CN104928933A - Non-silicon oil carbon fiber protofilament oil agent - Google Patents
Non-silicon oil carbon fiber protofilament oil agent Download PDFInfo
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Abstract
The invention relates to a non-silicon oil carbon fiber protofilament oil agent, and is used for mainly solving the technical problem of poor stability of oil emulsions in the prior art. The problem is better solved by adopting the technical scheme that the oil agent is comprises the following components in parts by weight: an esterified material a, an amide ethoxylated material b, an esterified material c, and an emulsifier, wherein the esterified material a is obtained by carrying out a reaction of adipic acid with bisphenol A polyoxyethylene ether monofatty acid ester, the amide ethoxylated material b is a product obtained by carrying out a reaction of diethylenetriamine and R2COOH to obtain amide and then carrying out an ethoxylation reaction of amide with ethylene oxide, and the esterified c is a product obtained by carrying out a reaction of oxalic acid with a mixture composed of hydrogenated castor oil polyoxyethylene ether and fatty acid diethanolamide R3CON(CH2CH2OH)2; and the emulsifier has the structure represented by the formula stated in the description. The oil agent can be applied to industrial manufacturing of high-performance carbon fibers.
Description
Technical field
The present invention relates to a kind of carbon fibre precursor finish of non-silicone oil.
Background technology
Carbon fibre precursor finish is the important auxiliary agent of one indispensable in carbon fiber production process, guarantee that carbon fiber manufacture (as spinning, pre-oxidation and carbonization) process is carried out smoothly, reduce or eliminate produce because of fiber and production equipment friction lousiness, broken end and doubling, and the blemish of the carbon fiber caused thus and internal flaw, be one of key technology of the quality improving carbon fiber.
Current domestic carbon fiber development is very swift and violent, mainly produce carbon fiber based on PAN base, produce high-performance carbon fibre finish used whole dependence on import, the domestic production also not having high-performance carbon fibre to manufacture special spinning oil, the development work of finish just ground zero in recent years.
High performance carbon fiber manufacture has strict requirement to spinning oil, as excellent heat-resisting quantity, to guarantee can to prevent again the effect of tow adhesion by boundling when High Temperature Pre oxidation and carbonization; Excellent antistatic behaviour, gives the convergence that precursor is good, ensures that spinning and preoxidation process carry out smoothly; Excellent flatness and wettability, spinning, pre-oxidation and carbonization time play the good monofilament adhesion that prevents and make it be easy to fibrillation, eliminate lousiness, doubling and broken end, have fiber good wetting, make fiber oil evenly, raising fiber quality.
High performance carbon fiber finish mainly contains two large classes: a class is the organosilicon finish based on high viscosity modified amino silicon oil; Another kind of is the non-silicon finish that is key component with LCFA and the polyester of polyalcohol and the ethylene oxide adduct of higher fatty acid amide etc.The carbon fiber finish used of current domestic production is all organosilicon finish, it also exists following shortcoming: because silicone oil is water insoluble, and fiber oils in the form of an emulsion, so organosilicon finish less stable, secondly, on silicone oil emulsion after precursor, in carbonization pyroprocess, silicone oil can resolve into silica dust, is adsorbed on carbon fiber, affect carbon fiber quality, silica dust can block retort air outlet simultaneously.In addition, when fiber oils, finish can infiltrate fibrous inside, also can produce silica dust when high temperature cabonization, affects the intensity of fiber.Producing carbon fiber in the world top-quality is Japanese firm, wherein the high-strength carbon fiber of day instinct production more than T-1000 only has beautiful one of east, its finish used is non-silicone oil carbon fibre precursor finish, because difficulty is higher, only have several, Japan can produce the carbon fibre precursor finish of non-silicone oil, the domestic report that yet there are no this type of finish in the world.
Through data-searching, the alkoxyl additives of the amides compound of Mitsubishi artificial silk company and the miscible oil of bisphenol A compounds, the patent No. is the flat 9-78340 of JK., A is by adipic acid 1 mole and polyoxyethylene (2) bisphenol-A monolaurate 2 moles, the carboxylate obtained 200-220 DEG C of reaction 5 hours; B is ethylene oxide 10 moles of additives that diethylenetriamine 1 mole and stearic acid 2 molar reactive obtain amide compound.By 60(weight) part A and 40(weight) after part B mixes, be scattered in emulsification in water and finish.The carbon fiber precursor finish constituent of Japan Song Ben grease drugmaker, the patent No. is JK. flat 8-260254, B is ethylene oxide 10 moles of additives that diethylenetriamine 1 mole and stearic acid 2 molar reactive obtain amide compound; C is ethanedioic acid 1.5 moles and solidifies in polyoxyethylene 20 moles of additives (acid number 30) of castor-oil plant grease, the terminal amide compound obtained by oleic acid diethyl amide 0.8 molar reactive.By 30(weight) part B and 70(weight) part C obtains the supernatant liquid of homogeneous dispersion in water after mixing.Carbon fibre precursor finish, is first mixed with the crude oil form of 20-40% high concentration emulsion, is dispersed into containing crude oil 1-5%(weight before the use with pure water) emulsion form.Through the carbon fibre precursor of this finish emulsion process, processing characteristics is good, and fiber quality is excellent.
Although the carbon fiber precursor finish of the alkoxyl additives of the amides compound of Mitsubishi artificial silk company and the miscible oil of bisphenol A compounds and Japanese Song Ben grease drugmaker, at carbon fiber production process, there is many advantages, but, they have a common problem: be mixed with 1-5%(weight at crude oil) emulsion after, oil in process at carbon fibre precursor, there is stability of emulsion difference problem, emulsion service time can not be oversize, otherwise there will be creaming of emulsion, precursor is caused to oil irregular, easily lousiness is produced in carbon fibre manufacturing processes, doubling and broken end, have a strong impact on carbon fiber strength.
Summary of the invention
The present invention is to solve other component compatibility differences in the crude oil finish existed in prior art cause crude oil to be mixed with emulsion instability, the problem that emulsion is not grown service time in carbon fibre precursor oils process.There is provided a kind of carbon fibre precursor finish of non-silicone oil, this finish crude oil is mixed with the feature that emulsion has emulsion-stabilizing.
For solving the problems of the technologies described above, technical scheme of the present invention is as follows: the carbon fibre precursor finish of non-silicone oil, comprises with weight parts:
Carboxylate a, 10-20 part;
Acid amide ethoxylates b, 40-60 part; More preferably 45 ~ 60 parts;
Carboxylate c, 10-20 part;
Emulsifying agent, 10-20 part;
Described carboxylate a is with 1:(1.8 ~ 2.2 by the bisphenol A polyethenoxy ether mono fatty acid ester shown in adipic acid and formula (I)) mol ratio react at 200 ~ 220 DEG C and obtain for 4 ~ 6 hours; Wherein R
1be selected from C
10~ C
12alkyl; M1>=1, m2>=1, and m1+m2≤4;
Described acid amide ethoxylates b is by diethylenetriamine and R
2cOOH is obtained by reacting acid amides, and then acid amides and oxirane carry out the product that ethoxylation obtains; R
2for C
14~ C
18aliphatic group, wherein diethylenetriamine: R
2cOOH: the mol ratio of oxirane is 1:(1.8 ~ 2.2): (9 ~ 11); Generate the step of acid amides, reaction temperature preferably 160 ~ 180 DEG C, preferably more than 8 hours reaction time; The ethoxylation that acid amides and oxirane carry out, preferable reaction temperature is 130 ~ 150 DEG C, preferably 5 ~ 10 hours reaction time;
Described carboxylate c be ethanedioic acid with by polyoxyethylene ether rilanit special and fatty diglycollic amide R
3cON (CH
2cH
2oH)
2the product that the mixture formed is obtained by reacting, wherein ethanedioic acid: rilanit special polyoxyethylene ether: the mol ratio of fatty diglycollic amide is (1.3 ~ 1.7): 1:(0.5 ~ 1), be more preferably 1.5:1:0.75, reaction temperature 160 ~ 180 DEG C, react at least 6 hours; Wherein said polyoxyethylene ether rilanit special is polyoxyethylene ether (15 ~ 25) rilanit special; R
3for C
14~ C
20unsaturated aliphatic hydrocarbyl moiety;
Described emulsifying agent has the structure shown in formula (II), wherein R
4and R
5independently be selected from C
10~ C
14alkyl; n
1+ n
2=6-14;
In technique scheme, described R
4and R
5independently be preferably selected from C
10~ C
12alkyl; N1+n2 is preferably 8 ~ 12.
In technique scheme, preferably described R
4and R
5identical.
In technique scheme, preferred R
4and R
5for C
11alkyl; And n1+n2 is preferably 10.
In technique scheme, described emulsifying agent is preferably 10 ~ 15 parts.
In technique scheme, described bisphenol A polyethenoxy ether mono fatty acid ester is preferably bisphenol A polyethenoxy ether laurate; Be more preferably bisphenol A polyethenoxy ether (2) monolaurate.
In technique scheme, preferred R
2for alkyl; Most preferably R
2cOOH is stearic acid.
In technique scheme, described polyoxyethylene ether rilanit special most preferably is polyoxyethylene ether (20) rilanit special.
In technique scheme, R
3cON (CH
2cH
2oH)
2oleic acid diethyl amide the most.
Finish preparation method of the present invention does not have special feature, as long as mix according to said components.Finish of the present invention can also comprise the common component in this area, such as bactericide, common antistatic additive etc.Water can also be comprised.Finish of the present invention can be made into the form of the emulsion being suitable for on-the-spot application.Successively required to required carboxylate a, acid amide ethoxylates b, carboxylate c and emulsifying agent etc. component can be added to the water with any order and stir or shear evenly and obtain, be added to the water after also carboxylate a, acid amide ethoxylates b, carboxylate c and emulsifying agent can being mixed according to required component is existing and stir or shear evenly and obtain.
The carbon fibre precursor finish of the non-silicone oil of the present invention, preferably first be mixed with crude oil concentration 20-40wt%(crude oil amount with carboxylate a, acid amide ethoxylates b, carboxylate c and emulsifying agent total amount) the form of high concentration emulsion, be dispersed into containing crude oil 1-5%(weight with pure water before the use) emulsion form oil, and cover carbon fibre precursor surface formation film uniformly, avoid precursor to be damaged in process of production.
Emulsifying agent of the present invention confirms to have good emulsification counterbalance effect through lot of experiments, and experimental result shows, and the 5wt% emulsion that finish of the present invention is made into is deposited and do not occurred layering in 28 hours, and the emulsion 12 hours of the same concentrations of prior art preparation is with regard to layering.Therefore, after the carbon fibre precursor finish of the non-silicone oil of the present invention adds emulsifying agent of the present invention, the emulsion that finish of the present invention is made into has good stability.
Detailed description of the invention
In the specific embodiment of the invention, the raw material of employing is as described below:
Carboxylate a: by adipic acid 1 mole and the mol ratio of polyoxyethylene (2) bisphenol-A monolaurate according to 1:2, obtain 200-220 DEG C of reaction 5 hours;
Acid amide ethoxylates b: for diethylenetriamine and stearic acid react and obtain amide compound, described amide compound and oxirane carry out ethoxylation and obtains; Wherein diethylenetriamine: stearic acid: the mol ratio of oxirane is 1:2:10.Diethylenetriamine and stearic acid reaction were 160-180 DEG C of reaction 8 hours, and amide compound and oxirane carry out ethoxylation and reacts 6 hours at 130-150 DEG C.
Carboxylate c: be the product that ethanedioic acid is obtained by reacting with the mixture be made up of polyoxyethylene ether (20) rilanit special and oleic acid diethyl amide, wherein ethanedioic acid: rilanit special polyoxyethylene ether: the mol ratio of fatty diglycollic amide is 1.5:1:0.75, reaction temperature 160 ~ 180 DEG C, reacts 6 hours.
Emulsifying agent: in detailed description of the invention, the R described in formula (II)
4and R
5for C
11alkyl, be take p-methyl benzenesulfonic acid as catalyst, polyoxyethylene (n1+n2) bisphenol-A and laurate, according to the mol ratio of 1:2, obtain 200 ~ 220 DEG C of reactions 5 hours.
[embodiment 1]
1, finish preparation
10 weight portion carboxylate a, 60 weight portion acid amide ethoxylates b, 20 weight portion carboxylate c and 10 parts by weight Emulsifier are mixed the carbon fibre precursor finish obtaining non-silicone oil, wherein n1+n2=10 in emulsifying agent structure.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
[embodiment 2]
1, finish preparation
20 weight portion carboxylate a, 45 weight portion acid amide ethoxylates b, 20 weight portion carboxylate c and 15 parts by weight Emulsifier are mixed the carbon fibre precursor finish obtaining non-silicone oil, wherein n1+n2=8 in emulsifying agent structure.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
[embodiment 3]
1, finish preparation
15 weight portion carboxylate a, 55 weight portion acid amide ethoxylates b, 10 weight portion carboxylate c and 20 parts by weight Emulsifier are mixed the carbon fibre precursor finish obtaining non-silicone oil, wherein n1+n2=12 in emulsifying agent structure.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
[embodiment 4]
1, finish preparation
10 weight portion carboxylate a, 60 weight portion acid amide ethoxylates b, 20 weight portion carboxylate c and 10 parts by weight Emulsifier are mixed the carbon fibre precursor finish obtaining non-silicone oil, wherein n1+n2=12 in emulsifying agent structure.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
[embodiment 5]
1, finish preparation
15 weight portion carboxylate a, 60 weight portion acid amide ethoxylates b, 15 weight portion carboxylate c and 10 parts by weight Emulsifier are mixed the carbon fibre precursor finish obtaining non-silicone oil, wherein n1+n2=12 in emulsifying agent structure.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
[embodiment 6]
1, finish preparation
16 weight portion carboxylate a, 56 weight portion acid amide ethoxylates b, 18 weight portion carboxylate c and 10 parts by weight Emulsifier are mixed the carbon fibre precursor finish obtaining non-silicone oil, wherein n1+n2=12 in emulsifying agent structure.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
[comparative example 1]
1, finish preparation
30 weight portion acid amide ethoxylates b and 70 weight portion carboxylate c are mixed the carbon fibre precursor finish obtaining non-silicone oil.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
[comparative example 2]
1, finish preparation
60 weight portion carboxylate a and 40 weight portion acid amide ethoxylates b are mixed the carbon fibre precursor finish obtaining non-silicone oil.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
[comparative example 3]
1, finish preparation
15 weight portion carboxylate a, 55 weight portion acid amide ethoxylates b, 10 weight portion carboxylate c and 20 parts by weight Emulsifier are mixed the carbon fibre precursor finish obtaining non-silicone oil, and emulsifying agent is Nonyl pheno (10) ether.For ease of comparing, composition is listed in table 1.
2, finish emulsion is stable investigates
Specific as follows: crude oil pure water is diluted to 5%(percentage by weight) emulsion, be placed in LRH-100 biochemical cultivation case, design temperature 37 ± 1 DEG C, observe emulsion whether layering, the time, longer non-layering illustrated that stability of emulsion is better.Table 2 will be the results are shown in for ease of comparing.
Show from the experimental result of table 2, emulsifying agent of the present invention has good emulsification counterbalance effect in finish.[embodiment 1 ~ 6] 5%(weight) finish emulsion stability all remains on more than 28 hours, and [embodiment 1 ~ 3] reaches 36 hours emulsion resting periods especially, illustrates that emulsion-stabilizing is good.And [comparative example 1 ~ 2] 5%(weight) finish emulsion stability can only keep at most 12 hours.Therefrom can find out by experiment, the emulsion of adding emulsifying agent of the present invention extended greatly than the resting period of not adding emulsion of the present invention, and stability is better.
Table 1 oil formula composition (parts by weight)
Note: comparative example 3 adopts 20 parts of Nonyl pheno (10) ethers as emulsifying agent, but does not illustrate in Table 1.
Table 2 finish emulsion stability
Sequence number | 5%(weight) finish emulsion stability |
Embodiment 1 | Place 36 hours, emulsion is not stratified |
Embodiment 2 | Place 36 hours, emulsion is not stratified |
Embodiment 3 | Place 36 hours, emulsion is not stratified |
Embodiment 4 | Place 28 hours, emulsion is not stratified, places emulsion slightly layering in 36 hours |
Embodiment 5 | Place 30 hours not stratified, place emulsion slightly layering in 36 hours |
Embodiment 6 | Place 28 hours not stratified, place emulsion slightly layering in 36 hours |
Comparative example 1 | Place 12 hours, emulsion has layering |
Comparative example 2 | Place 8 hours, emulsion has layering |
Comparative example 3 | Place 12 hours, emulsion has layering |
Claims (10)
1. a carbon fibre precursor finish for non-silicone oil, comprises with weight parts:
Carboxylate a, 10-20 part;
Acid amide ethoxylates b, 40-60 part;
Carboxylate c, 10-20 part;
Emulsifying agent, 10-20 part;
Described carboxylate a is with 1:(1.8 ~ 2.2 by the bisphenol A polyethenoxy ether mono fatty acid ester shown in adipic acid and formula (I)) mol ratio react at 200 ~ 220 DEG C and obtain for 4 ~ 6 hours; Wherein R
1be selected from C
10~ C
12alkyl; M1>=1, m2>=1, and m1+m2≤4;
Described acid amide ethoxylates b is by diethylenetriamine and R
2cOOH is obtained by reacting acid amides, and then acid amides and oxirane carry out the product that ethoxylation obtains; R
2for C
14~ C
18aliphatic group, wherein diethylenetriamine: R
2cOOH: the mol ratio of oxirane is 1:(1.8 ~ 2.2): (9 ~ 11);
Described carboxylate c be ethanedioic acid with by polyoxyethylene ether rilanit special and fatty diglycollic amide R
3cON (CH
2cH
2oH)
2the product that the mixture formed is obtained by reacting, wherein ethanedioic acid: rilanit special polyoxyethylene ether: the mol ratio of fatty diglycollic amide is (1.3 ~ 1.7): 1:(0.5 ~ 1), reaction temperature 160 ~ 180 DEG C, reacts at least 6 hours; Wherein said polyoxyethylene ether rilanit special is polyoxyethylene ether (15 ~ 25) rilanit special; R
3for C
14~ C
20unsaturated aliphatic hydrocarbyl moiety;
Described emulsifying agent has the structure shown in formula (II), wherein R
4and R
5independently be selected from C
10~ C
14alkyl; n
1+ n
2=6-14;
2. the carbon fibre precursor finish of non-silicone oil according to claim 1, is characterized in that, described R
4and R
5independently be selected from C
10~ C
12alkyl; n
1+ n
2be 8 ~ 12.
3. the carbon fibre precursor finish of non-silicone oil according to claim 2, is characterized in that, described R
4and R
5identical.
4. the carbon fibre precursor finish of non-silicone oil according to claim 3, is characterized in that R
4and R
5for C
11alkyl; N1+n2 is 10.
5. the carbon fibre precursor finish of non-silicone oil according to claim 1, is characterized in that, described emulsifying agent is 10 ~ 15 parts.
6. the carbon fibre precursor finish of non-silicone oil according to claim 1, is characterized in that, bisphenol A polyethenoxy ether mono fatty acid ester is bisphenol A polyethenoxy ether laurate.
7. the carbon fibre precursor finish of non-silicone oil according to claim 6, is characterized in that, described bisphenol A polyethenoxy ether mono fatty acid ester is bisphenol A polyethenoxy ether (2) monolaurate.
8. the carbon fibre precursor finish of non-silicone oil according to claim 1, is characterized in that, R
2for alkyl.
9. the carbon fibre precursor finish of non-silicone oil according to claim 1, is characterized in that, described polyoxyethylene ether rilanit special is polyoxyethylene ether (20) rilanit special.
10. the carbon fibre precursor finish of non-silicone oil according to claim 1, is characterized in that, R
3cON (CH
2cH
2oH)
2for oleic acid diethyl amide.
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CN105297446A (en) * | 2015-10-23 | 2016-02-03 | 威海新元化工有限公司 | Carbon fiber oiling agent with non-silicon oiling agent and silicon-containing oiling agent compounded for use and preparation method of carbon fiber oiling agent |
WO2017151701A1 (en) * | 2016-03-03 | 2017-09-08 | Dow Global Technologies Llc | Carbon fiber sizing agents for improved interfacial shear strength |
WO2017151722A1 (en) * | 2016-03-03 | 2017-09-08 | Dow Global Technologies Llc | Carbon fiber sizing agents for improved epoxy resin wettability and processability |
CN110670350A (en) * | 2019-09-18 | 2020-01-10 | 江苏恒神股份有限公司 | Silicone oil-free agent for carbon fiber precursor |
CN114182532A (en) * | 2020-09-14 | 2022-03-15 | 中国石油化工股份有限公司 | Polyacrylonitrile-based carbon fiber low-ash protofilament oiling agent |
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CN114182532B (en) * | 2020-09-14 | 2023-08-08 | 中国石油化工股份有限公司 | Polyacrylonitrile-based carbon fiber low-ash precursor oiling agent |
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