x E A a E~ r~i U t~6 nOi U u 3


CA 02172395 2006-09-21
- 10 -

HT TMAPC is 1,2 dihardened tallowyloxy trimethyl
ammoniopropane chloride ex Hoescht.

Tego betaine L is Alkyl amido propyl dimethyl amino acetic
acid betaine ex Shell.

The Examples were prepared according to method a) or b)
above.
Examples A, B, E and F flocculated within 12 hours at
ambient temperature Examples 1,2, and 3 remained stable for
several months at ambient temperature.

Storage results for Examples C and D were as follows:
Table 2
Example Time taken for flocculation to occur.
37 C 45 C 20 C
C 4 weeks 1 day 3 months
D 4 weeks 1 day 3 months
Examples 4 and G

Table 3
Example wt%
Composition 4 G
HT TMPAC 24 24
Tego betaine 0.6 -
Perfume 0.8 0.4
Tallow alcohol 1.0 1.0
Calcium chloride 0.2 0.2
Water --- to 100 wt% ---


CA 02172395 2006-09-21
- 11 -

Both Example 4 and Example G flocculated on addition of
perfume. However, Example 4 needed twice as much perfume
to flocculate as Example G.
Example H

Table 4
Composition % wt
Example H
Dihardened tallow dimethyl ammonium chloride 10.8
Dihardened tallow fatty acid 2.7
Ethylene glycol 9.0
Tallow alcohol 35 EO 1.0
Tego betaine -
Water -- to 100 --

Examples 1,2,4, A to D, G and H were frozen.
Examples 1,2, and example 4 recovered from freezing within
1 to 2 hours.
Examples A to D and example G recovered from freezing
within 2 to 4 days.
Example H recovered from freezing within 4 hours.

It is thus demonstrated that the presence of a zwitterionic
material aids recovery from freezing. The recovery from
freezing is most enhanced with materials containing an
ester link.


CA 02172395 2006-09-21
- 12 -
Example I

Table 5
Composition % wt
Example I
HTTMPAC 24
lauryldimethyl amine oxide 1
Perfume 0.5
Tallow alcohol 35E0 1.0
Calcium chloride 0.2
Water --- to 100 wt% ---
Example I was prepared according to method a or b.
Flocculation occurred within 1 week at room temperature no
matter what method or preparation was used. It is thus
shown that not all amphoteric compounds are suitable for
use with this invention.


Representative Drawing

Sorry, the representative drawing for patent document number 2172395 was not found.

Administrative Status

For a clearer understanding of the status of the application/patent presented on this page, the site Disclaimer , as well as the definitions for Patent , Administrative Status , Maintenance Fee  and Payment History  should be consulted.

Administrative Status

Title Date
Forecasted Issue Date 2007-10-09
(86) PCT Filing Date 1994-10-13
(87) PCT Publication Date 1995-05-18
(85) National Entry 1996-03-21
Examination Requested 2001-08-16
(45) Issued 2007-10-09
Deemed Expired 2014-10-14

Abandonment History

There is no abandonment history.

Payment History

Fee Type Anniversary Year Due Date Amount Paid Paid Date
Application Fee $0.00 1996-03-21
Maintenance Fee - Application - New Act 2 1996-10-14 $100.00 1996-03-21
Registration of a document - section 124 $0.00 1996-06-13
Maintenance Fee - Application - New Act 3 1997-10-14 $100.00 1997-09-15
Maintenance Fee - Application - New Act 4 1998-10-13 $100.00 1998-09-15
Maintenance Fee - Application - New Act 5 1999-10-13 $150.00 1999-09-16
Maintenance Fee - Application - New Act 6 2000-10-13 $150.00 2000-09-18
Request for Examination $400.00 2001-08-16
Maintenance Fee - Application - New Act 7 2001-10-15 $150.00 2001-09-17
Maintenance Fee - Application - New Act 8 2002-10-14 $150.00 2002-09-24
Maintenance Fee - Application - New Act 9 2003-10-14 $150.00 2003-09-24
Maintenance Fee - Application - New Act 10 2004-10-13 $250.00 2004-09-22
Maintenance Fee - Application - New Act 11 2005-10-13 $250.00 2005-09-28
Maintenance Fee - Application - New Act 12 2006-10-13 $250.00 2006-09-27
Final Fee $300.00 2007-07-25
Maintenance Fee - Patent - New Act 13 2007-10-15 $250.00 2007-09-25
Maintenance Fee - Patent - New Act 14 2008-10-13 $250.00 2008-09-17
Maintenance Fee - Patent - New Act 15 2009-10-13 $450.00 2009-10-05
Registration of a document - section 124 $100.00 2010-01-11
Maintenance Fee - Patent - New Act 16 2010-10-13 $450.00 2010-10-07
Maintenance Fee - Patent - New Act 17 2011-10-13 $450.00 2011-09-29
Maintenance Fee - Patent - New Act 18 2012-10-15 $450.00 2012-09-21
Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
THE SUN PRODUCTS CORPORATION
Past Owners on Record
FRASER, STUART BERNARD
NEILLIE, WILLIAM FREDERICK SOUTAR
NESS, JEREMY NICHOLAS
THORPE, JACQUELINE MARIE
UNILEVER PLC
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
Documents

To view selected files, please enter reCAPTCHA code :



To view images, click a link in the Document Description column. To download the documents, select one or more checkboxes in the first column and then click the "Download Selected in PDF format (Zip Archive)" or the "Download Selected as Single PDF" button.

List of published and non-published patent-specific documents on the CPD .

If you have any difficulty accessing content, you can call the Client Service Centre at 1-866-997-1936 or send them an e-mail at CIPO Client Service Centre.


Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Claims 2006-09-21 3 76
Description 2006-09-21 12 323
Cover Page 1996-07-02 1 18
Abstract 1995-05-18 1 49
Claims 1995-05-18 3 69
Description 1995-05-18 12 357
Description 2001-10-19 12 429
Claims 2001-10-19 3 84
Cover Page 2007-09-28 1 32
Prosecution-Amendment 2006-09-21 25 684
Assignment 1996-03-21 11 485
PCT 1996-03-21 21 936
Prosecution-Amendment 2001-08-16 1 47
Prosecution-Amendment 2002-02-07 1 32
Prosecution-Amendment 2006-03-21 2 72
Correspondence 2007-07-25 1 28
Assignment 2010-01-11 10 242
Correspondence 2011-10-24 15 574
Correspondence 2011-11-03 1 14
Correspondence 2011-11-03 1 21
Fees 1996-03-21 1 106