EP2655585A1

EP2655585A1 - Compositions containing secondary paraffin sulfonate and alcohol alkoxylate

Info

Publication number: EP2655585A1
Application number: EP11801605.4A
Authority: EP
Inventors: Johannes Himmrich; Wolfgang Walther
Original assignee: Clariant Finance BVI Ltd
Current assignee: Weylchem Switzerland AG
Priority date: 2010-12-22
Filing date: 2011-12-15
Publication date: 2013-10-30
Also published as: JP2014504326A; US20130296219A1; WO2012084151A1; US8729001B2; DE102010055743A1

Abstract

The invention relates to compositions containing a) 45 to 65 wt.% of one or more secondary paraffin sulfonates with 8 to 22 carbon atoms, b) 1 to 10 wt.% of one or more alcohol alkoxylates which are produced from the reaction of alcohols R-OH, wherein R is an alkyl group with 9 to 11 carbon atoms, with alkoxylating agents selected from ethylene oxide, propylene oxide, or mixtures thereof and which contain on average 1 to 4 mol of structural units derived from the alkoxylating agents per 1 mol of structural units derived from the alcohols, and c) 25 to 52 wt.% water, in relation to the total weight of the composition in each case. The compositions can be used in an advantageous manner for producing washing and cleaning agents.

Description

description

Compositions containing secondary paraffin sulphonate and

alcohol alkoxylate

The invention relates to aqueous compositions containing 45-65% by weight of secondary paraffin sulfonate, 1-10% by weight of alcohol alkoxylate and water.

Secondary paraffin sulfonates have long been known as base surfactants, especially for detergent applications, dishwashing detergents and industrial cleaners.

Secondary paraffin sulfonates are surfactants which, statistically distributed, predominantly contain a S0 ₃ X group in the secondary position on the paraffin hydrocarbon chain and to a lesser extent two or more SOsX groups in the secondary position on the paraffin hydrocarbon chain. The paraffin hydrocarbon chains are predominantly linear and only a minor proportion of 5% by weight or less branched paraffin chains having 8 to 22 carbon atoms. The group X can stand for Li ⁺ , Na ⁺ K ⁺ , Mg ⁺⁺ , Ca ⁺⁺ , Al ⁺⁺⁺ , NH ₄ ⁺ and quaternary ammonium ions [HNR ¹ R ² R ³ ] ⁺ , wherein R ¹ , R ² and R ^{3 is} independently hydrogen, a linear or branched alkyl group having 1 to 22 carbon atoms, a linear or branched, mono- or polyunsaturated alkenyl group having 2 to

22 carbon atoms, a linear mono-hydroxyalkyl group with 2 bis

10 carbon atoms, preferably a mono-hydroxyethyl or mono-hydroxypropyl group, as well as a linear or branched di-hydroxyalkyl group having 3 to 10 carbon atoms, may be.

This class of surfactants can be obtained by sulfoxidation of paraffins

Photochemical conditions are produced and is, for example, in the market under the trade name Hostapur ^® SAS in the concentrations

30 wt .-%, 60 wt .-% and 93 wt .-% available.

About 60% by weight aqueous secondary paraffin sulfonate is pasty and tends to phase separate. To prevent the separation, this must be be constantly stirred or pumped in a circle. Therefore, additives are sought which suppress a phase separation and thereby the

energy-intensive stirring or pumping process to avoid phase separation.

It is known that when 5% to 10% by weight of ethanol or i-propanol is added to about 60% by weight aqueous secondary paraffin sulfonate, the phase separation is omitted. The disadvantage, however, is that the preparation is flammable and

appropriate protective measures must be taken.

Object of the present invention was therefore to provide compositions with a high proportion of secondary Paraffinsulfonat, even with longer storage times and greater temperature fluctuations no

Phase separation and contain no combustible components.

It has surprisingly been found that this object is achieved by

Containing compositions

a) 45 to 65% by weight of one or more secondary paraffin sulfonates having 8 to 22 carbon atoms,

b) 1 to 10 wt .-% of one or more alcohol alkoxylates prepared from the reaction of alcohols R-OH, wherein R is an alkyl group having 9 to 11 carbon atoms, with alkoxylating agents selected from ethylene oxide, propylene oxide or mixtures thereof, and molar average 1 to 4 moles of structural units derived from the

Contain alkoxylating agents per 1 mole of structural units derived from the alcohols,

and

c) 25 to 52% by weight of water,

each based on the total weight of the compositions.

The subject of the present invention are therefore compositions containing a) 45 to 65% by weight of one or more secondary paraffin sulfonates having 8 to 22 carbon atoms,

and

c) 25 to 52% by weight of water,

each based on the total weight of the compositions.

Both the secondary paraffin sulfonates of component a) and the

Alcohol alkoxylates of component b) can be prepared or commercially obtained by methods familiar to the person skilled in the art.

The compositions according to the invention have good phase stability. They remain phase stable over periods of 6 months and more,

preferably in a temperature range of 5 to 40 ° C. They are ecologically compatible, almost odorless and preferably have a homogeneous appearance.

The compositions according to the invention preferably have a viscosity of from 1,000 to 100,000 mPa.s, more preferably from 2,000 to 70,000 mPa.s and more preferably from 5,000 to 60,000 mPa.s at 20 ° C. The viscosities are measured on the compositions according to the invention even under the following conditions: equipment Brookfield RVT; Spindle No. 3 for the viscosity range of 1,000 to 5,000 mPa · s; Spindle No. 4 for the

Viscosity range of> 5,000 to 10,000 mPa · s and spindle no. 7 for the

Viscosity range of> 10000 to 100000 mPa ^■ s; 20 revolutions per minute and 20 ° C. The compositions according to the invention are advantageously pumpable.

Preferably, the compositions of the invention contain

b) 1 to 7% by weight of the one or more alcohol alkoxylates, and c) 28 to 51% by weight of water,

each based on the total weight of the compositions. The compositions according to the invention particularly preferably comprise a) 45 to 65% by weight of one or more secondary paraffin sulfonates having 8 to 22 carbon atoms,

b) 3 to 5% by weight of the one or more alcohol alkoxylates, and c) 30 to 50% by weight of water,

each based on the total weight of the compositions.

The compositions according to the invention preferably contain, in addition to the components a) to c)

d) sodium sulfate and

e) one or more paraffins having 8 to 22 carbon atoms.

Among these compositions, those which are d) the sodium sulfate in amounts of from 1 to 5% by weight and, in turn, are preferred

e) the one or more paraffins having 8 to 22 carbon atoms in amounts of 0.1 to 2 wt .-%

contained, each based on the total weight of the compositions.

In a preferred embodiment of the invention, the

Compositions according to the invention from the components a) to e).

Preferably, at least 95%, more preferably at least 97%, by weight of the one or more secondary paraffin sulfonates of component a) contains from 13 to 17 carbon atoms. Preferably, 95 to 100 wt .-%, more preferably 96 to contain

99.9 wt .-%, of the one or more secondary paraffin sulfonates of component a) a linear paraffin part and 0 to 5 wt .-%, particularly preferably 0.1 to 4 wt .-%, of the one or more secondary

Paraffin sulfonates of component a) a branched paraffin part.

Preferably, the counterions of the one or more secondary paraffin sulfonates of component a) are selected from the group consisting of Na ⁺ , K \ Mg ²⁺ and Ca ²⁺ . Particularly preferred is the counterion of the one or more secondary paraffin sulfonates of component a) Na ⁺ .

Preferably, from 99.5 to 100% by weight of the one or more secondary paraffin sulfonates of component a) comprises a saturated paraffin portion and from 0 to 0.5% by weight of the one or more secondary paraffin sulfonates of component a) an unsaturated paraffin portion. Particularly preferably, 100% by weight of the one or more secondary paraffin sulfonates of component a) contains a saturated paraffin part and no unsaturated parts. In the context of the present invention, "secondary paraffin sulfonate" means that the sulfonate groups are attached to the non-terminal paraffin moiety.

Preferably, the sulfonate groups are randomly distributed throughout the non-terminal paraffin portion of the one or more secondary paraffin sulfonates of component a) and further preferably carry from 75 to 95 weight percent of the one or more secondary paraffin sulfonates, a sulfonate group and from 5 to 25 weight percent % of the one or more secondary paraffin sulphonates two or more sulphonate groups. The radical R of the alcohols R-OH which are used for the preparation of the alcohol alkoxylates of component b) may be linear or branched or it may also be a mixture of linear and branched alkyl groups. In the latter case, therefore, for the preparation of the alcohol alkoxylates of Component b) a mixture of alcohols R-OH with linear and branched alkyl groups R used.

Preferably, the radical R of the alcohols R-OH, which is used for the preparation of

Alcohol alkoxylates of component b) are used, a mixture of linear and branched alkyl groups. The molar ratio of linear to branched alkyl groups is particularly preferably from 30:70 to 70:30 and particularly preferably from 40:60 to 60:40. Preferably, the radical R of the alcohols R-OH used to prepare the

Alcohol alkoxylates of component b) are used, an alkyl radical with

11 carbon atoms.

Preferably, the one or more alcohol alkoxylates is

Component b) selected from alcohol ethoxylates.

The alcohol alkoxylates of component b) are obtained by reaction of alcohols with alkoxylating agents. The alcohol alkoxylates are mixtures of different compounds with different

Alkoxylation. The alcohol alkoxylates of component b) always contain alkoxylated compounds. But they can also contain proportions of non-alkoxylated alcohols R-OH.

In the context of the present invention are therefore among the

"Alcohol alkoxylates" of component b) understood mixtures of compounds containing alkoxylated alcohols having 1 to 4 moles of structural units derived from the alkoxylation per 1 mole of structural units derived from the alcohols, but also non-alkoxylated alcohols R-OH and alkoxylated alcohols containing more than 4 moles of structural units derived from the alkoxylating agents per 1 mole of structural units derived from the

Alcohols may contain. However, the alcohol alkoxylates of component b) contain, on a molar average, 1 to 4 mol of structural units derived from Alkoxylating agents per 1 mole of structural units derived from the alcohols R-OH.

Preferably, the proportion of non-alkoxylated alcohols is R-OH in the

Alcohol alkoxylates of component b) <50 wt .-%, particularly preferably

<40 wt.%, Particularly preferably <30 wt .-% and exceptionally preferably <25 wt .-%, each based on the total component b).

Preferably, the proportion of alkoxylated alcohols containing more than 4 moles of structural units derived from the alkoxylating agents per 1 mole

Structural units derived from the alcohols contained in the

Alcohol alkoxylates of component b) <35 wt .-%, particularly preferably

<32 wt .-%, particularly preferably <30 wt .-% and exceptionally preferably <25 wt .-%, each based on the total component b).

Preferably, the actual alkoxylated compounds are the

Alcohol alkoxylates of component b) of the invention

Compositions selected from compounds containing 1 to 30, more preferably 1 to 25, and most preferably 1 to 20 structural units derived from the alkoxylating agents.

The alcohol alkoxylates of component b) preferably contain the

compositions of the invention in a molar average of 3 mol

Structural units derived from the alkoxylating agents per 1 mole of

Structural units derived from the alcohols.

Most preferably, the one or more are

Alcohol alkoxylates to a Cn-oxoalcohol ethoxylate with on average 3 moles of ethylene oxide units per 1 mole of Cn-oxoalcohol.

Preferably, the compositions of the invention have a pH of from 6.0 to 9.0, and more preferably from 7.0 to 8.5. The compositions of the invention can be prepared so that the components a) to c) and optionally d) and e) (and optionally other components) are mixed together at room temperature or at elevated temperatures, preferably at temperatures up to 80 ° C, with stirring. Preferably, component a) is optionally presented together with components d) and e) in water, which is component c), and component b) is added with stirring. In this case, the procedure can preferably be such that the alcohol alkoxylate is added directly after the preparation and workup of the secondary paraffin sulfonate, which is usually prepared in water.

The compositions according to the invention are advantageously suitable for the production of detergents and cleaners. Another object of the invention is therefore the use of a composition according to the invention for the production of detergents and cleaners.

Dishwashing agents, preferably hand dishwashing detergents, liquid detergents, surface cleaners (hard surface cleaners), for example for cleaning ceramic, metal or water-soluble detergents, are preferably among the detergents and cleaners obtainable from the compositions according to the invention

Glass surfaces, neutral cleaners, all-purpose cleaners, sanitary cleaners, floor cleaners, industrial cleaners, but also washing and cleaning agents in powder form, to name a few. The compositions according to the invention are preferably present in amounts of from 0.5 to 60.0% by weight, particularly preferably from 2.0 to 50.0% by weight, in the detergents and cleaners prepared therefrom. These

Quantities are based on the total weight of the finished detergents and cleaners.

The compositions according to the invention can be used both in acidic and in basic formulations, preferably in formulations with a pH of from 2 to 13. The compositions according to the invention have the advantage that they are stable at these pH values.

Furthermore, the compositions according to the invention are advantageously suitable for the production of cosmetic cleansing compositions such as. As shampoos, shower gels, bubble baths, soaps and toothpastes.

Furthermore, the compositions according to the invention are suitable in

Advantageous as antistatic agents for plastics, as auxiliaries for emulsion polymerizations, as textile and leather auxiliaries, for use in fire-extinguishing agents and for use as oil field chemicals.

The following examples are intended to illustrate the invention without limiting it thereto. All percentages are, unless explicitly different

indicated as weight percent (wt .-%) to understand.

Example A

Inventive compositions of Examples A1 to A5 and Comparative Examples V-1 and V-2 were prepared and evaluated visually for their appearance, phase stability and consistency. The influence of the amount of alcohol alkoxylate was investigated. The results are shown in Table A. Table A Visual assessment of various compositions

Example HostapurTM ^® SAS 60 Genapol ^® UD 030 assessment

[% By weight] [% by weight] milky,

A1 96.0 4.0

phase stable milky,

A2 95.0 5.0

phase stable milky,

A3 94.0 6.0

phase stable milky,

A4 93.0 7.0

phase stable milky,

A5 92.0 8.0

phase stable

Phase separation,

V-1

99.5 0.5 sediment, clearer (comparative)

Got over

Phase separation,

V-2

88.0 12.0 sediment, clearer (comparative)

Got over

method of preparation:

Hostapur ^® SAS 60 is introduced and Genapol UD 030 ^® with stirring at

Room temperature was added and stirred for 5 minutes.

Hostapur ^® SAS 60 is a composition of

secondary sodium paraffin sulfonate (about 60% by weight) in water. The secondary paraffin sulphonate used contains about 97% by weight of paraffin sulphonates having 13 to 17 carbon atoms. The n-paraffin content of the secondary paraffin sulfonate is> 98% by weight. The secondary paraffin sulfonate is 100% saturated. It consists of about 90 wt .-% of monosulfonated and about 10 wt .-% of disulfonated and higher sulfonated Paraffinsulfonaten.

In Genapol ^® UD 030 is a C -Oxoalkoholethoxylat with molar average 3 moles ethylene oxide units per 1 mole of oxoalcohol C. The

Alkyl groups of the Cn in Oxoalkoholrests Genapol ^® UD 030 are a mixture of linear and branched alkyl groups having a molar ratio of linear to branched alkyl groups of about 50: 50. The active content in Genapol ^® UD 030 is 100%.. The phase stability of compositions A1-A5, V-1 and V-2 was assessed after the compositions over a period of 6 months

alternately stored at a temperature of 40 ° C for 12 hours and at a temperature of 5 ° C for 12 hours. One watched

However, phase separation does not mean that it will take 6 months to complete

occured.

From the results of Table A it can be seen that Examples A1 to A5 according to the invention represent phase-stable compositions.

In contrast, V-1 occurred 030 phase separation in the composition of the comparative example with a small amount of Genapol ^® UD. The same was done with the composition of Comparative Example V-2 with a higher amount of Genapol ^® UD 030. By adding Genapol ^® UD 030, the viscosity of Hostapur ^® SAS 60 is lowered in the compositions of the inventive examples A1 to A5. These compositions had such viscosities that they could be conveyed with commercial pumps without difficulty.

Example B

Comparative Examples V-3 and V-4 were prepared and visually evaluated for their phase stability. The influence of the type of the alcohol alkoxylate was investigated. The results are shown in Table B.

Visual assessment of various compositions

Example HostapurTM ^® SAS 60 assessment alcohol alkoxylate

[% By weight] [% by weight]

V-3 C12-15 Alcohol, 3 EO

95.0 phase separation

(Comparative) [5.0% by weight] V-4 Cn Alcohol, 5 EO

95.0 phase separation

(Comparative) [5.0% by weight]

method of preparation:

Hostapur ^® SAS 60 is initially introduced and the alcohol alkoxylate is added with stirring at room temperature and stirred for 5 minutes.

Ci2-15 alcohol, 3 EO is a Ci2-is Oxoalkoholethoxylat with molar average 3 moles of ethylene oxide units per 1 mole of Ci2-is oxoalcohol.

C11 alcohol, 5 EO is a C oxoalcohol ethoxylate with a molar average of 5 moles of ethylene oxide units per 1 mole of Cn oxoalcohol.

The phase stability of Compositions V-3 and V-4 was evaluated as described in Example A. From the results of Table B it can be seen that in the

Compositions of Comparative Examples V-3 and V-4, which is a different alcohol alkoxylate than in component b) of the inventive

Contain compositions, phase separation occurs. In contrast, it can be seen from the result for inventive example A2 from Table A that when using the same amount of an alcohol alkoxylate, but which corresponds to component b) of the compositions of the invention, phase-stable compositions are obtained.

formulation Examples

The following are formulations which were prepared using compositions of the invention. Formulation 1: Dishwashing detergent

A Genapol ^® LRO paste (Clariant) 25.0 wt .-% of active substance: lauryl ether sulphate, 2EO

(EO: ethylene oxide unit), Na salt

B ethanol 7.5% by weight

C Composition of Example A4 30.0% by weight

D water dist. ad 100% by weight

E Genaminox ^® LA (Clariant) 25.0 wt .-% of active substance: lauryldimethylamine

F fragrance and dye, preservative q.s.

production:

Successive addition of components B to F to A at room temperature with stirring.

Formulation 2: All-Purpose Cleaner A Water, dist. ad 100% by weight

Coconut fatty acid 2.0% by weight

Potassium hydroxide (85% by weight) 0.5% by weight

B Composition of Example A3 10.0% by weight

Genapol UD 080 ^® (Clariant) 8,0 wt .-% of active substance: Undecylalkoholpolyglykolether, 8EO

C tri-Nathum citrate 1, 0 wt .-%

production:

I Dissolve the components of A in water at 40 to 50 ° C

II adding B to I with stirring

III addition of C to II Formulation 3: neutral soap

Genapol ^® LRO liquid (Clariant)

Active ingredient: lauryl ether sulfate, 2EO, Na salt

Composition of Example A2

Genapol ^® OA 070 (Clariant)

Active ingredient: C Cis oxo alcohol polyglycol ether, 7EO

Genapol ^® TSM (Clariant)

Active substance: alkyl ether sulfate

Genagen CAB ^® 818 (Clariant)

Active substance: C ₇ / Ci ₇ -Alkylamidopropylbetain

water

Fragrance and dye, preservative

sodium chloride

production:

I Mixing of components A at room temperature

II addition of components B and C to I

III Homogenize

Formulation 4: Liquid detergent

A Genapol ^® OA 080 (Clariant) 12.0 wt .-% of active substance: C ₁₄ / C ₅ -Oxoalkoholpolyglykolether, 8EO

B ^® Prifac 7949 (Unichema Chemie GmbH) 14.0 wt .-% active: fatty acid mixture

Potassium hydroxide (85% by weight) 2.6% by weight

Triethanolamine 2.0% by weight 1, 2-propanediol 5.0% by weight

C water ad 100% by weight

D trisodium citrate dihydrate 5.0% by weight Composition of Example A1 17.0% by weight Dequest 2066 (Monsanto) 4.0% by weight Active ingredient: organophosphonate

E ethanol 3.0% by weight

Savinase ^® (Novo) 0.5 wt .-% Alcalase ^® (Novo) 0.2 wt .-% Termamyl ^® (Novo) 0.3 wt .-% Savinase ^® (Novo) 0.3 wt .-%

Coloring and perfume, preservative q.s. production:

I Successive addition of components B to A with stirring

room temperature

II Addition of component C, heated to 50 ° C, to I with stirring and dissolution

III Successive addition of components D to II with stirring

IV Cool to room temperature

V Add the components E to IV with stirring

In the formulation examples, the ingredients of the formulations were used in the amounts as indicated, i. H. for example, that the quantities refer to the commercial products used as such and not to the active ingredients contained therein.

Claims

claims:

1. Containing composition

and

c) 25 to 52% by weight of water,

each based on the total weight of the composition.

Composition according to Claim 1, characterized in that it contains a) 45 to 65% by weight of one or more secondary paraffin sulphonates

8 to 22 carbon atoms,

b) 1 to 7% by weight of the one or more alcohol alkoxylates, and c) 28 to 51% by weight of water

contains, in each case based on the total weight of the composition.

3. Composition according to claim 1 or 2, characterized in that they

b) 3 to 5% by weight of the one or more alcohol alkoxylates, and c) 30 to 50% by weight of water

contains, in each case based on the total weight of the composition.

4. Composition according to one or more of claims 1 to 3, characterized in that in addition to the components a) to c) d) sodium sulfate and

e) one or more paraffins having 8 to 22 carbon atoms

contains.

5. The composition according to claim 4, characterized in that it d) the sodium sulfate in amounts of 1 to 5 wt .-% and

e) the one or more paraffins having 8 to 22 carbon atoms in amounts of 0, 1 to 2 wt .-%

contains, in each case based on the total weight of the composition.

6. A composition according to claim 4 or 5, characterized in that it consists of the components a) to e).

7. The composition according to one or more of claims 1 to 6, characterized in that at least 95 wt .-% of the one or more secondary paraffin sulfonates of component a) 13 bis

Contain 17 carbon atoms.

8. The composition according to claim 1, wherein from 95 to 100% by weight of the one or more secondary paraffin sulfonates of component a) comprises a linear paraffin part and from 0 to 5% by weight of one or more a plurality of secondary paraffin sulfonates of component a) contain a branched paraffin part.

9. Composition according to one or more of claims 1 to 8, characterized in that the counterions of the one or more secondary paraffin sulfonates of component a) are selected from the group consisting of Na \ K ⁺ , Mg ²⁺ and Ca ²⁺ .

Composition according to Claim 9, characterized in that the counterion of the one or more secondary paraffin sulphonates of

Component a) Na ⁺ .

Composition according to one or more of Claims 1 to 10, characterized in that 100% by weight of the one or more secondary paraffin sulphonates of component a) contain a saturated paraffin part.

12. The composition according to one or more of claims 1 to 11, characterized in that the sulfonate groups statistically on the non-terminal paraffin part of the one or more secondary

Paraffin sulfonates of component a) are distributed and carry from 75 to 95 wt .-% of the one or more secondary Paraffinsulfonate a sulfonate group and from 5 to 25 wt .-% of the one or more secondary Paraffinsulfonate two or more sulfonate groups.

13. The composition according to one or more of claims 1 to 12, characterized in that the one or more alcohol alkoxylates of

Component b) are selected from alcohol ethoxylates.

14. Use of a composition according to one or more of claims 1 to 13 for the preparation of detergents and cleaners.