CN105396503A - Compound nonionic surfactant - Google Patents

Compound nonionic surfactant Download PDF

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Publication number
CN105396503A
CN105396503A CN201510741507.7A CN201510741507A CN105396503A CN 105396503 A CN105396503 A CN 105396503A CN 201510741507 A CN201510741507 A CN 201510741507A CN 105396503 A CN105396503 A CN 105396503A
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active agent
surface active
component
ionic surface
polyoxyalkyl ether
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CN201510741507.7A
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CN105396503B (en
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朱军成
金光勇
应班
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LEVIMA (JIANGSU) NEW MATERIAL RESEARCH INSTITUTE Co Ltd
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LEVIMA (JIANGSU) NEW MATERIAL RESEARCH INSTITUTE Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017Mixtures of compounds
    • C09K23/018Mixtures of two or more different organic oxygen-containing compounds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00Use of substances as emulsifying, wetting, dispersing, or foam-producing agents

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The invention belongs to the technical field of surfactants and particularly relates to a compound nonionic surfactant which is prepared by compounding the following components in parts by weight: 20-80% of a component A and 20-80% of a component B, wherein the component A is formed by the combination of one or more of cardanol polyoxy alkyl ether, and the component B is formed by the combination of one or more of fatty alcohol polyoxy alkyl ether. The compound nonionic surfactant gives full play to the advantages of good low-temperature fluidity, strong emulsifying capacity and good decontamination and oil removing effects of the cardanol polyoxy alkyl ether, so that the compound nonionic surfactant can be applied to multiple fields including spinning, daily chemical, pesticides, metal processing and the like to replace conventional APEO.

Description

Compositional type non-ionic surface active agent
Technical field
The invention belongs to technical field of surfactant, be specifically related to a kind of Compositional type non-ionic surface active agent.
Background technology
The application of surfactant is very extensive, be deep into various civilian and industrial circle, wherein non-ionic surface active agent does not ionize in water, it is the amphiphilic structure molecule that is hydrophilic group with hydroxyl or ehter bond, because non-ionic surface active agent has non-ionizing feature in water, impel non-ionic surface active agent superior compared with ionic surfactant in some aspects, as having good dissolubility in water He in organic solvent, stability is high in the solution, is not subject to strong electrolyte inorganic salts and impact that is sour, key.Because it and other types surfactant compatibility are good, so often composite use can well be mixed.Non-ionic surface active agent has good resistance to hard water ability, has the feature of low foaming characteristic, is therefore applicable to making special washing agent.Because it has dispersion, emulsification, foam, wetting, the multiple performance of solubilising, therefore in a lot of field, there is important use.
Anacardol polyoxyalkyl ether is a kind of new non-ionic surfactants, is that raw material is produced by the anacardol of natural reproducible.Not easily decompose under natural environment with the alkyl phenol polyoxyalkyl ether of petroleum phenol synthesis, environmental pollution can be caused, in January, 2015, new environmental law was formally implemented, and the industry such as textile printing and dyeing, agricultural chemicals starts to forbid alkyl phenol polyoxyalkyl ether non-ionic surface active agent (APEO).Anacardol polyoxyalkyl ether, as the surfactant of potential alternative APEO, because biological degradability is good, is called as green surfactant.
But compare with conventional nonionic surfactant, as the subject matter of novel non-ionic surface active agent, anacardol polyoxyalkyl ether is that its combination property is superior not, and then limit the practical application of this series products.
Summary of the invention
Invention broadly provides a kind of Compositional type non-ionic surface active agent, give full play to the advantage that anacardol polyoxyalkyl ether low temperature flow is good, emulsifying capacity strong, decontamination deoiling effect is good, enable this Compositional type non-ionic surface active agent be applied to multiple fields such as weaving, daily use chemicals, agricultural chemicals, substitute traditional APEO.Its technical scheme is as follows: setting non-ionic surface active agent weight summation is 100%, then non-ionic surface active agent comprises component A20-80wt% and B component 20-80wt%, wherein component A combines for one or more anacardol polyoxyalkyl ether, and B component combines for one or more fatty alcohol polyoxyalkyl ether.
The decontamination of described Compositional type non-ionic surface active agent, oil removing performance determine the minimum of a value of Part A components percentage by weight, the maximum wetting, permeance property determines Part A components percentage by weight.The combination of described Compositional type non-ionic surface active agent can be, composite by component A and B, or obtain Compositional type composition by carrying out alkoxylate synthesis after the combination of A, B initiator, or the composition in its entirety as surfactant in the formula of further downstream is added in formula, also comprise each component of A, B to adopt in differing order or form to join respectively in formula thus to form Compositional type composition, or the combinationally using of above-mentioned various ways.
Preferably, the structural formula of described anacardol polyoxyalkyl ether is such as formula shown in (I):
Wherein, R 1be selected from-(CH 2) 14cH 3,-(CH 2) 7cH=CH (CH 2) 5cH 3,-(CH2) 7cH=CHCH 2cH=CH (CH 2) 2cH 3with-(CH 2) 7cH=CHCH 2cH=CHCH 2cH=CH 2in one or more;
R 2represent H or O (RO) mone in H;
RO is identical or different, and RO represents the oxyalkylene of 2-18 carbon atom;
M is the average adduct number of oxyalkylene, is the integer between 3-25 or mark;
Preferably, the polyoxy alkyl chain of described anacardol polyoxyalkyl ether is random, the block of one or more in oxirane, expoxy propane and epoxy butane or alternate type polymer.
In sum, the structure of component A is determined by the application performance of Compositional type non-ionic surface active agent, and such as when the polyoxy alkyl chain length of anacardol polyoxyalkyl ether is shorter, its pour point is lower, permeance property better, but emulsifiability is poor; When the polyoxy alkyl chain length of anacardol polyoxyalkyl ether is longer, its emulsification, dispersion, oil removing better performances, but pour point is higher, and permeance property is poor.For promoting the application performance of Compositional type non-ionic surface active agent, the polyoxy alkyl chain length of anacardol polyoxyalkyl ether affects by the kind of component A percentage by weight and composite B component, percentage by weight.For the anacardol polyoxyalkyl ether of specifying polyoxy alkyl chain length, its weight percent content affects by the kind of composite component B component, percentage by weight.
Preferably, the lipophilic group of described fatty alcohol polyoxyalkyl ether to be carbon atom number be 6 ~ 22 long alkyl chain, the polyoxy alkyl chain length of described fatty alcohol polyoxyalkyl ether is 3 ~ 30.
Preferably, the lipophilic group of described fatty alcohol polyoxyalkyl ether is straight chain, side chain or mixed alkyl long-chain.
Preferably, the lipophilic group of described fatty alcohol polyoxyalkyl ether is branched chain isomer chain alkyl, and the polyoxy alkyl chain length of described fatty alcohol polyoxyalkyl ether is 5 ~ 25.
Preferably, the lipophilic group of described fatty alcohol polyoxyalkyl ether to be carbon atom number be 8 ~ 18 long alkyl chain, the polyoxy alkyl chain of described fatty alcohol polyoxyalkyl ether is random, the block of one or more in oxirane, expoxy propane and epoxy butane or alternate type polymer.
Preferably, the polyoxy alkyl chain of described fatty alcohol polyoxyalkyl ether is one or both random, block in oxirane and expoxy propane or alternate type polymer.
In sum, the structure of B component is determined by the application performance of compound product, by the structure of component A and the impact of percentage by weight.
Adopt above-mentioned Compositional type non-ionic surface active agent, the present invention has the following advantages:
(1) composite by non-ionic surface active agent, and then promote its combination property: keep the speciality that its low temperature flow is good, emulsifying capacity is strong while improving wetting, permeance property, thus make such non-ionic surface active agent product can meet the application demand of more areas, promote its commercialization;
(2) gained Compositional type non-ionic surface active agent of the present invention well can be applied in the fields such as daily use chemicals, weaving, agricultural chemicals, intermetallic composite coating, and among the formula being applied to the various applications such as such as degreaser, wetting agent, emulsifying agent; Alternative APEO in commercial Application, solves the problem of the environmental pollution that APEO in use causes.
Detailed description of the invention
A kind of Compositional type non-ionic surface active agent, setting non-ionic surface active agent weight summation is 100%, then non-ionic surface active agent comprises component A20-80wt% and B component 20-80wt%, wherein component A combines for one or more anacardol polyoxyalkyl ether, and B component combines for one or more fatty alcohol polyoxyalkyl ether.
The structural formula of described anacardol polyoxyalkyl ether is such as formula shown in (I):
Wherein, R 1be selected from-(CH 2) 14cH 3,-(CH 2) 7cH=CH (CH 2) 5cH 3,-(CH2) 7cH=CHCH 2cH=CH (CH 2) 2cH 3with-(CH 2) 7cH=CHCH 2cH=CHCH 2cH=CH 2in one or more;
R 2represent H or O (RO) mone in H;
RO is identical or different, and RO represents the oxyalkylene of 2-18 carbon atom;
M is the average adduct number of oxyalkylene, is the integer between 3-25 or mark;
Further, the polyoxy alkyl chain of described anacardol polyoxyalkyl ether is random, the block of one or more in oxirane, expoxy propane and epoxy butane or alternate type polymer.
One, specific embodiment
Embodiment 1
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A80%, B component 20%.Wherein component A is cardanol polyoxyethylene ether-6, and B component is isomery C10 alcohol APEO-5.
Embodiment 2
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A50%, B component 50%.Wherein component A is cardanol polyoxyethylene ether-7, and B component is isomery C10 alcohol APEO-7.
Embodiment 3
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A60%, B component 40%.Wherein, component A is cardanol polyoxyethylene ether-1160%, and B component is isomery C13 alcohol APEO-5.
Embodiment 4
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A41%, B component 59%.Wherein component A is cardanol polyoxyethylene ether-941%, and B component contains the isomery C10 alcohol APEO-9 of 30% and the C12-14 alcohol APEO-8 of 29%.
Embodiment 5
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A49%, B component 51%.Wherein component A is cardanol polyoxyethylene ether-11, and B component contains the isomery C10 alcohol APEO-9 of 26% and the isomery C13 alcohol APEO-9 of 25%.
Embodiment 6
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A20%, B component 80%.Wherein component A is anacardol polyoxyalkyl ether-11 (block), and B component contains isomery C10 alcohol polyoxyalkyl ether-7 (block) of 65% and the isomery C13 alcohol APEO-12 of 15%.
The structural formula of anacardol polyoxyalkyl ether-11 (block) is as follows:
R is saturated or unsaturated hydrocarbon chain, can be-(CH2) 14cH 3,-(CH 2) 7cH=CH (CH 2) 5cH 3,-(CH 2) 7cH=CHCH 2cH=CH (CH 2) 2cH 3with-(CH 2) 7cH=CHCH 2cH=CHCH 2cH=CH 2in one or more.
The structural formula of isomery C10 alcohol polyoxyalkyl ether-7 (block) is as follows:
Embodiment 7
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A37%, B component 63%.Wherein component A is anacardol polyoxyalkyl ether-16 (block), and B component contains the isomery C10 alcohol APEO-5 of 30% and the isomery C13 alcohol APEO-8 of 33%.
The structural formula of anacardol polyoxyalkyl ether-16 (block) is as follows:
R is saturated or unsaturated hydrocarbon chain, can be-(CH2) 14cH 3,-(CH 2) 7cH=CH (CH 2) 5cH 3,-(CH 2) 7cH=CHCH 2cH=CH (CH 2) 2cH 3with-(CH 2) 7cH=CHCH 2cH=CHCH 2cH=CH 2in one or more.
Embodiment 8
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A50%, B component 50%.Wherein component A is anacardol polyoxyalkyl ether-22 (block), and B component contains the isomery C8 alcohol APEO-3 of 45% and the C18-16 alcohol APEO-25 of 5%.
The structural formula of anacardol polyoxyalkyl ether-22 (block) is as follows:
R is saturated or unsaturated hydrocarbon chain, can be-(CH2) 14cH 3,-(CH 2) 7cH=CH (CH 2) 5cH 3,-(CH 2) 7cH=CHCH 2cH=CH (CH 2) 2cH 3with-(CH 2) 7cH=CHCH 2cH=CHCH 2cH=CH 2in one or more.
Embodiment 9
A kind of Compositional type non-ionic surface active agent, it forms by the component of following weight portion is composite: component A50%, B component 50%.Wherein component A is the mixture of cardanol polyoxyethylene ether-6 and cardanol polyoxyethylene ether-16 (1:1), and B component is the C12-14 alcohol APEO-9 of 25% and the isomery C13 alcohol APEO-9 of 25%.
Control group 1-8
Control group 1 selects commercially available AEO-9 (AEO) non-ionic surface active agent; Control group 2 selects commercially available NP-10 (NPE) non-ionic surface active agent; Control group 3 selects single anacardol polyoxyalkyl ether-6; Control group 4 selects single anacardol polyoxyalkyl ether-7; Control group 5 selects single anacardol polyoxyalkyl ether-9; Control group 6 selects single anacardol polyoxyalkyl ether-11; Control group 7 selects single anacardol polyoxyalkyl ether-16; Control group 8 selects single anacardol polyoxyalkyl ether-22.
Two, Performance Detection
1. penetration
The surfactant prepared by embodiment 1-9 and the sample of comparative example 1-8 are configured to the aqueous surfactant solution of 3g/L, according to the penetration of GB/T11983-2008 test water solution.Time is shorter, and it is better to permeate.
2. emulsifying ability
The surfactant prepared by embodiment 1-9 and the sample of comparative example 1-8 are configured to the aqueous surfactant solution of 1g/L, get liquid to be measured and each 40ml of 5# white oil in 100ml height pin beaker, under homogenizer 1000r/min rotating speed after homogeneous 60S, be statically placed in 100ml tool plug graduated cylinder, record lower floor separates 10ml aqueous phase required time.Time is longer, and emulsifying capacity is stronger.
3. pour point
With reference to GB GB/T3535-2006, the sample of surfactant sample prepared by embodiment 1-9 and comparative example 1-8, after heating, cools, every 3 DEG C by under the cooldown rate of regulation, observe the mobility of sample, the minimum temperature that sample can flow observed in record is pour point.
4. except oiliness
Plant greasy dirt is evenly coated in the cotton looped fabric after pre-treatment, cloth is 17:2 with the mass ratio of oil, the surfactant prepared 1g/L embodiment 1-9 and the sample solution of comparative example 1-8 in the basic conditions (2g/L sodium carbonate) and soiled cotton are placed in steel cylinder by bath raio 30:1, under 95 DEG C of conditions, after boiling 30min, take out soiled cotton and clean oven dry, by soiled cotton whiteness after the process of whiteness instrument quantization signifying.Whiteness is higher, and deoiling effect is better.
Three, interpretation of result with compare
The penetration that embodiment 1-9 and comparative example 1-8 detects, emulsifying ability, pour point, except oiliness result as shown in table 1:
Table 1 testing result
Example Penetration/s Emulsifying ability/s Whiteness Pour point/DEG C
Embodiment 1 134 645 59.4 -3
Embodiment 2 75 693 58.7 0
Embodiment 3 28 735 59.6 6
Embodiment 4 69 883 61.1 9
Embodiment 5 55 1160 62.7 12
Embodiment 6 17 1074 61.2 15
Embodiment 7 16 1129 61.8 15
Embodiment 8 74 709 61.3 25
Embodiment 9 64 1005 62.0 15
Comparative example 1 117 1044 60.1 22
Comparative example 2 40 1140 62.2 6
Comparative example 3 766 367 60.0 -6
Comparative example 4 860 492 59.4 -6
Comparative example 5 2962 670 60.1 6
Comparative example 6 >3600 708 60.4 12
Comparative example 7 >3600 909 63.2 18
Comparative example 8 >3600 845 62.8 28
As shown in Table 1, the Compositional type non-ionic surface active agent that institute embodiment 1-9 of the present invention obtains is better at infiltration, emulsification and pour point application performance, especially penetration significantly improves, be better than the anacardol polyoxyalkyl ether monomer of comparative example 3-8, application performance is close compared with the NP-10 non-ionic surface active agent that comparative example 2 is commercially available, can substitute APEO in commercial Application.
To one skilled in the art, according to technical scheme described above and design, other various corresponding change and deformation can be made, and all these change and deformation all should belong within the protection domain of the claims in the present invention.

Claims (9)

1. a Compositional type non-ionic surface active agent, it is characterized in that: setting non-ionic surface active agent weight summation is 100%, then non-ionic surface active agent comprises component A20-80wt% and B component 20-80wt%, wherein component A combines for one or more anacardol polyoxyalkyl ether, and B component combines for one or more fatty alcohol polyoxyalkyl ether.
2. Compositional type non-ionic surface active agent according to claim 1, it is characterized in that: composite by component A and B, or obtain Compositional type non-ionic surface active agent by carrying out alkoxylate synthesis after the combination of A, B initiator, or the composition in its entirety as surfactant in the formula of further downstream is added in formula, also comprises each component of A, B and to adopt in differing order or form to join respectively in formula thus to form Compositional type non-ionic surface active agent.
3. Compositional type non-ionic surface active agent according to claim 2, is characterized in that: the structural formula of described anacardol polyoxyalkyl ether is such as formula shown in (I):
Wherein, R 1be selected from-(CH 2) 14cH 3,-(CH 2) 7cH=CH (CH 2) 5cH 3,-(CH2) 7cH=CHCH 2cH=CH (CH 2) 2cH 3with-(CH 2) 7cH=CHCH 2cH=CHCH 2cH=CH 2in one or more;
R 2represent H or O (RO) mone in H;
RO is identical or different, and RO represents the oxyalkylene of 2-18 carbon atom;
M is the average adduct number of oxyalkylene, is the integer between 3-25 or mark.
4. Compositional type non-ionic surface active agent according to claim 3, is characterized in that: the polyoxy alkyl chain of described anacardol polyoxyalkyl ether is random, the block of one or more in oxirane, expoxy propane and epoxy butane or alternate type polymer.
5. Compositional type non-ionic surface active agent according to claim 1, is characterized in that: the lipophilic group of described fatty alcohol polyoxyalkyl ether to be carbon atom number be 6 ~ 22 long alkyl chain, the polyoxy alkyl chain length of described fatty alcohol polyoxyalkyl ether is 3 ~ 30.
6. Compositional type non-ionic surface active agent according to claim 5, is characterized in that: the lipophilic group of described fatty alcohol polyoxyalkyl ether is straight chain, side chain or mixed alkyl long-chain.
7. Compositional type non-ionic surface active agent according to claim 6, is characterized in that: the lipophilic group of described fatty alcohol polyoxyalkyl ether is branched chain isomer chain alkyl, and the polyoxy alkyl chain length of described fatty alcohol polyoxyalkyl ether is 5 ~ 25.
8. Compositional type non-ionic surface active agent according to claim 7, it is characterized in that: the lipophilic group of described fatty alcohol polyoxyalkyl ether to be carbon atom number be 8 ~ 18 long alkyl chain, the polyoxy alkyl chain of described fatty alcohol polyoxyalkyl ether is random, the block of one or more in oxirane, expoxy propane and epoxy butane or alternate type polymer.
9. Compositional type non-ionic surface active agent according to claim 8, is characterized in that: the polyoxy alkyl chain of described fatty alcohol polyoxyalkyl ether is one or both random, block in oxirane and expoxy propane or alternate type polymer.
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CN105944621A (en) * 2016-05-12 2016-09-21 广西融水闽兴树脂有限公司 Preparation method of special emulsifier for rosin emulsion
CN106823989A (en) * 2016-12-30 2017-06-13 联泓(江苏)新材料研究院有限公司 A kind of new non-ionic surfactants, synthetic method and its application
CN108677527A (en) * 2018-06-07 2018-10-19 江苏斯尔邦石化有限公司 A kind of weaving wax disk(-sc) and preparation method thereof
CN109400864A (en) * 2018-09-20 2019-03-01 桐乡市恒隆化工有限公司 A kind of preparation method of the embedding polyethers of anacardol three
CN112438257A (en) * 2020-12-08 2021-03-05 联泓(江苏)新材料研究院有限公司 Surfactant and application thereof in oil-based pesticide formulation
WO2021063250A1 (en) * 2019-09-30 2021-04-08 佛山市舒洁环保科技有限公司 Environmentally friendly pesticide emulsifier

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105944621A (en) * 2016-05-12 2016-09-21 广西融水闽兴树脂有限公司 Preparation method of special emulsifier for rosin emulsion
CN105944621B (en) * 2016-05-12 2018-06-19 广西融水闽兴树脂有限公司 The preparation method of rosin milk emulsifier special
CN106823989A (en) * 2016-12-30 2017-06-13 联泓(江苏)新材料研究院有限公司 A kind of new non-ionic surfactants, synthetic method and its application
CN108677527A (en) * 2018-06-07 2018-10-19 江苏斯尔邦石化有限公司 A kind of weaving wax disk(-sc) and preparation method thereof
CN109400864A (en) * 2018-09-20 2019-03-01 桐乡市恒隆化工有限公司 A kind of preparation method of the embedding polyethers of anacardol three
WO2021063250A1 (en) * 2019-09-30 2021-04-08 佛山市舒洁环保科技有限公司 Environmentally friendly pesticide emulsifier
CN112438257A (en) * 2020-12-08 2021-03-05 联泓(江苏)新材料研究院有限公司 Surfactant and application thereof in oil-based pesticide formulation
CN112438257B (en) * 2020-12-08 2022-07-29 联泓(江苏)新材料研究院有限公司 Surfactant and application thereof in oil-based pesticide formulation

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