CN106008598A - Preparation method of 1, 6-dihexyl triamine pentamethylenophosphonic acid - Google Patents
Preparation method of 1, 6-dihexyl triamine pentamethylenophosphonic acid Download PDFInfo
- Publication number
- CN106008598A CN106008598A CN201610378182.5A CN201610378182A CN106008598A CN 106008598 A CN106008598 A CN 106008598A CN 201610378182 A CN201610378182 A CN 201610378182A CN 106008598 A CN106008598 A CN 106008598A
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- Prior art keywords
- reactor
- formaldehyde
- preparation
- salt
- reaction
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 239000002253 acid Substances 0.000 title abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 68
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000000463 material Substances 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000007789 gas Substances 0.000 claims description 20
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 16
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 16
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 16
- -1 pentamethylene phosphonic acids Chemical class 0.000 claims description 16
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 11
- 238000009833 condensation Methods 0.000 claims description 9
- 230000005494 condensation Effects 0.000 claims description 9
- 238000009413 insulation Methods 0.000 claims description 9
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 abstract description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 238000004821 distillation Methods 0.000 abstract description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract description 2
- MRNZSTMRDWRNNR-UHFFFAOYSA-N bis(hexamethylene)triamine Chemical compound NCCCCCCNCCCCCCN MRNZSTMRDWRNNR-UHFFFAOYSA-N 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000004321 preservation Methods 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
- 235000019256 formaldehyde Nutrition 0.000 description 16
- 239000000047 product Substances 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000009897 hydrogen peroxide bleaching Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
- C07F9/3817—Acids containing the structure (RX)2P(=X)-alk-N...P (X = O, S, Se)
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
Abstract
The invention relates to the technical field of chemical industry, in particular to a preparation method of dihexyl triamine pentamethylenophosphonic acid. The method comprises the steps of: (1) adding bishexamethylenetriamine and water into a reaction kettle, performing cooling to less than 25DEG, starting adding 31% hydrochloric acid dropwise to carry out salt-forming reaction for 2h; (2) adding phosphorous acid into the reaction kettle, performing heating to 80-110DEG C, and carrying out reaction for 3-8h; and (3) transferring all the materials into an elevated tank, adjusting the temperature of the reaction kettle to 120-150DEG C, adding the materials in the elevated tank dropwise into the reaction kettle slowly, and keeping the temperature in the reaction kettle at 120-150DEG C, and performing heat preservation for 2-3h at the end of dropwise adding. The method provided by the invention avoids the material-spraying phenomenon in the final distillation process, also can reduce the residual formaldehyde of the final product from 2-3% to 10mg/L, and the chloride from original 6-8% to 100mg/L.
Description
Technical field
The present invention relates to chemical technology field, particularly relate to a kind of 1, the preparation of 6-dihexyl triamine pentamethylene phosphonic acids
Method.
Background technology
1,6-dihexyl triamine pentamethylene phosphonic acids, in addition to using as corrosion inhibiting and descaling agent at water treatment field, it is possible to
To use as chelating agen, hydrogen peroxide bleaching stabilizer in electronics, printing and dyeing assistant field.But 1,6-dihexyl triamine pentamethylene phosphonic acids
Use as printing and dyeing assistant and there is substantial amounts of residues of formaldehyde, dyeing has clear and definite limit for harmful substances such as removing residue formaldehydes
System.
Prior art is so process for problem above: owing to 1,6-dihexyl triamine pentamethylene phosphonic acids is one
Plant macromolecule organophosphor, and two hexene triamines in production process are the co-product producing essence hexamethylene diamine, in process of production, should
After target product generates, the formaldehyde of excess and hydrogen chloride use the method for distillation to remove, due to by dihexyl triamine purity and product
The factor impact that product molecular weight is high, 1, controls temperature still-process after the reaction completely of 6-dihexyl triamine pentamethylene phosphonic acids
In, often material can occur material spray phenomenon.
Summary of the invention
The present invention is in order to overcome the deficiency of above-mentioned technical problem, it is provided that a kind of 1,6-dihexyl triamine pentamethylene phosphonic acids
Preparation method, the method can be fully solved above-mentioned technical problem.
The technical scheme solving above-mentioned technical problem is as follows:
A kind of 1, the preparation method of 6-dihexyl triamine pentamethylene phosphonic acids, comprise the following steps:
(1) salt is become: two hexene triamines and water are put in reactor, be cooled to less than the 25 DEG C hydrochloric acid starting to drip 31%
Carry out salt-forming reaction 2 hours, during salt-forming reaction, have hydrogen chloride to produce；
(2) condensation: phosphorous acid is put in reactor after terminating by salt-forming reaction, is heated to 80～110 DEG C, is dripped by a high position
Add groove dropping formaldehyde, drip insulation backflow 3～8 hours, hydrogen chloride, formaldehyde exhaust-gas and the steam produced in course of reaction
After condensed in two stages, formalin reclaims, and does not coagulates gas and enters device for absorbing tail gas, and the described gas bag that do not coagulates includes hydrogen chloride, water
Steam and a small amount of formaldehyde；
(3) refined: the material in reactor is fully transferred in head tank, then the temperature of reactor is adjusted to
120～150 DEG C, then material in head tank is slowly added dropwise to reactor, and to keep the temperature of reactor be 120～150
DEG C, drip complete insulation 2～3 hours.
Two hexene triamines, water, phosphorous acid, the mass ratio of formaldehyde are 1:5:3:3.
Rate of addition described in step (3) is 800～1000kg/h.
Reaction equation is as follows:
The present invention provides a kind of 1, the preparation method of 6-dihexyl triamine pentamethylene phosphonic acids, it is to avoid last still-process
The phenomenon of middle material spray, and end product removing residue formaldehyde can be reduced to 10mg/L by 2～3%, chloride by original 6～
8% is reduced to 100mg/L.
Detailed description of the invention
Below in conjunction with detailed description of the invention, the present invention is further detailed explanation.
Embodiment 1:
A kind of 1, the preparation method of 6-dihexyl triamine pentamethylene phosphonic acids, comprise the following steps:
(1) salt is become: two hexene triamines and water are put in reactor, be cooled to less than the 25 DEG C hydrochloric acid starting to drip 31%
Carry out salt-forming reaction 2 hours, during salt-forming reaction, have hydrogen chloride to produce；
(2) condensation: phosphorous acid is put in reactor after terminating by salt-forming reaction, is heated to 80 DEG C, by high-order dropwise adding tank
Dropping formaldehyde, drips insulation backflow 8 hours, and the hydrogen chloride, formaldehyde exhaust-gas and the steam that produce in course of reaction are through two-stage
After condensation, formalin reclaims, and does not coagulates gas and enters device for absorbing tail gas, described do not coagulate gas bag include hydrogen chloride, steam and
A small amount of formaldehyde；
It is (3) refined: the material in reactor to be fully transferred in head tank, the temperature of reactor is adjusted to 150 DEG C,
Then material in head tank is slowly added dropwise to reactor, and to keep the temperature of reactor be 150 DEG C, drip complete insulation 2
Hour.
Two hexene triamines, water, phosphorous acid, the mass ratio of formaldehyde are 1:5:3:3.
Rate of addition described in step (3) is 800kg/h.
Embodiment 2:
A kind of 1, the preparation method of 6-dihexyl triamine pentamethylene phosphonic acids, comprise the following steps:
(1) salt is become: two hexene triamines and water are put in reactor, be cooled to less than the 25 DEG C hydrochloric acid starting to drip 31%
Carry out salt-forming reaction 2 hours, during salt-forming reaction, have hydrogen chloride to produce；
(2) condensation: phosphorous acid is put in reactor after terminating by salt-forming reaction, is heated to 110 DEG C, by high-order dropwise adding tank
Dropping formaldehyde, drips insulation backflow 3 hours, and the hydrogen chloride, formaldehyde exhaust-gas and the steam that produce in course of reaction are through two-stage
After condensation, formalin reclaims, and does not coagulates gas and enters device for absorbing tail gas, described do not coagulate gas bag include hydrogen chloride, steam and
A small amount of formaldehyde；
It is (3) refined: the material in reactor to be fully transferred in head tank, the temperature of reactor is adjusted to 120 DEG C,
Then material in head tank is slowly added dropwise to reactor, and to keep the temperature of reactor be 120 DEG C, drip complete insulation 3
Hour.
Two hexene triamines, water, phosphorous acid, the mass ratio of formaldehyde are 1:5:3:3.
Rate of addition described in step (3) is 1000kg/h.
Embodiment 3:
A kind of 1, the preparation method of 6-dihexyl triamine pentamethylene phosphonic acids, comprise the following steps:
(1) salt is become: two hexene triamines and water are put in reactor, be cooled to less than the 25 DEG C hydrochloric acid starting to drip 31%
Carry out salt-forming reaction 2 hours, during salt-forming reaction, have hydrogen chloride to produce；
(2) condensation: phosphorous acid is put in reactor after terminating by salt-forming reaction, is heated to 100 DEG C, by high-order dropwise adding tank
Dropping formaldehyde, drips insulation backflow 5 hours, and the hydrogen chloride, formaldehyde exhaust-gas and the steam that produce in course of reaction are through two-stage
After condensation, formalin reclaims, and does not coagulates gas and enters device for absorbing tail gas, described do not coagulate gas bag include hydrogen chloride, steam and
A small amount of formaldehyde；
It is (3) refined: the material in reactor to be fully transferred in head tank, the temperature of reactor is adjusted to 140 DEG C,
Then material in head tank is slowly added dropwise to reactor, and to keep the temperature of reactor be 140 DEG C, drip complete insulation
2.5 hour.
Two hexene triamines, water, phosphorous acid, the mass ratio of formaldehyde are 1:5:3:3.
Rate of addition described in step (3) is 900kg/h.
The present invention provides a kind of 1, the preparation method of 6-dihexyl triamine pentamethylene phosphonic acids, it is to avoid last still-process
The phenomenon of middle material spray, and end product removing residue formaldehyde can be reduced to 10mg/L by 2～3%, chloride by original 6～
8% is reduced to 100mg/L.
The above, be only presently preferred embodiments of the present invention, and the present invention not does any pro forma restriction, every depends on
According to any simple modification in the technical spirit of the present invention, above example made, equivalent variations, each fall within the guarantor of the present invention
Within the scope of protecting.
Claims (3)
1. one kind 1, the preparation method of 6-dihexyl triamine pentamethylene phosphonic acids, it is characterised in that comprise the following steps:
(1) salt is become: two hexene triamines and water are put in reactor, be cooled to less than the 25 DEG C hydrochloric acid starting to drip 31% and carry out
Salt-forming reaction 2 hours, has hydrogen chloride to produce during salt-forming reaction；
(2) condensation: phosphorous acid is put in reactor after terminating by salt-forming reaction, is heated to 80～110 DEG C, by high-order dropwise adding tank
Dropping formaldehyde, drips insulation backflow 3～8 hours, and the hydrogen chloride, formaldehyde exhaust-gas and the steam that produce in course of reaction are through two
After level condensation, formalin reclaims, and does not coagulates gas and enters device for absorbing tail gas, and the described gas bag that do not coagulates includes hydrogen chloride, steam
With a small amount of formaldehyde；
(3) refined: the material in reactor to be fully transferred in head tank, the temperature of reactor is adjusted to 120～150
DEG C, then material in head tank is slowly added dropwise to reactor, and to keep the temperature of reactor be 120～150 DEG C, drip
Bi Baowen 2～3 hours.
The preparation method of the most according to claim 1 a kind of 1,6-dihexyl triamine pentamethylene phosphonic acids, it is characterised in that
Two hexene triamines, water, phosphorous acid, the mass ratio of formaldehyde are 1:5:3:3.
The preparation method of the most according to claim 1 a kind of 1,6-dihexyl triamine pentamethylene phosphonic acids, it is characterised in that
Rate of addition described in step (3) is 800～1000kg/h.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610378182.5A CN106008598A (en) | 2016-05-31 | 2016-05-31 | Preparation method of 1, 6-dihexyl triamine pentamethylenophosphonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610378182.5A CN106008598A (en) | 2016-05-31 | 2016-05-31 | Preparation method of 1, 6-dihexyl triamine pentamethylenophosphonic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106008598A true CN106008598A (en) | 2016-10-12 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610378182.5A Pending CN106008598A (en) | 2016-05-31 | 2016-05-31 | Preparation method of 1, 6-dihexyl triamine pentamethylenophosphonic acid |
Country Status (1)
| Country | Link |
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| CN (1) | CN106008598A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101323627A (en) * | 2008-07-07 | 2008-12-17 | 河南清水源科技股份有限公司 | Bis(hexamethylene triamine penta (methylene phosphonic acid)) and production process thereof |
| CN104844649A (en) * | 2015-05-26 | 2015-08-19 | 周峰 | Preparation method of bis(hexamethylene triamine penta (methylene phosphonic acid)) |
-
2016
- 2016-05-31 CN CN201610378182.5A patent/CN106008598A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101323627A (en) * | 2008-07-07 | 2008-12-17 | 河南清水源科技股份有限公司 | Bis(hexamethylene triamine penta (methylene phosphonic acid)) and production process thereof |
| CN104844649A (en) * | 2015-05-26 | 2015-08-19 | 周峰 | Preparation method of bis(hexamethylene triamine penta (methylene phosphonic acid)) |
Non-Patent Citations (2)
| Title |
|---|
| 化学工业部科学技术情报研究所: "《化工产品手册 有机化工原料 上册》", 28 February 1985, 化学工业出版社 * |
| 李彬 等: "新型亚甲基膦酸水处理剂的合成及阻垢性能研究", 《工业水处理》 * |
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| RJ01 | Rejection of invention patent application after publication | ||
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Application publication date: 20161012 |