CN109517028A - Chemical modification method of hydrolyzed feather protein - Google Patents
Chemical modification method of hydrolyzed feather protein Download PDFInfo
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- CN109517028A CN109517028A CN201811530453.XA CN201811530453A CN109517028A CN 109517028 A CN109517028 A CN 109517028A CN 201811530453 A CN201811530453 A CN 201811530453A CN 109517028 A CN109517028 A CN 109517028A
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- feather
- chemical modification
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- feather protein
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- 210000003746 feather Anatomy 0.000 title claims abstract description 54
- 102000004169 proteins and genes Human genes 0.000 title claims abstract description 29
- 108090000623 proteins and genes Proteins 0.000 title claims abstract description 29
- 238000007385 chemical modification Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 33
- 239000003960 organic solvent Substances 0.000 claims abstract description 13
- 244000144977 poultry Species 0.000 claims abstract description 9
- 238000000354 decomposition reaction Methods 0.000 claims abstract 2
- 150000004820 halides Chemical class 0.000 claims abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 36
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 31
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 27
- 230000007062 hydrolysis Effects 0.000 claims description 25
- 238000006460 hydrolysis reaction Methods 0.000 claims description 25
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 22
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 19
- 235000019441 ethanol Nutrition 0.000 claims description 17
- 150000002012 dioxanes Chemical class 0.000 claims description 12
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 8
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 8
- -1 sodium halide Chemical class 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 5
- 241000287828 Gallus gallus Species 0.000 claims description 3
- 238000006277 sulfonation reaction Methods 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
- 241000272814 Anser sp. Species 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 241001379910 Ephemera danica Species 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 230000003301 hydrolyzing effect Effects 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000004437 phosphorous atom Chemical group 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 229920001184 polypeptide Polymers 0.000 claims 1
- 102000004196 processed proteins & peptides Human genes 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
- 239000000243 solution Substances 0.000 description 24
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 13
- 239000013067 intermediate product Substances 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 239000012460 protein solution Substances 0.000 description 10
- 239000013049 sediment Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 9
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 6
- 230000018044 dehydration Effects 0.000 description 6
- 238000006297 dehydration reaction Methods 0.000 description 6
- 238000001704 evaporation Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 6
- 239000008247 solid mixture Substances 0.000 description 6
- 238000003916 acid precipitation Methods 0.000 description 5
- 238000013019 agitation Methods 0.000 description 5
- 235000011114 ammonium hydroxide Nutrition 0.000 description 5
- 239000012153 distilled water Substances 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 238000010792 warming Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 1
- JAVAMPMGHYGCHA-UHFFFAOYSA-M N1C=NC=C1.[I-].C(C)[N+]1=CC(=CC=C1)C Chemical class N1C=NC=C1.[I-].C(C)[N+]1=CC(=CC=C1)C JAVAMPMGHYGCHA-UHFFFAOYSA-M 0.000 description 1
- JBGVCAMENODHEH-UHFFFAOYSA-N [Cl-].[NH4+].CC(CCCCCCCCCCC)(C)C Chemical class [Cl-].[NH4+].CC(CCCCCCCCCCC)(C)C JBGVCAMENODHEH-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 238000009374 poultry farming Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001814 protein method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/12—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by hydrolysis, i.e. solvolysis in general
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/14—Extraction; Separation; Purification
- C07K1/145—Extraction; Separation; Purification by extraction or solubilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/14—Extraction; Separation; Purification
- C07K1/30—Extraction; Separation; Purification by precipitation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Peptides Or Proteins (AREA)
Abstract
The invention relates to a chemical modification method of hydrolyzed feather protein, which comprises the following steps: the poultry feather is sulfonated and modified, and then halide is added into the poultry feather to carry out double decomposition reaction in an organic solvent. The modified hydrolyzed feather protein obtained by the method is soluble in water and some organic solvents.
Description
Technical field:
The invention belongs to natural polymer scientific domains, relate generally to a kind of chemical modification side of discarded native protein
Method, in particular to it is a kind of to be not only dissolved in water but also be dissolved in the organic solvents such as methanol, ethyl alcohol, glycerol, dimethyl sulfoxide, acetone, dioxanes
Chemical modification hydrolyzes feather protein and its manufacturing method.
Background technique:
Poultry feather belongs to large discarded native protein resource, and the annual poultry farming processing industry in China generates discarded poultry
More than 200 ten thousand tons of feather, mostly as the additive of feed, it is not able to achieve efficiently increment and utilizes.It is insoluble to the water in poultry feather
Property keratin carry out chemical modification, be to realize that discarded poultry feather efficiently rises in value the important means utilized.Chinese patent
CN105670000A discloses a kind of hydrophobically modified method of feather albumen powder；Chinese patent CN1308416C discloses a kind of plumage
The hydrophilic modification method of hairless protein powder can obtain water-soluble hydrolysis feather egg by catalysis partial hydrolysis by feather protein
It is white, and this water-soluble hydrolysis feather protein passes through formaldehyde again, sodium hydrogensulfite carries out chemical modification, can manufacture water solubility more
Strong modified hydrolyzed feather protein.
Above-mentioned background technique can manufacture hydrophobically modified feather protein, water-soluble hydrolysis feather protein respectively.
Summary of the invention:
First aim of the invention is to provide one kind and had not only been dissolved in water but also had been dissolved in the chemical modification water of certain organic solvents
Solve feather protein.
Second target of the invention is to provide one kind and had not only been dissolved in water but also had been dissolved in the chemical modification water of certain organic solvents
Solve the manufacturing method of feather protein.
Above-mentioned purpose of the invention, which adopts the following technical scheme that, to be achieved:
Poultry feather drying crushes, and hydrolysis is stirred in pH value 10-14,65-100 DEG C of temperature of sodium hydroxide solution
It 2-8 hours, after solution is centrifuged removing sediment, then is concentrated；With 10-30% hydrochloric acid precipitation protein solution, filter,
Sediment is washed with distilled water repeatedly to pH value 5.0-6.0, removes inorganic salts, the albumen concentrated ammonia liquor after washing by its pH value
It is adjusted to 7.2-7.8, obtains hydrolysis feather protein；
To hydrolyze feather protein solution to be adjusted to pH value with sodium hydroxide solution is 10-14, and formalin is added, is warming up to
60-100 DEG C, solution of sodium bisulfite is added under agitation, isothermal reaction 1-6h obtains the hydrolysis feather egg of sulfonation modifying
It is white；
It is above-mentioned it is several be step by step suddenly the prior art described in background technique, using the technology manufacture chemical modification hydrolyze
Feather protein can be dissolved in water, but completely cannot be molten in the organic solvents such as methanol, ethyl alcohol, glycerol, dimethyl sulfoxide, dioxanes
Solution.
In order to manufacture a kind of chemical modification hydrolysis feather protein for being not only dissolved in water but also being dissolved in certain organic solvents, the present invention
Feature technology, be in the hydrolysis feather protein solution of above-mentioned sulfonation modifying, be added have following chemical structure compound,
Stirring and dissolving:
Wherein, R is the derivative of hydrogen atom or alkyl or substitution alkyl or alkyl containing 1-20 carbon atom, M
For nitrogen-atoms or phosphorus atoms, X is chlorine atom, bromine atom or iodine atom.
Then, obtained mixture solution evaporating completely is dehydrated, obtains solid mixture；Again by this solid mixture
The mixing of one of the acetone of 3-600 times of its gross mass, methanol, ethyl alcohol, propyl alcohol, butanone or several arbitrary proportions is added
Object filters and removes filter residue, evaporates filtrate after being sufficiently stirred, can be obtained and be not only dissolved in water but also be dissolved in certain organic solvents
Chemical modification hydrolyzes feather protein.
The chemical modification hydrolysis feather protein for being not only dissolved in water but also being dissolved in certain organic solvents of the present invention is not only solvable
Xie Yushui, additionally it is possible to be dissolved in methanol, ethyl alcohol, glycerol, dimethyl sulfoxide, dioxanes, acetone and other organic solvent, overcome background skill
The hydrolysis feather protein of hydrophilic modifying or hydrophobically modified described in art is only dissolvable in water water or only hydrophobic defect.
Embodiment 1
Step (1): 10 grams of dry chicken feathers are crushed with pulverizer, then in 100 grams of pH value 10.5,85 DEG C of temperature of hydrogen-oxygen
Change stirring hydrolysis 2h in sodium solution, solution is centrifuged removing sediment, and heating evaporation concentration is the 50% of original solution quality；
With 3 milliliter of 20% hydrochloric acid precipitation protein solution, filtering, sediment is washed repeatedly with distilled water to pH value 6.5, the egg after washing
It is white that its pH value is adjusted to 7.5 with concentrated ammonia liquor, then its pH value is adjusted to 11 with sodium hydroxide solution, 5 gram of 80% formalin is added,
60 DEG C are warming up to, 30 gram of 10% solution of sodium bisulfite, isothermal reaction 3h are added under agitation, dehydration and drying obtains
Between product (1)；Step (2): above-mentioned intermediate products (1) are dissolved in water, and are formulated as the aqueous solution of 20wt%, are added 5.8 grams
Tetramethyl ammonium chloride, stirring and dissolving: 300 grams of acetone and 60 grams of propyl alcohol are added in obtained solid mixture for subsequent dehydration by evaporation,
It is filtered after being sufficiently stirred, filtrate is evaporated, obtain the chemical modification hydrolysis feather protein of toothpaste-like.With intermediate products (1) in water
In solubility be 68.3g/g, the solubility in methanol, ethyl alcohol, dimethyl sulfoxide, dioxanes, glycerol is 0 to compare, final to make
The solubility of the chemical modification hydrolysis feather protein obtained is respectively 52.7g (water), 12.3g (methanol), 8.9g (ethyl alcohol), 26.3g
(dimethyl sulfoxide), 18.0g (dioxanes).
Embodiment 2
Step (1): 12 grams of dry drake feathers are crushed with pulverizer, molten in 86 grams of pH value 13,85 DEG C of temperature of sodium hydroxide
Stirring hydrolysis 6h in liquid, after solution is centrifuged removing sediment, being concentrated is the 54% of original solution quality；It is added dropwise 3 milliliters
20% hydrochloric acid precipitation protein solution, filtering, sediment washs repeatedly with distilled water to pH value 6.8, the albumen after washing with dense
Its pH value is adjusted to 7.5 by ammonium hydroxide, then will hydrolyze feather protein solution to be adjusted to pH value with sodium hydroxide solution is 10, is added 7 grams
56% formalin is warming up to 80 DEG C, and 30 gram of 10% solution of sodium bisulfite is added under agitation, and isothermal reaction 5h takes off
Water is dry, obtains intermediate products (1)；Step (2): above-mentioned intermediate products (1) are dissolved in water, the water-soluble of 17wt% is formulated as
11 grams of triphenyl dodecyl bromination phosphines are added, stirring and dissolving in liquid: subsequent dehydration by evaporation, are added in obtained solid mixture
200 grams of acetone and 500 grams of methanol, filter after being sufficiently stirred, filtrate are evaporated, and obtain the chemical modification hydrolysis feather egg of toothpaste-like
It is white.It is 46.7g/g, in methanol, ethyl alcohol, dimethyl sulfoxide, dioxanes, glycerol with the solubility of intermediate products (1) in water
Solubility is compared for 0, and the solubility of final chemical modification hydrolysis feather protein obtained is respectively 33.3g (water), 18.6g (first
Alcohol), 13.2g (ethyl alcohol), 7.8g (glycerol), 18.6g (dioxanes).
Embodiment 3
Step (1): 9 grams of dry goose feather are crushed with pulverizer, molten in 80 grams of pH value 12.5,66 DEG C of temperature of sodium hydroxide
Stirring hydrolysis 4h in liquid, after solution is centrifuged removing sediment, being concentrated is the 48% of original solution quality；It is added dropwise 3 milliliters
20% hydrochloric acid precipitation protein solution, filtering, sediment washs repeatedly with distilled water to pH value 6.3, the albumen after washing with dense
Its pH value is adjusted to 7.5 by ammonium hydroxide, then will hydrolyze feather protein solution to be adjusted to pH value with sodium hydroxide solution is 13.5, is added 10 grams
26% formalin is warming up to 74 DEG C, and 20 gram of 16% solution of sodium bisulfite is added under agitation, and isothermal reaction 4h takes off
Water is dry, obtains intermediate products (1)；Step (2): above-mentioned intermediate products (1) are dissolved in water, the water-soluble of 21wt% is formulated as
9 grams of 1- ethyl -3- methylpyridinium iodide imidazoles are added, stirring and dissolving in liquid: subsequent dehydration by evaporation, are added in obtained solid mixture
130 grams of butanone and 430 grams of propyl alcohol, filter after being sufficiently stirred, filtrate are evaporated, and obtain the chemical modification hydrolysis feather egg of toothpaste-like
It is white.It is 29.1g/g, in methanol, ethyl alcohol, dimethyl sulfoxide, dioxanes, glycerol with the solubility of intermediate products (1) in water
Solubility is compared for 0, and the solubility of final chemical modification hydrolysis feather protein obtained is respectively 15.9g (water), 10.1g (first
Alcohol), 7.3g (ethyl alcohol), 16.7g (dimethyl sulfoxide), 5.5g (dioxanes).
Embodiment 4
Step (1): 16 grams of dry chicken feathers are crushed with pulverizer, molten in 92 grams of pH value 12,78 DEG C of temperature of sodium hydroxide
Stirring hydrolysis 6h in liquid, after solution is centrifuged removing sediment, being concentrated is the 55% of original solution quality；With 3 milliliter 20%
Hydrochloric acid precipitation protein solution, filtering, sediment is washed repeatedly with distilled water to pH value 6.5, the albumen concentrated ammonia liquor after washing
Its pH value is adjusted to 7.5, then will hydrolyze feather protein solution to be adjusted to pH value with sodium hydroxide solution is 10.5, is added 7 gram 80%
Formalin is warming up to 77 DEG C, and 46 gram of 10% solution of sodium bisulfite, isothermal reaction 5.5h, dehydration are added under agitation
It is dry, obtain intermediate products (1)；Step (2): above-mentioned intermediate products (1) are dissolved in water, the water-soluble of 14wt% is formulated as
10 grams of trimethyldodecane ammonium chlorides are added, stirring and dissolving in liquid: subsequent dehydration by evaporation, are added in obtained solid mixture
530 grams of acetone and 120 grams of butanone, filter after being sufficiently stirred, filtrate are evaporated, and obtain the chemical modification hydrolysis feather egg of toothpaste-like
It is white.It is 38.9g/g, in methanol, ethyl alcohol, dimethyl sulfoxide, dioxanes, glycerol with the solubility of intermediate products (1) in water
Solubility is compared for 0, and the solubility of final chemical modification hydrolysis feather protein obtained is respectively 23.1g (water), 18.5g (first
Alcohol), 7.7g (ethyl alcohol), 13.2g (dimethyl sulfoxide), 3.1g (dioxanes).
Above embodiment and embodiment of the present invention are not constituted just for the sake of helping to understand the present invention to this hair
The purpose of the present invention can be achieved in the range of technical solution of the present invention and its stated claim in bright limitation.
Claims (4)
1. a kind of chemical modification hydrolyzes feather protein, it is characterised in that: the chemical modification hydrolysis feather protein be both dissolved in water,
It is dissolved in the organic solvents such as methanol, ethyl alcohol, glycerol, acetone, dimethyl sulfoxide, dioxanes again.
2. a kind of chemical modification method for hydrolyzing feather protein, it is characterised in that: poultry feather uses the incomplete water of the prior art
The water-soluble polypeptide obtained after solution and sulfonation modifying, occurs double decomposition with the halide having the following structure in organic solvent
Reaction, filtering and removing sodium halide are precipitated and are made:
Wherein, R is the derivative of hydrogen atom or alkyl or substitution alkyl or alkyl containing 1-20 carbon atom, and M is nitrogen
Atom or phosphorus atoms, X are chlorine atom, bromine atom or iodine atom.
3. the chemical modification method of hydrolysis feather protein as claimed in claim 2, it is characterised in that: the organic solvent is
The mixture of one of acetone, methanol, ethyl alcohol, propyl alcohol, butanone or several arbitrary proportions.
4. the poultry feather as described in claim 1 and claim 2, including but not limited to chicken feather, drake feather and goose feather.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811530453.XA CN109517028B (en) | 2018-12-14 | 2018-12-14 | Chemical modification method of hydrolyzed feather protein |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811530453.XA CN109517028B (en) | 2018-12-14 | 2018-12-14 | Chemical modification method of hydrolyzed feather protein |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109517028A true CN109517028A (en) | 2019-03-26 |
| CN109517028B CN109517028B (en) | 2021-07-27 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811530453.XA Expired - Fee Related CN109517028B (en) | 2018-12-14 | 2018-12-14 | Chemical modification method of hydrolyzed feather protein |
Country Status (1)
| Country | Link |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1535280A (en) * | 2001-07-17 | 2004-10-06 | ̩ | Production of soluble keratin derivatives |
| CN106750043A (en) * | 2017-01-17 | 2017-05-31 | 绍兴文理学院 | A kind of feather protein graft copolymer slurry and preparation method thereof |
-
2018
- 2018-12-14 CN CN201811530453.XA patent/CN109517028B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1535280A (en) * | 2001-07-17 | 2004-10-06 | ̩ | Production of soluble keratin derivatives |
| CN106750043A (en) * | 2017-01-17 | 2017-05-31 | 绍兴文理学院 | A kind of feather protein graft copolymer slurry and preparation method thereof |
Non-Patent Citations (3)
| Title |
|---|
| KHOSA MUHAMMAD ARSHAD等: "《Chemical modification, characterization, and application of chicken feathers as novel biosorbents》", 《RSC ADVANCES》 * |
| 尹国强，崔英德，陈循军: "《水溶性羽毛蛋白的制备与化学改性》", 《精细化工》 * |
| 尹国强，崔英德，陈循军: "《羽毛蛋白接枝聚丙烯酸-丙烯酰胺树脂的合成与吸水性能》", 《化工学报》 * |
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| CN109517028B (en) | 2021-07-27 |
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