Organic catalyst with enhanced solubility
AssigneeThe Procter & Gamble Company
InventorsGregory Scot Miracle, George Douglas Hiler II, Susumu Murata, Rebecca Massey Grey
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Abstract
This invention relates to organic catalysts comprising iminium or oxaziridinium moieties, cleaning compositions comprising such catalysts; and processes for making and suing such catalysts and cleaning products.
Claims25
An organic catalyst having the following formula:
- 8
- wherein:
- R1 is a aryl or heteroaryl group that can be substituted or unsubstituted;
- R2 is a substituted or unsubstituted alkyl;
- R1 and R2 when taken together with the iminium form a ring
- R3 is a C1 to C20 substituted alkyl;
- R4 is the moiety Qt—A
- wherein:
- Q is a branched or unbranched alkylene
- t=0 or 1 and
- A is an anionic group selected from the group consisting of SO3O−, SO3−, CO2−, OCO2−, OPO32−, OPO3H− and OPO2−;
- R5 is the moiety —CR11R12—X—Gb—Xc—[(CR9R10)y—O]k—R8
- wherein:
- each X is independently selected from the group consisting of O, S, N—H, or N—R8;
- and
- each R8 is independently selected from the group consisting of alkyl, aryl and heteroaryl, said R8 moieties being substituted or unsubstituted, and whether substituted or unsubsituted said R8 moieties having less than 21 carbons;
- each G is independently selected from the group consisting of CO, SO2, SO, PO and PO2;
- R9 and R10 are independently selected from the group consisting of H and C1-C4 alkyl;
- and
- R11 and R12 are independently selected from the group consisting of H and alkyl, or when taken together may join to form a carbonyl;
- and
- b=0 or 1;
- c can=0 or 1, but c must=0 if b=0;
- y is an integer from 1 to 6;
- k is an integer from 0 to 20;
- and
- R6 is H, or an alkyl, aryl or heteroaryl moiety;
- said moieties being substituted or unsubstituted.
An organic catalyst having the following formula:
- 9
- wherein:
- R1 is a aryl or heteroaryl group that can be substituted or unsubstituted;
- R2 is a substituted or unsubstituted alkyl;
- R1 and R2 when taken together with the carbon and the nitrogen of the oxaziridinium form a ring;
- R3 is a C1 to C20 substituted alkyl;
- R4 is the moiety Qt—A
- wherein:
- Q is a branched or unbranched alkylene
- t=0 or 1 and
- A is an anionic group selected from the group consisting of OSO3−, SO3−, CO2−, OCO2−, OPO32−, OPO3H− and OPO2−;
- R5 is the moiety —CR11R12—X—Gb—Xc—[(CR9R10)y—O]k—R8
- wherein:
- each X is independently selected from the group consisting of O, S, N—H, or N—R8;
- and
- each R8 is independently selected from the group consisting of alkyl, aryl and heteroaryl, said R8 moieties being substituted or unsubstituted, and whether substituted or unsubsituted said R8 moieties having less than 21 carbons;
- each G is independently selected from the group consisting of CO, SO2, SO, PO and PO2;
- R9 and R10 are independently selected from the group consisting of H and C1-C4 alkyl;
- and
- R11 and R12 are independently selected from the group consisting of H and alkyl, or when taken together may form a carbonyl;
- b=0 or 1;
- c can=0 or 1, but c must=0 if b=0;
- y is an integer from 1 to 6;
- k is an integer from 0 to 20;
- and
- R6 is H, or an alkyl, aryl or heteroaryl moiety;
- said moieties being substituted or unsubstituted.
A process of making an organic catalyst comprising the steps of:
- a.) providing a substituted or unsubstituted halohydrin;
- b.) reacting said substituted or unsubstituted halohydrin with a substituted or unsubstituted 3,4-dihydroisoquinoline to form an alcohol salt;
- c.) sulfating said substituted alcohol salt to form an organic catalyst.
A process of making an organic catalyst comprising the steps of:
- a.) providing a substituted epoxide;
- b.) reacting said substituted epoxide with a substituted or unsubstituted 3,4-dihydroisoquinoline in the presence of a Lewis acid catalyst to form a compound comprising an oxazolidine moiety;
- c.) reacting said compound comprising an oxazolidine moiety with a Bronsted acid to form an alcohol salt;
- d.) sulfating said alcohol salt to form an organic catalyst.
A process of making an organic catalyst comprising the steps of:
- a.) providing a substituted epoxide;
- b.) reacting said substituted epoxide with SO3, an SO3 complex, or mixtures thereof to form a substituted cyclic sulfate;
- c.) reacting said substituted cyclic sulfate with a substituted or unsubstituted 3,4-dihydroisoquinoline to form an organic catalyst.
A process of making a substituted cyclic sulfate comprising the steps of:
- a.) providing a substituted epoxide;
- b.) reacting said substituted epoxide with SO3, an SO3 complex, or mixtures thereof to form said substituted cyclic sulfate.
Dependencies are inferred from the claim text.