CN109180949A - A kind of pectinate texture hydrophilic amino silicone oil - Google Patents
A kind of pectinate texture hydrophilic amino silicone oil Download PDFInfo
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- CN109180949A CN109180949A CN201811174539.3A CN201811174539A CN109180949A CN 109180949 A CN109180949 A CN 109180949A CN 201811174539 A CN201811174539 A CN 201811174539A CN 109180949 A CN109180949 A CN 109180949A
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- raw material
- silicone oil
- hydrophilic amino
- pectinate texture
- amino silicone
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- 229920013822 aminosilicone Polymers 0.000 title claims abstract description 25
- -1 Amido silicon Chemical compound 0.000 claims abstract description 72
- 239000003921 oil Substances 0.000 claims abstract description 68
- 239000002994 raw material Substances 0.000 claims abstract description 56
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 43
- 239000010703 silicon Substances 0.000 claims abstract description 43
- 229920002545 silicone oil Polymers 0.000 claims abstract description 26
- 239000004593 Epoxy Substances 0.000 claims abstract description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 40
- 239000001257 hydrogen Substances 0.000 claims description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 8
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 229920000570 polyether Polymers 0.000 abstract description 26
- 239000004721 Polyphenylene oxide Substances 0.000 abstract description 25
- 230000010148 water-pollination Effects 0.000 abstract description 25
- 239000004744 fabric Substances 0.000 abstract description 23
- 238000006243 chemical reaction Methods 0.000 abstract description 17
- 229920001296 polysiloxane Polymers 0.000 abstract description 13
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract description 13
- 238000000034 method Methods 0.000 abstract description 8
- 125000001302 tertiary amino group Chemical group 0.000 abstract description 7
- 239000000835 fiber Substances 0.000 abstract description 3
- 238000006116 polymerization reaction Methods 0.000 abstract description 3
- 230000002195 synergetic effect Effects 0.000 abstract description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000012752 auxiliary agent Substances 0.000 abstract description 2
- 238000006555 catalytic reaction Methods 0.000 abstract description 2
- 125000002091 cationic group Chemical group 0.000 abstract description 2
- 238000009987 spinning Methods 0.000 abstract description 2
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 description 16
- 238000010792 warming Methods 0.000 description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 150000002431 hydrogen Chemical class 0.000 description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 10
- 238000003756 stirring Methods 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 7
- 229960000583 acetic acid Drugs 0.000 description 6
- 239000012362 glacial acetic acid Substances 0.000 description 6
- 239000003377 acid catalyst Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000004383 yellowing Methods 0.000 description 4
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 238000012827 research and development Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 201000004569 Blindness Diseases 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 210000004243 sweat Anatomy 0.000 description 2
- BDLXTDLGTWNUFM-UHFFFAOYSA-N 2-[(2-methylpropan-2-yl)oxy]ethanol Chemical compound CC(C)(C)OCCO BDLXTDLGTWNUFM-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- OBFQBDOLCADBTP-UHFFFAOYSA-N aminosilicon Chemical compound [Si]N OBFQBDOLCADBTP-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000010977 jade Substances 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 125000005429 oxyalkyl group Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Silicon Polymers (AREA)
Abstract
The present invention relates to spinning post-finishing auxiliary agent technical fields, disclose a kind of pectinate texture hydrophilic amino silicone oil.Amido silicon oil pendant polyether segment of the invention is distributed in uniform pectination, and on-position is on quaternary ammonium salt, it is smaller on the influence of the flexibility of polysiloxanes segment, and be not easy to be coated completely by polysiloxanes segment, synergistic effect between the two can be more given full play to, the hydrophily of silicone oil is promoted.Bi-quaternary ammonium salt structure has stronger cationic, it is made to have upper preferable oriented attachment ability and film forming in fabric fibre.Intermediate tertiary amine groups polyethers is made in the present invention first, then, carries out quaternized and polymerization reaction with end epoxy silicon oil under the catalysis of organic acid, being made has regular pectinate texture, the equally distributed hydrophilic amino silicone oil of pendant polyether groups.Technique according to the present invention is relatively simple, and raw material is easy to get, and reaction condition is relatively mild, is convenient for commercial applications and industrialization promotion.
Description
Technical field
The present invention relates to spinning post-finishing auxiliary agent technical field more particularly to a kind of pectinate texture hydrophilic amino silicone oils.
Background technique
With the improvement of living standards, more stringent requirements are proposed for snugness of fit of the people to fabric.Fabric of organosilicon
Post-finishing agent also requires the fabric after arranging to have certain hydrophily, no other than the fluffy feel of soft and smooth property to be met
Normal moisture absorption sweat discharging functions are influenced, this is particularly important to the value promotion of textile.
Hydrophilicrto polyether segment or quaternised modified to amino progress is introduced in the molecule, is to prepare hydrophilic amino silicon
Two kinds of common measures of oil.When the hydrophily to silicone oil is more demanding, need for both the above measure to be used in combination.It should infuse
Meaning, the distribution of quaternary ammonium salt group and polyether group in silicone molecule significantly affect the feel after arranging.In " hydrophilic ammonia
The synthesis and its application of base silicone oil ", village true jade, printing and dyeing assistant, the 4th phase of volume 23 in April in 2006 one text, first prepare side chain
Then under the catalysis of organic acid tertiary amine compound is added, to introduce quaternary ammonium salt base in silicone oil with epoxy and polyether group
Group.Although the hydrophily of product is preferable, polyether group is dispensed directly on polysiloxanes segment, significantly affects polysiloxanes
The flexibility and film forming of segment cause the feel after arranging poor.In order to balance hydrophily and feel, need to polyether group
Distribution with quaternary ammonium salt group re-starts design, while meeting hydrophily requirement, minimizes polyether group to feel
Influence.
Summary of the invention
In order to solve the above-mentioned technical problems, the present invention provides a kind of hydrophily is excellent, the preferable pectinate texture parent of feel
Aqueous amido silicon oil.
The specific technical proposal of the invention is: a kind of pectinate texture hydrophilic amino silicone oil, the structure of the amido silicon oil
Formula are as follows:
Wherein, R1For CH2CH3Or CH2CH2CH3；
R2For
R3For
A is the integer between 5~40, and b is the integer between 0~20, and a ' is the integer between 0~15, and b ' is between 0~6
Integer, m are the integer between 50~500, and n is the integer between 5~50.
Branch flexible, main chain are evenly distributed on a kind of main chain of pectinate texture hydrophilic amino silicone oil of the invention
It is upper that there is hydrophilic polyether segment and quaternary ammonium salt group, it can guarantee amido silicon oil hydrophily with higher.Due to quaternary ammonium
The distribution of salt groups and polyether segment in silicone molecule has significant impact, therefore, this hair to the feel of fabric after arrangement
The position of both bright strict controls and the length of segment, hydrophily, whiteness and the feel of fabric after being arranged with balance.The prior art
In, it is difficult to meet the requirement of hydrophily, whiteness and feel simultaneously.
The present invention is that will gather by the benefit for designing the polyether segment design of different length in this way on main chain and side chain
Ether segment is dispersed in greatest extent on the strand of amido silicon oil, has the entire molecule of amido silicon oil all good hydrophilic
Property.The present invention designs the polyether segment on main chain at the both ends of polysiloxanes segment, and in polyether segment and polysiloxane chain
Section between short alkyl chain is set, caused by being directly connected directly with polysiloxanes segment to avoid polyether segment flexibility and at
The disadvantage of film property difference.Meanwhile the length of the polyether segment on amido silicon oil main chain is defined by the present invention, is guaranteeing its parent
Can have good feel and whiteness while aqueous.Quaternary ammonium salt group can be improved the whiteness of fabric, using epoxy group with
Tertiary amino is converted to quaternary ammonium salt group by tertiary amino reaction, and fabric is resistance to yellowing after raising arranges.
Preferably, the amido silicon oil is the polymer being polymerized by raw material A, raw material B, raw material C and raw material D.Institute
Raw material A is stated as end containing hydrogen silicone oil, structural formula are as follows:The raw material B is allyl polyoxy alkyl
Epoxy group ether, structural formula are as follows:The raw material C is
Allyl polyoxy alkyl epoxy base ether or allyl glycidyl ether, the structural formula of allyl polyoxy alkyl epoxy base ether are as follows:Its structural formula of the raw material D are as follows:
Pendant polyether segment in amido silicon oil molecule of the invention is closely coupled with quaternary ammonium salt group, is not easy by poly- silicon oxygen
Alkane segment coats completely, can more give full play to synergistic effect between the two, promote the hydrophily of silicone oil；Its lateral polyether chains
Section is distributed in uniform pectination, and on-position influences smaller, double quaternary ammoniums to the flexibility of polysiloxanes segment on quaternary ammonium salt
Salt structure has stronger cationic, it is made to have upper preferable oriented attachment ability and film forming in fabric fibre.Meanwhile
Amino in the molecular structure of amido silicon oil of the invention is largely quaternary ammonium salt structure so that amido silicon oil it is resistance to it is yellowing and
Resistance to anionic stabilization is preferable.
The present invention need strict control prepare amido silicon oil various raw materials type, dosage and order of addition.This hair
Bright people knows, in above-mentioned formula, most of components has perhaps had the open original as hydrophilic silicon oil in the prior art
Material, but the present inventor wants, it is emphasized that creativeness of the invention is not merely for each one-component to be used as simply
Polymerization reaction, and be even more to be how to choose the most suitable component from the boundless and indistinct raw material of the prior art, and carry out sternly to it
The proportion of lattice limits, the high molecular polymer with target structure is made, so that the comprehensive performance of amido silicon oil reaches
Most preferably with meet demand.This process needs to pay a large amount of creative work, not need to only be tested by simple limited times
It can be obtained.
The reason is that, choosing specific several from thousands of kinds of raw materials and limiting optimal proportion, this achievement is obtained
It needs to establish on the basis of a large amount of theory and practice.Further, team of the present invention finds in R&D process, amido silicon oil
Proportion setting between the selection and each component of raw material, the influence relationship between the comprehensive performance of amido silicon oil, by institute
Whiteness, hydrophily and the feel of the amido silicon oil to be considered are difficult to balance, and not show obviously regularity, often only
Micro-adjustment a certain kind raw material, order of addition or matching parameter, it is possible to a certain performance of amido silicon oil can be generated and have big shadow
It rings, such as hydrophily mixes up sometimes, but whiteness or feel are not inconsistent requirement suddenly simultaneously.Therefore research and development of the invention be
There is no an evident regularity guiding, there is certain " blindness " in the case where carry out, and since the present invention is each to amido silicon oil
The requirement of aspect performance is higher, therefore to obtain all good amido silicon oil of comprehensive performance, for common those skilled in the art
It is by no means easy for member.
Preferably, the hydrogen content of the raw material A is 0.014~0.04%.
Preferably, the molecular weight of raw material B is 450~550g/mol.
Preferably, the molecular weight of raw material C is 500~1200g/mol.
The restriction of the hydrogen content of raw material A end containing hydrogen silicone oil is particularly significant in the present invention, and hydrogen content determines in amido silicon oil
The length of polysiloxanes segment, the feel of fabric has a very big impact after arranging to amido silicon oil.Hydrogen content is higher, poly- silicon oxygen
The length of alkane segment is shorter, and specific gravity shared by polyether segment is bigger, and the hydrophily of the amido silicon oil of preparation is stronger, however whole with its
The feel of fabric after reason is poorer.On the contrary, hydrogen content is lower, the feel of the fabric after the amido silicon oil arrangement of preparation is better, so
And hydrophily is poorer.The present invention is to raw material B allyl polyoxy alkyl epoxy base ether and raw material C allyl polyoxy alkyl epoxy base
The molecular weight of ether or allyl glycidyl ether is defined respectively, the polyether chain segment length of amido silicon oil side chain of the invention
It spends longer, can guarantee hydrophilic while increasing main chain flexibility, be conducive to the hand for balancing fabric after amido silicon oil arranges
Sense and hydrophily.Using the raw material that limits of the present invention, available hydrophily and all good amido silicon oil of feel.
Preferably, the mass ratio of the raw material A and raw material B are 100:1~10.
When the mass ratio of raw material A and raw material B are 100:1~10, the macromolecule with the object of the invention structure can be obtained
Material.Raw material A and the mass ratio of raw material B have a very big impact the molecular structure of amido silicon oil, when the amount of raw material B is very few
When, raw material A reaction not exclusively, will be unable to obtain the macromolecule containing target structure.
Preferably, the mass ratio of the material of the raw material D and raw material C is 1:1~1.05.
The mass ratio of the material of raw material D and raw material C is 1:1~1.05, and the micro- excess of raw material C can guarantee finally obtained height
There is equally distributed branch in molecule, while can guarantee the quantity of branch.
Preferably, the mass ratio of the material of the raw material B and raw material D is 2:0.95~1.05.
Under proportion of the invention, the high molecular polymer with suitable molecular weight can be obtained, the amount of raw material D it is excessive or
It is very few all to cause to block, it will be unable to obtain the high molecular material of the ideal degree of polymerization.
It is compared with the prior art, the beneficial effects of the present invention are:
(1) pectinate texture hydrophilic amino silicone oil of the present invention, pendant polyether segment is distributed in uniform pectination, and is connect
Enter position on quaternary ammonium salt, smaller on the influence of the flexibility of polysiloxanes segment, bi-quaternary ammonium salt structure has stronger cation
Property, make it that there is upper preferable oriented attachment ability and film forming in fabric fibre.
(2) pectinate texture hydrophilic amino silicone oil of the present invention, pendant polyether segment and quaternary ammonium salt in molecule
Group is closely coupled, is not easy to be coated completely by polysiloxanes segment, can more give full play to synergistic effect between the two, is promoted
The hydrophily of silicone oil.
(3) pectinate texture hydrophilic amino silicone oil of the present invention, amino are largely quaternary ammonium salt structure, silicone oil cream
Yellowing resistance when the resistance to anionic stabilization of liquid and textile finishing is preferable.
(4) in conclusion a kind of pectinate texture hydrophilic amino silicone oil disclosed in this patent has regular pectination knot
Structure, pendant polyether groups are evenly distributed in the both ends of polysiloxanes segment, are connected with quaternary ammonium salt.This structure can not only be shown
The hydrophily for promoting silicone oil is write, and the influence by pendant polyether to silicone oil feel falls below very low degree.The technique
Relatively simple, raw material is easy to get, and reaction condition is relatively mild, is convenient for commercial applications and industrialization promotion.
Specific embodiment
The present invention will be further described with reference to the examples below.Related device, connection structure in the present invention
And method, if being device well known in the art, connection structure and method without refering in particular to.
Embodiment 1
A kind of pectinate texture hydrophilic amino silicone oil is by end containing hydrogen silicone oil, allyl polyoxy alkyl epoxy base ether, N, N- diformazan
The polymer that base-N`- propyl -1,3- propane diamine and allyl glycidyl ether are polymerized, preparation method include following
Step:
(1) by 100g hydrogen content be 0.04% end containing hydrogen silicone oil, 4.55g allyl glycidyl ether be added reaction system in,
Stirring is warming up to 70 DEG C, and 0.02mL chloroplatinic acid catalyst is added, and after temperature is stablized, intermediate product 1 is made in the reaction was continued 8h:
Epoxy-terminated silicone oil；
(2) by 2.88g N, N- dimethyl-N`- propyl -1,3- propane diamine, 10g molecular weight is the allyl polyoxy of 500g/mol
Alkyl epoxy base ether, 30g ethylene glycol tertbutyl ether and 50g isopropanol are uniformly mixed, and are warming up to 60 DEG C, react 8h, are made intermediate
Product 2: tertiary amine groups polyethers；
(3) 2.4g glacial acetic acid and intermediate product 1 are successively added into intermediate product 2, stirs evenly, is warming up to 80 DEG C, reaction
Amido silicon oil is made in 10h.
Embodiment 2
A kind of pectinate texture hydrophilic amino silicone oil be by end containing hydrogen silicone oil, N, N- dimethyl-N`- propyl -1,3- propane diamine, with
And the polymer that allyl polyoxy alkyl epoxy base ether is polymerized, preparation method includes the following steps:
(1) end containing hydrogen silicone oil, 10g allyl polyoxy alkyl epoxy base ether, 25g isopropanol that 100g hydrogen content is 0.02% are added
Entering in reaction system, stirring is warming up to 75 DEG C, 0.05mL chloroplatinic acid catalyst is added, after system is transparent, the reaction was continued 8h, system
Obtain intermediate product 1: epoxy-terminated silicone oil；
(2) by 1.44g N, N- dimethyl-N`- propyl -1,3- propane diamine, 5g molecular weight is the allyl polyoxy alkane of 500g/mol
Basic ring oxygen ether, 53g ethylene glycol monobutyl ether are uniformly mixed, and are warming up to 60 DEG C, react 8h, and intermediate product 2 is made: tertiary amine groups are poly-
Ether；
(3) 1.2g glacial acetic acid and intermediate product 1 are successively added into intermediate product 2, stirs evenly, is warming up to 80 DEG C, reaction
Amido silicon oil is made in 12h.
Embodiment 3
A kind of pectinate texture hydrophilic amino silicone oil is by end containing hydrogen silicone oil, allyl polyoxy alkyl epoxy base ether, N, N- diformazan
The polymer that base-N`- propyl -1,3- propane diamine and allyl glycidyl ether are polymerized, preparation method include following
Step:
(1) by 100g hydrogen content be 0.014% end containing hydrogen silicone oil, 1.6g allyl glycidyl ether be added reaction system in,
Stirring is warming up to 80 DEG C, and 0.01mL chloroplatinic acid catalyst is added, and after system is transparent, intermediate product 1 is made in the reaction was continued 8h:
Epoxy-terminated silicone oil；
(2) by 1.01g N, N- dimethyl-N`- propyl -1,3- propane diamine, the allyl that 8.4g molecular weight is 1200g/mol is poly-
Oxyalkyl epoxy group ether, 74g ethylene glycol monobutyl ether are uniformly mixed, and are warming up to 60 DEG C, react 8h, and intermediate product 2: tertiary amine groups is made
Polyethers；
(3) 0.85g glacial acetic acid and intermediate product 1 are successively added into intermediate product 2, stirs evenly, is warming up to 110 DEG C, reaction
Amido silicon oil is made in 12h.
Embodiment 4
A kind of pectinate texture hydrophilic amino silicone oil be by end containing hydrogen silicone oil, N, N- dimethyl-N`- propyl -1,3- propane diamine, with
And the polymer that allyl polyoxy alkyl epoxy base ether is polymerized, preparation method includes the following steps:
(1) end containing hydrogen silicone oil, 10g allyl polyoxy alkyl epoxy base ether, 23g isopropanol that 100g hydrogen content is 0.02% are added
Entering in reaction system, stirring is warming up to 75 DEG C, 0.05mL chloroplatinic acid catalyst is added, after system is transparent, the reaction was continued 8h, system
Obtain intermediate product 1: epoxy-terminated silicone oil；
(2) by 1.44g N, N- dimethyl-N`- propyl -1,3- propane diamine, 5g molecular weight is the allyl polyoxy of 1200g/mol
Alkyl epoxy base ether, 53g ethylene glycol monobutyl ether are uniformly mixed, and are warming up to 90 DEG C, react 6h, and intermediate product 2 is made: tertiary amine groups are poly-
Ether；
(3) 1.2g glacial acetic acid and intermediate product 1 are successively added into intermediate product 2, stirs evenly, is warming up to 120 DEG C, reaction
Amido silicon oil is made in 8h.
Comparative example
A kind of preparation method of pectinate texture hydrophilic amino silicone oil the following steps are included:
It is 0.05% side chain containing hydrogen silicone oil, 2.28g allyl glycidyl ether by 100g hydrogen content, 15g molecular weight is 500g/
The allyl polyoxy alkyl epoxy base ether of mol, 25g isopropanol are warming up to 70 DEG C or so, and chloroplatinic acid catalyst is added, saturating to system
Bright subsequent continuation of insurance temperature 8h；Then 4.26g dodeca-tertiary amine and 1.2g glacial acetic acid is added, is warming up to 80 DEG C of reaction 12h, amino silicone is made
Oil.
It is tested for the property using amido silicon oil made from Examples 1 to 4 and comparative example.Test method are as follows: by embodiment 1
~4 and comparative example made from amido silicon oil product stirred evenly with a small amount of nonionic emulsifier, then while stirring slowly plus water,
It is diluted to the lotion that silicone oil is 10wt%, finally with glacial acetic acid tune pH to 6 or so, finishing agent is made.With arrangement obtained
Agent handles all-cotton knitting cloth, dosage 30g/L, an immersing and rolling (pick-up: 70%) → drying and shaping (180 DEG C × 90S) → cold
But resurgence → performance evaluation.
Performance test is compared with: feel: touching rating method using more manpowers, is divided into 1~5 grade, the bigger numerical value the more soft；It is white
Degree: being measured by whiteness instrument, smaller with the difference of original cloth, illustrates that yellowing resistance is better；Hydrophily: water is dripped with standard dropper
In fabric surface, the time required for water droplet is permeated in fabric surface complete wetting is observed, the time is shorter, illustrates that hydrophily is got over
It is good.Test result is as shown in table 1
Table 1
| Sample serial number | Feel rank | Whiteness | Hydrophily |
| Original cloth | 1 | 94.3 | 0.5s |
| Embodiment 1 | 4 | 85.6 | 2.4s |
| Embodiment 2 | 4 | 87.4 | 1.8s |
| Embodiment 3 | 5 | 89.3 | 3.1s |
| Embodiment 4 | 5 | 89.5 | 1.5s |
| Comparative example | 2.5 | 87.8 | 1.6s |
By data in table 1 as it can be seen that amido silicon oil produced by the present invention can significantly improve the feel of original cloth, keep original cloth sense of touch soft
It is soft, while the fabric after arrangement has certain hydrophily, does not influence normal moisture absorption sweat discharging functions, balances fabric after arrangement
Hydrophily and whiteness and feel.Embodiment 4 is highly preferred embodiment of the present invention, can compared with Examples 1 to 3 and comparative example
See, the proportion setting between the selection and each component of raw materials and reagents type, with the influence between amido silicon oil comprehensive performance
Relationship not shows obviously regularity, often only by being difficult to balance between the amido silicon oil performance to be considered
Micro-adjustment a certain kind component or matching parameter or order of addition, it is possible to a certain performance of amido silicon oil can be generated and have big shadow
It rings, such as feel and whiteness mix up sometimes, but hydrophily is not inconsistent requirement suddenly simultaneously.Therefore research and development of the invention be
There is no an evident regularity guiding, there is certain " blindness " in the case where carry out, and since the present invention is each to amido silicon oil
The requirement of aspect performance is higher, therefore to obtain all good amido silicon oil of comprehensive performance, for common those skilled in the art
It is by no means easy for member.
The above is only presently preferred embodiments of the present invention, is not intended to limit the invention in any way, it is all according to the present invention
Technical spirit any simple modification, change and equivalent structure transformation to the above embodiments, still fall within skill of the present invention
The protection scope of art scheme.
Claims (8)
1. a kind of pectinate texture hydrophilic amino silicone oil, it is characterised in that: the structural formula of the amido silicon oil are as follows:
Wherein, R1For CH2CH3Or CH2CH2CH3；
R2For
R3For
A is the integer between 5~40, and b is the integer between 0~20, and a ' is the integer between 0~15, and b ' is between 0~6
Integer, m are the integer between 50~500, and n is the integer between 5~50.
2. a kind of pectinate texture hydrophilic amino silicone oil as described in claim 1, it is characterised in that: the amido silicon oil be by
Raw material
A, the polymer that raw material B, raw material C and raw material D are polymerized；The raw material A is end containing hydrogen silicone oil, structural formula are as follows:The raw material B is allyl polyoxy alkyl epoxy base ether, structural formula are as follows:The raw material C is allyl polyoxy alkyl epoxy base
Ether or allyl glycidyl ether, the structural formula of allyl polyoxy alkyl epoxy base ether are as follows:Its structural formula of the raw material D are as follows:
3. a kind of pectinate texture hydrophilic amino silicone oil as claimed in claim 2, it is characterised in that: the raw material A it is hydrogeneous
Amount is 0.014~0.04%.
4. a kind of pectinate texture hydrophilic amino silicone oil as claimed in claim 2, it is characterised in that: the molecule of the raw material B
Amount is 450~550g/mol.
5. a kind of pectinate texture hydrophilic amino silicone oil as claimed in claim 2, it is characterised in that: the molecule of the raw material C
Amount is 500~1200g/mol.
6. a kind of pectinate texture hydrophilic amino silicone oil as claimed in claim 2, it is characterised in that: the raw material A and raw material B
Mass ratio be 100:1~10.
7. a kind of pectinate texture hydrophilic amino silicone oil as claimed in claim 2, it is characterised in that: the raw material D and raw material C
The mass ratio of the material be 1:1~1.05.
8. a kind of pectinate texture hydrophilic amino silicone oil as claimed in claim 2, it is characterised in that: the raw material B and raw material D
The mass ratio of the material be 2:0.95~1.05.
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Cited By (3)
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| CN111040171A (en) * | 2019-11-20 | 2020-04-21 | 威海诺葳信和新材料有限公司 | A kind of antistatic agent for spandex oil and preparation method thereof |
| CN112409598A (en) * | 2020-11-19 | 2021-02-26 | 广东工业大学 | Bola type organosilicon quaternary ammonium salt, preparation method and application thereof |
| CN119061701A (en) * | 2024-11-01 | 2024-12-03 | 桐乡市恒隆化工有限公司 | A surfactant for fabric treatment capable of withstanding low temperatures and a preparation method thereof |
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| CN119061701A (en) * | 2024-11-01 | 2024-12-03 | 桐乡市恒隆化工有限公司 | A surfactant for fabric treatment capable of withstanding low temperatures and a preparation method thereof |
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