CN104959070A - Cationic gemini surfactant and preparing method thereof - Google Patents
Cationic gemini surfactant and preparing method thereof Download PDFInfo
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Abstract
The invention discloses a cationic gemini surfactant and a preparing method thereof. The preparing method includes the steps of subjecting hydroquinone and halogenoacetyl halide to reaction with trimethylamine used as acid-binding agent so as to obtain dihalogen hydroquinone acetic ester; subjecting dialkyl amine and brominated alkane to reaction to obtain N, N-dialkyl alkylamine; subjecting the N, N-dialkyl alkylamine and the dihalogen hydroquinone acetic ester to quaternization reaction so as to obtain the cationic gemini surfactant including ester-based rigid links. The cationic gemini surfactant including the ester-based rigid links is prepared in threes steps from secondary amine, hydroquinone, the halogenoacetyl halide and the brominated alkane; materials related in the preparing method are easy to obtain, the preparing method is simple and has low pollution, product yield and purity are higher, and the obtained cationic gemini surfactant has good surface activity.
Description
Technical field
The invention belongs to surfactant field, be specifically related to a kind of cation Gemini surfactant and preparation method thereof.
Background technology
Surfactant is a large class organic compound, has the characteristic that effectively can reduce surface, interfacial tension.In industrial and agricultural production and daily life such as, oil, coal, medicine, the fields such as chemical industry have a wide range of applications, and have the title of " industrial monosodium glutamate ".Gemini surface active agent is the amphiphilic material that a class has two lipophilic groups and two hydrophilic groups.Compare traditional single linked list surface-active agent, Gemini surface active agent is that the surfactant of the single head base of two strands is linked up by an interval group dimer obtained at hydrophilic group or near the position of hydrophilic group.This special construction makes its character also more special, and as low critical micelle concentration, that high surface, preferably wetability, better dispersion force, dissolubility and increasing stick ability is strong, with the premium properties such as the cooperative effect that other surfactants are good.
The coupling link of Gemini surface active agent can be flexible, as alkyl chain, also can be rigidity as phenyl ring, ester group etc.The character of spacer group has for Gemini surface active agent structure and surface-active to be affected significantly.The existence of rigid attachment chain makes surfactant molecule have excellent surface activity, heat endurance, has the features such as nontoxic, environmental friendliness simultaneously.
At present containing the research and preparation of the Gemini surface active agent of rigid radical coupling link, the report of existing Patents.As patent CN101337169 has synthesized a kind of phthalate group cation germini surfactant, the method employs a certain amount of organic solution toluene in product separation process, there is the weak points such as toxic.Therefore, find environmental friendliness further, simultaneously other costs of material are low, products collection efficiency and the higher preparation method of purity, there is important practical application meaning.
Summary of the invention
The object of the present invention is to provide a kind of cation Gemini surfactant containing ester group rigid attachment chain and preparation method thereof, the method raw material is easy to get, and reaction condition is gentle, and operation is easy to get, products therefrom productive rate and purity higher, and there are the physicochemical properties such as good surface-active.
For achieving the above object, adopt technical scheme as follows:
A kind of cation Gemini surfactant, has following structural formula:
Wherein, X=Cl or Br; R
1=CH
3-, CH
3cH
2-or CH
3cH
2cH
2-; M=10,12,14,16 or 18; Resorcinol structure is ortho position or a position or contraposition.
The preparation method of above-mentioned cation Gemini surfactant, comprises the following steps:
Benzenediol and haloacetyl halogen are that acid binding agent generation esterification obtains two halogen acetic acid benzenediol ester with triethylamine;
Dialkylamine and brominated alkanes are obtained by reacting N, N-dialkyl group alkylamine;
N, N-dialkyl group alkylamine obtains the cation Gemini surfactant containing ester group rigid attachment chain with two halogen acetic acid benzenediol ester generation quaterisation.
According to such scheme, described dialkylamine is dimethylamine, diethylamine or di-n-propylamine.
According to such scheme, described brominated alkanes is bromo ten alkane, bromododecane, bromotetradecane, bromohexadecane or bromo-octadecane.
According to such scheme, described benzenediol is catechol, hydroquinones or resorcinol.
According to such scheme, described haloacetyl halogen is chloracetyl chloride, bromoacetyl bromide or bromoacetyl chloride.
According to such scheme, the mol ratio of benzenediol and haloacetyl halogen and triethylamine is 1:(2 ~ 6): (3 ~ 8), reaction temperature is-5 ~ 20 DEG C, and the reaction time is 1 ~ 12h.
According to such scheme, the mol ratio of brominated alkanes and dialkylamine is 1:(1 ~ 10), reaction temperature is 80 ~ 95 DEG C, and the reaction time is 24 ~ 48h.
According to such scheme, the mol ratio of two halogen acetic acid benzenediol ester and N, N-dialkyl group alkylamine is 1:(2 ~ 6); Reaction temperature is 80 ~ 95 DEG C, and the reaction time is 24 ~ 96h.
Compared with prior art, the invention has the beneficial effects as follows:
The present invention is with secondary amine, benzenediol, haloacetyl halogen and brominated alkanes are raw material, the cation Gemini surfactant that a class cries out ester group rigid attachment chain is prepared through three reactions steps, the raw material that the method relates to is easy to get, preparation technology simply pollutes little, products collection efficiency and purity higher, and there is good surface-active.
Accompanying drawing explanation
Fig. 1: the embodiment 1-8 surfactant obtained 25 DEG C time surface tension with the curve map of change in concentration.
Detailed description of the invention
Following examples explain technical scheme of the present invention further, but not as limiting the scope of the invention.
The preparation process of subject cationic Gemini surface active agent:
Benzenediol and haloacetyl halogen are that acid binding agent generation esterification obtains two halogen acetic acid benzenediol ester with triethylamine; The mol ratio of benzenediol and haloacetyl halogen and triethylamine is 1:(2 ~ 6): (3 ~ 8), reaction temperature is-5 ~ 20 DEG C, and the reaction time is 1 ~ 12h.
Dialkylamine and brominated alkanes are obtained by reacting N, N-dialkyl group alkylamine; The mol ratio of brominated alkanes and dialkylamine is 1:(1 ~ 10), reaction temperature is 80 ~ 95 DEG C, and the reaction time is 24 ~ 48h.
N, N-dialkyl group alkylamine obtains the cation Gemini surfactant containing ester group rigid attachment chain with two halogen acetic acid benzenediol ester generation quaterisation; The mol ratio of two halogen acetic acid benzenediol ester and N, N-dialkyl group alkylamine is 1:(2 ~ 6); Reaction temperature is 80 ~ 95 DEG C, and the reaction time is 24 ~ 96h.
Prepare product and there is following structural formula:
Wherein, X=Cl or Br; R
1=CH
3-, CH
3cH
2-or CH
3cH
2cH
2-; M=10,12,14,16 or 18; Resorcinol structure is ortho position or a position or contraposition.With secondary amine, benzenediol, haloacetyl halogen and brominated alkanes are raw material, the cation Gemini surfactant that a class cries out ester group rigid attachment chain is prepared through three reactions steps, the raw material that the method relates to is easy to get, preparation technology simply pollutes little, products collection efficiency and purity higher, and there is good surface-active.
Embodiment 1:
Containing a cation Gemini surfactant for ester group rigid attachment chain, wherein R1=CH
3-; R2=CH
12h
25-, X=Cl, resorcinol structure is hydroquinones, and preparation method comprises the following steps:
(1) synthesis step of the two monoxone hydroquinones ester of intermediate product: be that 1:4:4 mixes with triethylamine according to mol ratio by hydroquinones and chloracetyl chloride, makes solvent with anhydrous propanone and react 5h at 5 DEG C.Cool suction filtration after completion of the reaction, filter cake acetone washs three times, under stirring, filtrate is poured in frozen water, stratification, suction filtration, filter cake first washs with the mixed liquor of water and acetone, wash twice with water again, with acetone-petroleum ether recrystallization after gained solid drying, obtain two monoxone hydroquinones ester brown solid, productive rate is 65.8%.
(2) intermediate product N, the synthesis step of N-diethyl lauryl amine: be 1:3 mixing according to mol ratio by Dodecyl Bromide and dimethylamine, make solvent with absolute ethyl alcohol and react 24h at 90 DEG C, after reaction terminates, with Rotary Evaporators removing etoh solvent and unreacted dimethylamine, residue sodium hydroxide solution is neutralized.Mixed liquor is extracted with ethyl acetate three times, merges organic phase anhydrous magnesium sulfate drying and spends the night.With the ethyl acetate in Rotary Evaporators removing filtrate after filtration, obtain pale yellow oily liquid body, finally obtain highly purified N, N-dimethyl lauryl amine with oil pump decompression distillation, productive rate is 95.1%.
(3) synthesis step of end product Gemini surface active agent: by two monoxone hydroquinones ester and N, N-dimethyl lauryl amine is 1:2.2 mixing according to mol ratio, make solvent with absolute ethyl alcohol and react 72h at 90 DEG C, petroleum ether three times are used after being cooled to room temperature, obtain brown oil, be described Gemini surface active agent, productive rate is 58.0%.
The Gemini surface active agent that the present embodiment obtains 25 DEG C of lower surface tension force with the curve of change in concentration as Fig. 1 in shown in e.g.1 curve.Result shows cmc value and the γ of gained Gemini surface active agent
cmcall lower.
Embodiment 2:
Containing a cation Gemini surfactant for ester group rigid attachment chain, wherein R1=CH
3cH
2-, R2=CH
14h
29-, X=Cl, resorcinol structure is hydroquinones, and preparation method comprises the following steps:
(1) synthesis step of the two monoxone hydroquinones ester of intermediate product: be that 1:5:5 mixes with triethylamine according to mol ratio by hydroquinones and chloracetyl chloride, makes solvent with anhydrous propanone and react 7h at 5 DEG C.Cool suction filtration after completion of the reaction, filter cake acetone washs three times, under stirring, filtrate is poured in frozen water, stratification, suction filtration, filter cake first washs with the mixed liquor of water and acetone, wash twice with water again, with acetone-petroleum ether recrystallization after gained solid drying, obtain two monoxone hydroquinones ester brown solid, productive rate is 61.4%.
(2) intermediate product N, the synthesis step of N-diethyl tetradecy lamine: be 1:3 mixing according to mol ratio by 1-bromotetradecane and diethylamine, make solvent with absolute ethyl alcohol and react 24h at 95 DEG C, after reaction terminates, with Rotary Evaporators removing etoh solvent and unreacted diethylamine, residue sodium hydroxide solution is neutralized.Mixed liquor is extracted with ethyl acetate three times, merges organic phase anhydrous magnesium sulfate drying and spends the night.With the ethyl acetate in Rotary Evaporators removing filtrate after filtration, obtain pale yellow oily liquid body, finally obtain highly purified N, N-diethyl tetradecy lamine with oil pump decompression distillation, productive rate is 93.3%.
(3) synthesis step of end product Gemini surface active agent: by two monoxone hydroquinones ester and N, N-diethyl tetradecy lamine is 1:2.5 mixing according to mol ratio, make solvent with absolute ethyl alcohol and react 96h at 90 DEG C, petroleum ether three times are used after being cooled to room temperature, obtain brown oil, be described Gemini surface active agent, productive rate is 51.8%.
The Gemini surface active agent that the present embodiment obtains 25 DEG C of lower surface tension force with the curve of change in concentration as Fig. 1 in shown in e.g.2 curve.Result shows cmc value and the γ of gained Gemini surface active agent
cmcall lower.
Embodiment 3:
Containing a cation Gemini surfactant for ester group rigid attachment chain, wherein R1=CH
3cH
2-, R2=CH
16h
33-, X=Cl, resorcinol structure is hydroquinones, and preparation method comprises the following steps:
(1) synthesis step of the two monoxone hydroquinones ester of intermediate product: be that 1:3.5:3.5 mixes with triethylamine according to mol ratio by hydroquinones and chloracetyl chloride, makes solvent with anhydrous propanone and react 6h at 3 DEG C.Cool suction filtration after completion of the reaction, filter cake acetone washs three times, under stirring, filtrate is poured in frozen water, stratification, suction filtration, filter cake first washs with the mixed liquor of water and acetone, wash twice with water again, with acetone-petroleum ether recrystallization after gained solid drying, obtain two monoxone hydroquinones ester brown solid, productive rate is 67.1%.
(2) intermediate product N, the synthesis step of N-diethyl cetylamine: be 1:3 mixing according to mol ratio by 1-bromohexadecane and diethylamine, make solvent with absolute ethyl alcohol and react 24h at 95 DEG C, after reaction terminates, with Rotary Evaporators removing etoh solvent and unreacted diethylamine, residue sodium hydroxide solution is neutralized.Mixed liquor is extracted with ethyl acetate three times, merges organic phase anhydrous magnesium sulfate drying and spends the night.With the ethyl acetate in Rotary Evaporators removing filtrate after filtration, obtain pale yellow oily liquid body, finally obtain highly purified N, N-diethyl cetylamine, productive rate 93.1% with oil pump decompression distillation.
(3) synthesis step of end product Gemini surface active agent: by two monoxone hydroquinones ester and N, N-diethyl cetylamine is 1:3 mixing according to mol ratio, make solvent with absolute ethyl alcohol and react 96h at 90 DEG C, to be cooled to after room temperature with acetone solution and freezing, to take advantage of cold filtration, repeatedly operate three times, by gained solid oil pump decompression distillation removing residual acetone, obtain white solid, be described Gemini surface active agent, productive rate is 53.3%.
The Gemini surface active agent that the present embodiment obtains 25 DEG C of lower surface tension force with the curve of change in concentration as Fig. 1 in shown in e.g.3 curve.Result shows cmc value and the γ of gained Gemini surface active agent
cmcall lower.
Embodiment 4:
Containing a cation Gemini surfactant for ester group rigid attachment chain, wherein R1=CH
3cH
2-, R2=CH
18h
35-, X=Cl, resorcinol structure is hydroquinones, and preparation method comprises the following steps:
(1) synthesis step of the two monoxone hydroquinones ester of intermediate product: be that 1:3.5:3.5 mixes with triethylamine according to mol ratio by hydroquinones and chloracetyl chloride, makes solvent with anhydrous propanone and react 6h at 0 DEG C.Cool suction filtration after completion of the reaction, filter cake acetone washs three times, under stirring, filtrate is poured in frozen water, stratification, suction filtration, filter cake first washs with the mixed liquor of water and acetone, wash twice with water again, with acetone-petroleum ether recrystallization after gained solid drying, obtain two monoxone hydroquinones ester brown solid, productive rate is 68.8%.
(2) intermediate product N, the synthesis step of N-diethyl octadecylamine: be 1:4 mixing according to mol ratio by 1-bromo-octadecane and diethylamine, make solvent with absolute ethyl alcohol and react 24h at 95 DEG C, after reaction terminates, with Rotary Evaporators removing etoh solvent and unreacted diethylamine, residue sodium hydroxide solution is neutralized.Mixed liquor is extracted with ethyl acetate three times, merges organic phase anhydrous magnesium sulfate drying and spends the night.With the ethyl acetate in Rotary Evaporators removing filtrate after filtration, obtain pale yellow oily liquid body, finally obtain highly purified N, N-diethyl octadecylamine, productive rate 90.1% with oil pump decompression distillation.
(3) synthesis step of end product Gemini surface active agent: by two monoxone hydroquinones ester and N, N-diethyl octadecylamine is 1:4 mixing according to mol ratio, make solvent with absolute ethyl alcohol and react 120h at 90 DEG C, to be cooled to after room temperature with acetone solution and freezing, to take advantage of cold filtration, repeatedly operate three times, by gained solid oil pump decompression distillation removing residual acetone, obtain white solid, be described Gemini surface active agent, productive rate is 55.1%.
The Gemini surface active agent that the present embodiment obtains 25 DEG C of lower surface tension force with the curve of change in concentration as Fig. 1 in shown in e.g.4 curve.Result shows cmc value and the γ of gained Gemini surface active agent
cmcall lower.
Embodiment 5:
Containing a cation Gemini surfactant for ester group rigid attachment chain, wherein R1=CH
3cH
2-, R2=CH
10h
21-, X=Cl, resorcinol structure is hydroquinones, and preparation method comprises the following steps:
(1) synthesis step of the two monoxone hydroquinones ester of intermediate product: be that 1:3.5:4 mixes with triethylamine according to mol ratio by hydroquinones and chloracetyl chloride, makes solvent with anhydrous propanone and react 6h at 0 DEG C.Cool suction filtration after completion of the reaction, filter cake acetone washs three times, under stirring, filtrate is poured in frozen water, stratification, suction filtration, filter cake first washs with the mixed liquor of water and acetone, wash twice with water again, with acetone-petroleum ether recrystallization after gained solid drying, obtain two monoxone hydroquinones ester brown solid, productive rate is 67.8%.
(2) intermediate product N, the synthesis step of N-diethyl ten amine: be 1:4 mixing according to mol ratio by 1-bromo ten alkane and diethylamine, make solvent with absolute ethyl alcohol and react 24h at 95 DEG C, after reaction terminates, with Rotary Evaporators removing etoh solvent and unreacted diethylamine, residue sodium hydroxide solution is neutralized.Mixed liquor is extracted with ethyl acetate three times, merges organic phase anhydrous magnesium sulfate drying and spends the night.With the ethyl acetate in Rotary Evaporators removing filtrate after filtration, obtain pale yellow oily liquid body, finally obtain highly purified N, N-diethyl ten amine, productive rate 90.1% with oil pump decompression distillation.
(3) synthesis step of end product Gemini surface active agent: by two monoxone hydroquinones ester and N, N-diethyl ten amine is 1:4 mixing according to mol ratio, make solvent with absolute ethyl alcohol and react 96h at 90 DEG C, petroleum ether three times are used after being cooled to room temperature, obtain brown oil, be described Gemini surface active agent, productive rate is 47.2%.
The Gemini surface active agent that the present embodiment obtains 25 DEG C of lower surface tension force with the curve of change in concentration as Fig. 1 in shown in e.g.5 curve.Result shows cmc value and the γ of gained Gemini surface active agent
cmcall lower.
Embodiment 6:
Containing a cation Gemini surfactant for ester group rigid attachment chain, wherein R1=CH
3cH
3cH
2-, R2=CH
16h
33-, X=Cl, resorcinol structure is hydroquinones, and preparation method comprises the following steps:
(1) synthesis step of the two monoxone hydroquinones ester of intermediate product: be that 1:3.5:3.5 mixes with triethylamine according to mol ratio by hydroquinones and chloracetyl chloride, makes solvent with anhydrous propanone and react 6h at 0 DEG C.Cool suction filtration after completion of the reaction, filter cake acetone washs three times, under stirring, filtrate is poured in frozen water, stratification, suction filtration, filter cake first washs with the mixed liquor of water and acetone, wash twice with water again, with acetone-petroleum ether recrystallization after gained solid drying, obtain two monoxone hydroquinones ester brown solid, productive rate is 66.3%.
(2) intermediate product N, the synthesis step of N-diη-propyl cetylamine: be 1:4 mixing according to mol ratio by 1-bromohexadecane and di-n-propylamine, make solvent with absolute ethyl alcohol and react 24h at 95 DEG C, after reaction terminates, with Rotary Evaporators removing etoh solvent and unreacted di-n-propylamine, residue sodium hydroxide solution is neutralized.Mixed liquor is extracted with ethyl acetate three times, merges organic phase anhydrous magnesium sulfate drying and spends the night.With the ethyl acetate in Rotary Evaporators removing filtrate after filtration, obtain pale yellow oily liquid body, finally obtain highly purified N, N-diη-propyl cetylamine, productive rate 91.0% with oil pump decompression distillation.
(3) synthesis step of end product Gemini surface active agent: by two monoxone hydroquinones ester and N, N-diη-propyl cetylamine is 1:4 mixing according to mol ratio, make solvent with absolute ethyl alcohol and react 120h at 90 DEG C, to be cooled to after room temperature with acetone solution and freezing, to take advantage of cold filtration, repeatedly operate three times, by gained solid oil pump decompression distillation removing residual acetone, obtain white solid, be described Gemini surface active agent, productive rate is 43.1%.
The Gemini surface active agent that the present embodiment obtains 25 DEG C of lower surface tension force with the curve of change in concentration as Fig. 1 in shown in e.g.6 curve.Result shows cmc value and the γ of gained Gemini surface active agent
cmcall lower.
Embodiment 7:
Containing a cation Gemini surfactant for ester group rigid attachment chain, wherein R1=CH
3cH
2-, R2=CH
16h
33-, X=Br, resorcinol structure is hydroquinones, and preparation method comprises the following steps:
(1) synthesis step of the two bromoacetic acid hydroquinones ester of intermediate product: be that 1:3.5:3.5 mixes with triethylamine according to mol ratio by hydroquinones and bromoacetyl bromide chlorine, makes solvent with anhydrous propanone and react 6h at 0 DEG C.Cool suction filtration after completion of the reaction, filter cake acetone washs three times, under stirring, filtrate is poured in frozen water, stratification, suction filtration, filter cake first washs with the mixed liquor of water and acetone, wash twice with water again, with acetone-petroleum ether recrystallization after gained solid drying, obtain two bromoacetic acid hydroquinones ester brown solid, productive rate is 66.3%.
(2) intermediate product N, the synthesis step of N-diethyl cetylamine: be 1:3 mixing according to mol ratio by 1-bromohexadecane and diethylamine, make solvent with absolute ethyl alcohol and react 24h at 95 DEG C, after reaction terminates, with Rotary Evaporators removing etoh solvent and unreacted diethylamine, residue sodium hydroxide solution is neutralized.Mixed liquor is extracted with ethyl acetate three times, merges organic phase anhydrous magnesium sulfate drying and spends the night.With the ethyl acetate in Rotary Evaporators removing filtrate after filtration, obtain pale yellow oily liquid body, finally obtain highly purified N, N-diethyl cetylamine, productive rate 93.4% with oil pump decompression distillation.
(3) synthesis step of end product Gemini surface active agent: by two bromoacetic acid hydroquinones ester and N, N-diethyl cetylamine is 1:3 mixing according to mol ratio, make solvent with absolute ethyl alcohol and react 96h at 90 DEG C, to be cooled to after room temperature with acetone solution and freezing, to take advantage of cold filtration, repeatedly operate three times, by gained solid oil pump decompression distillation removing residual acetone, obtain white solid, be described Gemini surface active agent, productive rate is 60.1%.
The Gemini surface active agent that the present embodiment obtains 25 DEG C of lower surface tension force with the curve of change in concentration as Fig. 1 in shown in e.g.7 curve.Result shows cmc value and the γ of gained Gemini surface active agent
cmcall lower.
Embodiment 8:
Containing a cation Gemini surfactant for ester group rigid attachment chain, wherein R1=CH
3cH
2-, R2=CH
16h
33-, X=Cl, resorcinol structure is resorcinol, and preparation method comprises the following steps:
(1) synthesis step of the two monoxone resorcinol of intermediate product: be that 1:3.5:3.5 mixes with triethylamine according to mol ratio by resorcinol and chloracetyl chloride, makes solvent with anhydrous propanone and react 6h at 3 DEG C.Cool suction filtration after completion of the reaction, filter cake acetone washs three times, under stirring, filtrate is poured in frozen water, stratification, suction filtration, filter cake first washs with the mixed liquor of water and acetone, wash twice with water again, with acetone-petroleum ether recrystallization after gained solid drying, obtain two monoxone resorcinol brown solid, productive rate is 64.2%.
(2) intermediate product N, the synthesis step of N-diethyl cetylamine: be 1:3 mixing according to mol ratio by 1-bromohexadecane and diethylamine, make solvent with absolute ethyl alcohol and react 24h at 95 DEG C, after reaction terminates, with Rotary Evaporators removing etoh solvent and unreacted diethylamine, residue sodium hydroxide solution is neutralized.Mixed liquor is extracted with ethyl acetate three times, merges organic phase anhydrous magnesium sulfate drying and spends the night.With the ethyl acetate in Rotary Evaporators removing filtrate after filtration, obtain pale yellow oily liquid body, finally obtain highly purified N, N-diethyl cetylamine, productive rate 93.1% with oil pump decompression distillation.
(3) synthesis step of end product Gemini surface active agent: by two monoxone resorcinol and N, N-diethyl cetylamine is 1:3 mixing according to mol ratio, make solvent with absolute ethyl alcohol and react 96h at 90 DEG C, to be cooled to after room temperature with acetone solution and freezing, to take advantage of cold filtration, repeatedly operate three times, by gained solid oil pump decompression distillation removing residual acetone, obtain white solid, be described Gemini surface active agent, productive rate is 41.8%.
The Gemini surface active agent that the present embodiment obtains 25 DEG C of lower surface tension force with the curve of change in concentration as Fig. 1 in shown in e.g.8 curve.Result shows cmc value and the γ of gained Gemini surface active agent
cmcall lower.
Bound value, the interval value of inventing each raw material related to can realize the present invention, and bound value and the interval value of the technological parameter (as temperature, the time etc.) related to can realize the present invention, do not enumerate embodiment at this.
Claims (9)
1. a cation Gemini surfactant, is characterized in that having following structural formula:
Wherein, X=Cl or Br; R
1=CH
3-, CH
3cH
2-or CH
3cH
2cH
2-; M=10,12,14,16 or 18; Resorcinol structure is ortho position or a position or contraposition.
2. the preparation method of cation Gemini surfactant described in claim 1, comprises the following steps:
Benzenediol and haloacetyl halogen are that acid binding agent generation esterification obtains two halogen acetic acid benzenediol ester with triethylamine;
Dialkylamine and brominated alkanes are obtained by reacting N, N-dialkyl group alkylamine;
N, N-dialkyl group alkylamine obtains the cation Gemini surfactant containing ester group rigid attachment chain with two halogen acetic acid benzenediol ester generation quaterisation.
3. the preparation method of cation Gemini surfactant as claimed in claim 2, is characterized in that described dialkylamine is dimethylamine, diethylamine or di-n-propylamine.
4. the preparation method of cation Gemini surfactant as claimed in claim 2, is characterized in that described brominated alkanes is bromo ten alkane, bromododecane, bromotetradecane, bromohexadecane or bromo-octadecane.
5. the preparation method of cation Gemini surfactant as claimed in claim 2, is characterized in that described benzenediol is catechol, hydroquinones or resorcinol.
6. the preparation method of cation Gemini surfactant as claimed in claim 2, is characterized in that described haloacetyl halogen is chloracetyl chloride, bromoacetyl bromide or bromoacetyl chloride.
7. the preparation method of cation Gemini surfactant as claimed in claim 2, it is characterized in that the mol ratio of benzenediol and haloacetyl halogen and triethylamine is 1:(2 ~ 6): (3 ~ 8), reaction temperature is-5 ~ 20 DEG C, and the reaction time is 1 ~ 12h.
8. the preparation method of cation Gemini surfactant as claimed in claim 2, is characterized in that the mol ratio of brominated alkanes and dialkylamine is 1:(1 ~ 10), reaction temperature is 80 ~ 95 DEG C, and the reaction time is 24 ~ 48h.
9. the preparation method of cation Gemini surfactant as claimed in claim 2, is characterized in that the mol ratio of two halogen acetic acid benzenediol ester and N, N-dialkyl group alkylamine is 1:(2 ~ 6); Reaction temperature is 80 ~ 95 DEG C, and the reaction time is 24 ~ 96h.
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| CN106221082A (en) * | 2016-07-25 | 2016-12-14 | 武汉工程大学 | A kind of composite of Gemini surface active modified calcium carbonate filled polytetrafluoroethylene and preparation method thereof |
| GB2562338A (en) * | 2017-01-10 | 2018-11-14 | Epione Res And Development Institure Ltd | Compounds and compositions |
| CN113480440A (en) * | 2021-07-07 | 2021-10-08 | 江南大学 | Cationic surfactant containing rigid group amphiphilic-strong polarity switching |
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