CAS 41556-26-7 Bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate (HCID 586744)

Names & identifiers

Preferred name: Bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate
IUPAC: bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate
English name: Bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate
Molecular formula: C30H56N2O4
Molecular weight: 508.78

Names & synonyms

Bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacateDecanedioic acid, bis(1,2,2,6,6-pentamethyl-4-piperidinyl) esterbis(1,2,2,6,6-pentamethyl-4-piperidyl) decanedioateEINECS 255-437-1Decanedioic acid, 1,10-bis(1,2,2,6,6-pentamethyl-4-piperidinyl) estertinuvin 765Tinuvin 292UV StabilizerLowilite 76Sanol 292Sanol LS 292Sanol LS 508

Show more names

Light Stabilizer 292UV Absorber 292BIS(1,2,2,6,6-PENTAMETHYL-4-PIPERIDINYL)SEBACATE METHYL 1,2,2,6,6-PENTAMETHYL-4-PIPERIDINYL SEBACATE292HPHALS-4LS-508UV-3765HALS 292

Sanol LS 765RefChem:568500HALS 4TIN 292LS 508LS 765TN 765TK 12576

Database identifiers

CAS: 41556-26-7
PubChem CID: 586744
DTXSID: DTXSID0036479
UNII: DHJ5QK3K4J
EC Number: 255-437-1
Nikkaji: J62.969C

Properties

Computed structural properties

XLogP: 6.4
Topological polar surface area: 59.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 6
Rotatable bonds: 13
Heavy atoms: 36
Formal charge: 0
Complexity: 645

Experimental & physicochemical properties

Vapor Pressure0.0001 [mmHg]

Physical Description · 2 items

Liquid; Other Solid; Liquid; CBI

Yellowish liquid with an ester-like odor; [BASF MSDS]

Physicochemical properties

Melting point: 20 °C · 20°C
Boiling point: 220 °C · 220°C (26.7 Pa)
Density: 0.9925 · 0.9925
refractive index: 1.481 · 1.4810-1.4850
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 9.8 · 9.80±0.10(Predicted)
color: White to Off-White
Cosmetics Ingredients Functions: LIGHT STABILIZER
InChI: InChI=1S/C30H56N2O4/c1-27(2)19-23(20-28(3,4)31(27)9)35-25(33)17-15-13-11-12-14-16-18-26(34)36-24-21-29(5,6)32(10)30(7,8)22-24/h23-24H,11-22H2,1-10H3
InChIKey: RSOILICUEWXSLA-UHFFFAOYSA-N
SMILES: C(OC1CC(C)(C)N(C)C(C)(C)C1)(=O)CCCCCCCCC(OC1CC(C)(C)N(C)C(C)(C)C1)=O
CAS DataBase Reference: 41556 · 41556-26-7(CAS DataBase Reference)
EPA Substance Registry System: Bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate (41556-26-7)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H317
Precautionary statements: 261 · P261-P264-P272-P280-P302+P352+P333+P313+P363-P501
TSCA: TSCA listed
HS Code: 29339900 · 29339900

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 6.9% (104 of 1504) of reports.

Warning

H317 (92.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H400 (89.8%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]；H410 (89.4%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1504 reports by companies from 26 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 104 of 1504 reports by companies.；There are 25 notifications provided by 1400 of 1504 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 4 items

Chemical: Decanedioic acid, bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester

Hazard Traits - Bioaccumulation; Environmental Persistence；Authoritative List - Canada PBiTs；Report - if used as a fragrance or flavor ingredient

Decanedioic acid, 1,10-bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Decanedioic acid, 1,10-bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Decanedioic acid, bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Decanedioic acid, bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester: Human health tier II assessment

Hazards Summary · 1 item

Causes mild to moderate skin and no to mild eye irritation in rabbits (classified as not irritating); Sensitizing in guinea pig maximization test; Two Maurer optimization tests produced ambiguous results for skin sensitization (classified as sensitizing); Oral LD50 (rat) = 2,615-4,247 mg/kg; [IUCLID] Contains 15-40% methyl 1,2,2,6,6-pentamethyl-4-piperidyl sebacate (CAS# 82919-37-7); Not irritating to skin or eyes; May cause skin sensitization; [BASF MSDS]

Hazard Classes and Categories · 2 items

Skin Sens. 1 (92.2%)；Aquatic Acute 1 (89.8%)；Aquatic Chronic 1 (89.4%)

Acute toxicity - category 2；Eye damage - category 1；Skin sensitisation - category 1

Toxicology

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.

Regulatory information

Regulatory Information · 4 items

Chemical: Decanedioic acid, bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester

Hazard Traits - Bioaccumulation; Environmental Persistence；Authoritative List - Canada PBiTs；Report - if used as a fragrance or flavor ingredient

Decanedioic acid, 1,10-bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Decanedioic acid, 1,10-bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Decanedioic acid, bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester: Does not have an individual approval but may be used under an appropriate group standard

Safety data

tsca: TSCA listed
hs_code: 29339900
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H317
Precautionary statements: P261-P264-P272-P280-P302+P352+P333+P313+P363-P501

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as a light stabilizer; [ExPub: EPA - TSCATS] Used as a light stabilizer in automotive paints and coatings, in polymers, and as a photosensitive agent; Also used in consumer automobile interior products, water-borne semi-transparent stains, aerosol solvent-borne paints, paint additives, and window sealants; [ExPub: Government of Canada: Screening Assessment]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

U.S. Production2023: 1,000,000 - <2,500,000 lb；2022: 2,500,000 - <4,000,000 lb；2021: 2,500,000 - <4,000,000 lb；2020: 2,500,000 - <4,000,000 lb

Consumer UsesUV stabilizer；Stabilizing agent；Surface modifier；Photosensitive agent

Industry UsesOther；Binder；UV stabilizer；Not Known or Reasonably Ascertainable；Stabilizing agent；Surface modifier

Household Products · 2 items

Cosmetics product ingredient: Decanedioic acid, bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester；Product count: 1

Information on 83 consumer products that contain Decanedioic acid, 1,10-bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester in the following categories is provided:；• Auto Products；• Hobby/Craft；• Home Maintenance；• Inside the Home

General Manufacturing Information · 2 items

Transportation Equipment Manufacturing；Plastics Product Manufacturing；Adhesive Manufacturing；Not Known or Reasonably Ascertainable；Construction；Plastics Material and Resin Manufacturing；Paint and Coating Manufacturing；Textiles, apparel, and leather manufacturing；Other (requires additional information)

Decanedioic acid, 1,10-bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester: ACTIVE

Applications · 3 items

DescriptionTINUVIN 292 is a liquid hindered amine light stabilizer especially developed for coatings. It is an almost pure mixture of the two active ingredients below. It is this combination that keeps the product liquid, unlike the pure diester which tends to solidify, even at room temperature. The efficiency of TINUVIN 292 provides significantly extended lifetime to coatings by minimizing paint defects such as cracking and loss of gloss.

UsesTinuvin 292 is a multi-purpose liquid alkaline hindered amine light stabilizer for coatings, printing and packaging, adhesives and sealants. It is used to meet high-performance and durable solvent and exterior coating applications, including radiation curable systems (UV, electron beam).

Usesbis(1,2,2,6,6-Pentamethyl-4-piperidyl) Sebacate is used in preparation of photosensitive resin for 3D printing.

Preparation methods · 1 item

PreparationBis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate is an ester compound formed by the reaction of adipic acid and 1,2,2,6,6-pentamethyl-4-piperidinol. Its structure contains two sterically hindered piperidine rings, which are key to its light-stabilizing function. The synthesis steps are as follows:Dimethyl sebacate and 1,2,2,6,6-pentamethyl-4-piperidinol are added to a reaction vessel at a molar ratio of 1:1.79. Tetraisopropyl titanate is added as a catalyst at a mass fraction of 0.31% of the total reactants. The reaction mixture is heated to 180°C with continuous stirring. The reaction temperature is maintained at 180°C for 6 hours. During this period, methanol, a byproduct, is generated and needs to be removed from the reaction mixture by vacuum distillation or other methods to drive the reaction toward the product. After 6 hours, the reaction mixture is cooled to room temperature. The product is a mixture of monoesters and diesters. Further purification can be achieved using techniques such as column chromatography or vacuum distillation. Under the above optimal conditions, the expected product mixture contains approximately 73% (mass fraction) of Bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, approximately 23% of monoester, and a total yield of 93.3%.