Softening and conditioning fibers with imidazolinium compounds

• US 4,720,383 A
• Filed: 05/16/1986
• Issued: 01/19/1988
• Est. Priority Date: 05/16/1986
• Status: Expired due to Term

• Current Assignee: Hercules Incorporated (Ashland Global Holdings, Inc.)
• Original Assignee: Quaker Chemical Corporation (Quaker Houghton)
• Inventors: Drach, John E., O'Lenick, Anthony J. Jr., Evans, Robert D., Fanelli, Joseph J.
• Primary Examiner(s): Schwartz, Richard A.
• Application Number:
  US06/864,085
• Time in Patent Office: 613 Days
• Field of Search: 548/354, 548/349, 424/70, 252/8.6, 252/8.8, 162/9, 162/72, 162/74
• US Class Current: 424/70.21
• CPC Class Codes: C07D 233/18 Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
• CPC Class Codes: D06M 13/352 having five-membered heterocyclic rings
• CPC Class Codes: D21C 9/005 organic compounds

Abstract

Novel imidazolinium compounds, and a method of using the compounds for softening and conditioning fibers, hair and skin and as surfactants, and debonders for cellulose pulp having the general formula: ##STR1## wherein R₁ is an n-alkyl, branched alkyl, alkenyl, branched alkenyl alkadienyl or branched alkadienyl group containing 8 to 21 carbon atoms; R₂ is a radical selected from the group consisting of (a) --OH, (b) amide radicals each of which has the structure ##STR2## (c) a substituted imidazolinium group which has the structure: ##STR3## R₃ is a radical which has the structure ##STR4## or --OR₅ ; R₄ is an alkyl or alkenyl group containing 1 to 17 carbon atoms; R₅ is R₁ or mono or dialkyl phenyl; A is an integer of from 0 to 20 and B is an integer of from 0 to 20 and A+B>0; x is either chlorine or bromine are provided.

Claims

1. A compound of the formula:

##STR47## wherein R₁ is an n-alkyl, branched alkyl, alkenyl, branched alkenyl alkadienyl or branched alkadienyl group containing 8 to 21 carbon atoms;

R₂ is a radical selected from the group consisting of (a) --OH, (b) amide radicals each of which has the structure ##STR48## (c) a substituted imidazolinium group which has the structure;

##STR49## R₃ is a radical which has the structure ##STR50## or OR₅ ;

R₄ is an alkyl or alkenyl group containing 1 to 15 carbons atoms;

R₅ is R₁ or monononyl phenyl or dinonyllphenyl;

A is an integer of from 0 to 20 and B is an integer of from 0 to 20 and A+B>

0;

x is either chlorine or bromine.

2. A compound of claim 1, wherein R₁ is C₁₇ H_35-- ;

R₂ is ##STR51## or a substituted imidazolinium group which has the structure;

##STR52## R₃ is ##STR53## R₄ is C₁₇ H₃₅ ;

A is 0, 4 or 8;

B is 0, 4 or 8;

x=Cl.

3. A method for softening and conditioning fibers, hair or skin comprising applying to said fibers, hair or skin an effective amount of an aqueous composition comprising a compound of claim 1, or mixtures of said compounds.

4. A method as in claim 3, which comprises a cellulose pulp debonding method.

5. A method as in claim 3, wherein said composition further comprises a laundry formulation.

6. A method as in claim 3, wherein said composition comprises 1-5% of the compound of Formula I.

7. A method as in claim 3, wherein said composition further comprises cosmetic or personal care formulations.

8. A method as in claim 7, wherein said composition further comprises shampoo or creme rinse formulations.